Boston, MA BOS to Chicago, IL CHI flight with United

Thu 08 Oct
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American Airlines
Republic Airlines
United
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The cheapest and fastest flights from Boston, MA to Chicago, IL

Showing times, prices and bookable tickets for 08 Oct

Cheapest price on 08 Oct

£197

Average ticket price on 08 Oct

£362

Fastest journey on 08 Oct

2 h 52 m

Average journey duration on 08 Oct

2 h 53 m

Flights on 08 Oct

60

Distance

1368 km

Cheap tickets

The best way to find a cheap flight ticket from Boston, MA to Chicago, IL is to book your journey as far in advance as possible and to avoid travelling at rush hour.

The average ticket from Boston, MA to Chicago, IL will cost around £362 if you buy it on the day, but you can find cheap flight tickets today for only £197.

Fast flights

On Thu 08 Oct, we found 60 flights from Boston, MA to Chicago, IL, including 20 direct services.

These direct flights cover the 1368 km distance in an average of 2 h 53 m but if you time it right, some flights will get you there in just 2 h 52 m .

The slowest flights will take 2 h 55 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.

  • UnitedUA2631
    7:012h59
    Edward L. Logan International Airport
    9:00O'Hare International Airport
    £1971One-way
    0 changes
  • UnitedUA1349
    9:232h52
    Edward L. Logan International Airport
    11:15O'Hare International Airport
    £1971One-way
    0 changes
  • UnitedUA1414
    6:002h59
    Edward L. Logan International Airport
    7:59O'Hare International Airport
    £1971One-way
    0 changes
  • UnitedUA1734 · UA1775
    5:454h53
    Edward L. Logan International Airport
    9:38O'Hare International Airport
    £2051One-way
    1 change
  • UnitedUA1734 · UA1252
    5:457h03
    Edward L. Logan International Airport
    11:48O'Hare International Airport
    £2051One-way
    1 change

Journey information

Overview: Boston, MA to Chicago, IL flight

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USAUSA
Icon of flight

Flights from Boston, MA to Chicago, IL depart on average 60 times per day, taking around 4h 38m. Cheap flight tickets for this journey start at £39 if you book in advance.

There are 16 flights per day. The earliest flight runs at 00:06, the last at 22:34. The fastest flight covers the 1368 km distance in 2h 48m. July is the cheapest month to fly.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance
1368 km
Average flight duration
4h 38m
Cheapest ticket price
£39
Flights per day
60
Direct flights
16
Fastest flight
2h 48m
First flight
0:06
Last flight
22:34
Cheapest Month
Jul
Cheapest Day
Thu
High Season
Jul - Sept
Low Season
Jan - Mar
Busiest Day
Thu
Least Busy Day
Fri
Best time to book
28 days
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information

Live departures

Boston, MA to Chicago, IL flight times

The table below shows live departures for Boston, MA to Chicago, IL flights for today, Wednesday 7 October. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesChanges
Tickets
UnitedUA1734 · UA12525:45 Edward L. Logan International Airport
7h03
11:48 O'Hare International Airport1 change
UnitedUA1734 · UA17755:45 Edward L. Logan International Airport
4h53
9:38 O'Hare International Airport1 change
UnitedUA1734 · UA6137 · UA34415:45 Edward L. Logan International Airport
8h18
13:03 O'Hare International Airport2 changes
American AirlinesAA33245:54 Edward L. Logan International Airport
3h06
8:00 O'Hare International Airport0 changesdirect
UnitedUA1833 · UA24436:00 Edward L. Logan International Airport
9h42
14:42 O'Hare International Airport1 change
UnitedUA1833 · UA22906:00 Edward L. Logan International Airport
5h53
10:53 O'Hare International Airport1 change
UnitedUA14146:00 Edward L. Logan International Airport
2h59
7:59 O'Hare International Airport0 changesdirect
UnitedUA1833 · UA46896:00 Edward L. Logan International Airport
8h10
13:10 O'Hare International Airport1 change
UnitedUA1833 · UA4444 · UA27746:00 Edward L. Logan International Airport
6h46
11:46 O'Hare International Airport2 changes
UnitedUA1833 · UA14396:00 Edward L. Logan International Airport
7h54
12:54 O'Hare International Airport1 change
Republic AirlinesAA4630+American AirlinesAA3866:00 Edward L. Logan International Airport
4h48
9:48 O'Hare International Airport1 change
American AirlinesAA2159 · AA5226:00 Edward L. Logan International Airport
5h07
10:07 O'Hare International Airport1 change
UnitedUA1833 · UA15256:00 Edward L. Logan International Airport
7h00
12:00 O'Hare International Airport1 change
UnitedUA1833 · UA4444 · UA28036:00 Edward L. Logan International Airport
8h13
13:13 O'Hare International Airport2 changes
American AirlinesAA2800 · AA22237:00 Edward L. Logan International Airport
4h59
10:59 O'Hare International Airport1 change
American AirlinesAA15097:00 Edward L. Logan International Airport
3h05
9:05 O'Hare International Airport0 changesdirect
UnitedUA26317:01 Edward L. Logan International Airport
2h59
9:00 O'Hare International Airport0 changesdirect
UnitedUA226 · UA16917:25 Edward L. Logan International Airport
8h25
14:50 O'Hare International Airport1 change
UnitedUA647 · UA28657:30 Edward L. Logan International Airport
8h30
15:00 O'Hare International Airport1 change
UnitedUA570 · UA4172 · UA5117:38 Edward L. Logan International Airport
7h54
14:32 O'Hare International Airport2 changes
UnitedUA570 · UA14397:38 Edward L. Logan International Airport
6h16
12:54 O'Hare International Airport1 change
UnitedUA570 · UA15257:38 Edward L. Logan International Airport
5h22
12:00 O'Hare International Airport1 change
American AirlinesAA2764 · AA8657:55 Edward L. Logan International Airport
5h23
12:18 O'Hare International Airport1 change
Republic AirlinesAA4371+American AirlinesAA18147:59 Edward L. Logan International Airport
4h56
11:55 O'Hare International Airport1 change
UnitedUA10978:05 Edward L. Logan International Airport
2h55
10:00 O'Hare International Airport0 changesdirect
American AirlinesAA12398:23 Edward L. Logan International Airport
3h07
10:30 O'Hare International Airport0 changesdirect
UnitedUA13499:23 Edward L. Logan International Airport
2h52
11:15 O'Hare International Airport0 changesdirect
UnitedUA2348 · UA6179:30 Edward L. Logan International Airport
8h35
17:05 O'Hare International Airport1 change
UnitedUA2098 · UA23319:30 Edward L. Logan International Airport
5h56
14:26 O'Hare International Airport1 change
UnitedUA2098 · UA3552 · UA46739:30 Edward L. Logan International Airport
8h24
16:54 O'Hare International Airport2 changes
American AirlinesAA3058 · AA10699:50 Edward L. Logan International Airport
5h23
14:13 O'Hare International Airport1 change
UnitedUA1307 · UA4499 · UA13259:51 Edward L. Logan International Airport
8h01
16:52 O'Hare International Airport2 changes
UnitedUA1307 · UA3437 · UA27719:51 Edward L. Logan International Airport
11h01
19:52 O'Hare International Airport2 changes
American AirlinesAA1168 · AA80810:28 Edward L. Logan International Airport
5h01
14:29 O'Hare International Airport1 change
American AirlinesAA260010:29 Edward L. Logan International Airport
3h04
12:33 O'Hare International Airport0 changesdirect
UnitedUA50310:36 Edward L. Logan International Airport
2h53
12:29 O'Hare International Airport0 changesdirect
UnitedUA2394 · UA4499 · UA132510:51 Edward L. Logan International Airport
7h01
16:52 O'Hare International Airport2 changes
UnitedUA2394 · UA3437 · UA277110:51 Edward L. Logan International Airport
10h01
19:52 O'Hare International Airport2 changes
Republic AirlinesAA4490+American AirlinesAA35911:57 Edward L. Logan International Airport
5h18
16:15 O'Hare International Airport1 change
American AirlinesAA306712:00 Edward L. Logan International Airport
3h02
14:02 O'Hare International Airport0 changesdirect
American AirlinesAA1489 · AA153412:28 Edward L. Logan International Airport
4h41
16:09 O'Hare International Airport1 change
Republic AirlinesAA4687+American AirlinesAA332112:29 Edward L. Logan International Airport
5h21
16:50 O'Hare International Airport1 change
UnitedUA2104 · UA1637 · UA277112:36 Edward L. Logan International Airport
8h16
19:52 O'Hare International Airport2 changes
UnitedUA173212:45 Edward L. Logan International Airport
2h52
14:37 O'Hare International Airport0 changesdirect
American AirlinesAA54713:33 Edward L. Logan International Airport
3h04
15:37 O'Hare International Airport0 changesdirect
American AirlinesAA1821 · AA39613:42 Edward L. Logan International Airport
5h21
18:03 O'Hare International Airport1 change
Republic AirlinesAA4342+American AirlinesAA118914:25 Edward L. Logan International Airport
5h09
18:34 O'Hare International Airport1 change
American AirlinesAA1776 · AA75315:06 Edward L. Logan International Airport
5h14
19:20 O'Hare International Airport1 change
UnitedUA147515:13 Edward L. Logan International Airport
2h52
17:05 O'Hare International Airport0 changesdirect
UnitedUA2297 · UA225815:15 Edward L. Logan International Airport
8h31
22:46 O'Hare International Airport1 change
American AirlinesAA257815:31 Edward L. Logan International Airport
3h05
17:36 O'Hare International Airport0 changesdirect
UnitedUA1183 · UA175215:45 Edward L. Logan International Airport
8h42
23:27 O'Hare International Airport1 change
American AirlinesAA88816:48 Edward L. Logan International Airport
3h12
19:00 O'Hare International Airport0 changesdirect
UnitedUA56317:01 Edward L. Logan International Airport
2h59
19:00 O'Hare International Airport0 changesdirect
UnitedUA800 · UA37717:08 Edward L. Logan International Airport
7h51
23:59 O'Hare International Airport1 change
American AirlinesAA955 · AA48817:35 Edward L. Logan International Airport
5h25
22:00 O'Hare International Airport1 change
UnitedUA3409 · UA42117:49 Edward L. Logan International Airport
6h43
23:32 O'Hare International Airport1 change
American AirlinesAA316018:16 Edward L. Logan International Airport
3h12
20:28 O'Hare International Airport0 changesdirect
UnitedUA101518:43 Edward L. Logan International Airport
2h57
20:40 O'Hare International Airport0 changesdirect
UnitedUA2136 · UA42119:13 Edward L. Logan International Airport
5h19
23:32 O'Hare International Airport1 change
American AirlinesAA92719:23 Edward L. Logan International Airport
3h06
21:29 O'Hare International Airport0 changesdirect
American AirlinesAA1004+Republic AirlinesAA451619:53 Edward L. Logan International Airport
4h43
23:36 O'Hare International Airport1 change
UnitedUA222920:30 Edward L. Logan International Airport
2h59
22:29 O'Hare International Airport0 changesdirect

This is the last flight of the day.

Find all the dates and times for this journey

Why should you book Boston, MA to Chicago, IL flights with Omio?

American Airlines as well as Republic Airlines, United, skywest airlines, Spirit Airlines and more offer flights services from Boston, MA to Chicago, IL.
Omio is an official ticket reseller for all your travel options from Boston, MA to Chicago, IL.

Why book with Omio vs American Airlines?

  • Compare with other providers: On Omio, you can not only buy tickets for American Airlines, but also compare tickets for the likes of Republic Airlines, United, skywest airlines or Spirit Airlines to find the best option for your trip from Boston, MA to Chicago, IL.
  • Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
  • Compare all your options: Omio allows you to compare American Airlines with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Boston, MA to Chicago, IL.

Why book with Omio over Trip, Edreams or Skyscanner?

  • Compare with other providers: On Omio, you can also compare tickets for the likes of Republic Airlines, United, skywest airlines or Spirit Airlines to find the best option for your trip from Boston, MA to Chicago, IL.
  • Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Boston, MA to Chicago, IL.

Airlines: United, American Airlines, Republic Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, skywest airlines, psa airlines from Boston, MA to Chicago, ILFind the best flights between Boston, MA to Chicago, IL with Omio's travel partners United, American Airlines, Republic Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, skywest airlines, psa airlines from £39. We can find you the best deals, schedules and tickets when comparing and booking the best trip.

United

About
United Airlines, established in 1926, is a major U.S. airline headquartered in Chicago, Illinois. Operating an extensive domestic and international network, United serves more destinations than any other airline, connecting travelers across six continents. The airline's eight hubs include Chicago–O'Hare, Denver, Houston–Intercontinental, Los Angeles, Newark, San Francisco, Washington–Dulles, and Guam. As a founding member of the Star Alliance, United offers a comprehensive range of services, including regional flights through United Express, catering to both leisure and business travelers. The airline is committed to sustainability, investing in sustainable aviation fuel and innovative technologies to reduce its environmental impact.
Luggage & cancellation policy
Average United Duration
2h 48m
Cheapest United Price
£65
United frequency
35 a day
Luggage included
Carry-on baggage allowance is 7kg total (2 pieces max. ) for both Choice and Flex fares on United Airlines and Virgin Australia flights.
Additional luggage
Excess baggage fees apply for additional checked luggage beyond the standard allowance.
Luggage storage
Both airlines provide checked baggage services for storing luggage during flights.
Cancellation Policy
Cancellation fees apply per person, per booking, with specific fees for different fare types.
Refund
Not applicable to flights; however, full refunds are available if flights are canceled by the airline.
Pregnant on board
Pregnant passengers are permitted to travel, with specific guidelines and medical certificates required after a certain gestational period.
Unaccompagned minor
Unaccompanied minors are permitted to travel, with specific age restrictions and services provided.
Amenities on board the airplane
Wifi
Food sold onboard
Meals and snacks are included on international flights operated by United Airlines and Virgin Australia.
Seat reservation
Seat selection may incur additional fees, depending on the fare type and airline.
Toilets
USB plugs
Accessibility
United Airlines and Virgin Australia offer services to and within Australia, providing accessible travel options for passengers with mobility needs.
Bikes
Both airlines permit bicycles onboard, with specific guidelines and fees.
Pets
United Airlines and Virgin Australia allow pets onboard, subject to specific policies and fees.

JetBlue Airways

About
JetBlue Airways is a U.S.-based low-cost airline headquartered in Long Island City, New York. Established in 1998, it operates over 850 daily flights to 86 destinations across the U.S., Caribbean, and Latin America. The airline is known for its customer-friendly services, including complimentary Wi-Fi, free snacks, and spacious seating. JetBlue's fleet comprises various Airbus models, such as the A220, A320, and A321, as well as the Embraer E190. The company is committed to sustainability and has implemented initiatives to reduce its environmental impact. Joanna Geraghty serves as the CEO, leading a team of approximately 23,000 employees.
Luggage & cancellation policy
Average JetBlue Airways Duration
2h 50m
Cheapest JetBlue Airways Price
£39
JetBlue Airways frequency
5 a day
Luggage included
JetBlue's standard fare includes one checked bag and one carry-on bag.
Additional luggage
Additional luggage can be added for a fee, subject to availability.
Luggage storage
JetBlue offers overhead bin space for carry-on luggage and checked baggage services.
Cancellation Policy
JetBlue allows cancellations within 24 hours of booking for a full refund; after 24 hours, cancellation fees may apply.
Pregnant on board
JetBlue allows pregnant passengers to fly up to 36 weeks gestation without a medical certificate.
Unaccompagned minor
JetBlue allows unaccompanied minors aged 5-13 to travel for a fee, with specific guidelines.
Amenities on board the airplane
Wifi
Food sold onboard
JetBlue offers complimentary snacks and non-alcoholic beverages on all flights.
Seat reservation
JetBlue offers Even More Space seats for an additional fee, providing extra legroom and priority boarding.
Toilets
USB plugs
Accessibility
JetBlue Airways provides accessible services for passengers with disabilities, including wheelchair assistance and priority boarding.
Bikes
JetBlue accepts bicycles as checked baggage for a fee, with specific packaging requirements.
Pets
JetBlue allows pets in the cabin for a fee, with specific guidelines on pet carriers and weight limits.

American Airlines

About
American Airlines is one of the largest airlines in the world, connecting travelers to hundreds of destinations across the United States, Latin America, Europe, Asia, and beyond. Operating from major hubs such as Dallas/Fort Worth, Miami, and Charlotte, American offers a wide range of travel options. Passengers can choose from Economy with affordable fares, Premium Economy with extra space, or Business and First Class featuring flat-bed seats, premium dining, and lounge access. With a modern fleet and membership in the oneworld alliance, American Airlines combines global reach with comfort and reliability.
Luggage & cancellation policy
Average American Airlines Duration
2h 51m
Cheapest American Airlines Price
£39
American Airlines frequency
18 a day
Luggage included
1 carry-on bag (22 x 14 x 9 inches) and 1 personal item (18 x 14 x 8 inches) included in most fares
Additional luggage
Checked bags fees vary by route. First checked bag typically $30, second $40 on domestic flights
Cancellation Policy
Basic Economy tickets cannot be changed or refunded. Other fares allow changes with fee, refunds subject to fare rules.
Pregnant on board
Passengers can fly up to 36 weeks for single pregnancies, 32 weeks for multiple pregnancies. Medical certificate required within 7 days of departure if within 4 weeks of due date.
Unaccompagned minor
Children ages 5-14 can travel alone using American Airlines Unaccompanied Minor Service. Service fee is $150 each way.
Amenities on board the airplane
Wifi
Food sold onboard
USB plugs
Accessibility
American Airlines provides wheelchair assistance and special services for passengers with disabilities. Assistance must be requested at least 48 hours before departure.
Pets
Small dogs and cats allowed in cabin for $125 fee. Must be in approved carrier under seat. Service animals allowed.

skywest airlines

About
SkyWest Airlines is a major North American regional airline headquartered in St. George, Utah. It operates flights for larger carriers such as Alaska Airlines (as Alaska SkyWest), American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express). SkyWest is the largest regional airline in North America by fleet size, passengers carried, and destinations served. The airline connects passengers to over 250 destinations across the United States, Canada, and Mexico, primarily linking smaller airports to major airline hubs. SkyWest's fleet consists of regional jets, including the Bombardier CRJ series and Embraer 175 aircraft.
Luggage & cancellation policy
Average skywest airlines Duration
3h 53m
Cheapest skywest airlines Price
£485
skywest airlines frequency
1 a day
Luggage included
One carry-on bag and one personal item are allowed for free.
Additional luggage
Additional luggage can be purchased, and fees apply for excess, oversized, or overweight baggage.
Cancellation Policy
If canceled within 24 hours of purchase, a full refund is possible, provided the departure is at least 7 days away; after 24 hours, fees range from $100 to $500.
Refund
If SkyWest Airlines cancels a flight, passengers are eligible for a full refund.
Pregnant on board
Being pregnant on board is allowed, but specific policies may depend on the partner airline.
Unaccompagned minor
Children aged 5-14 can travel alone using the unaccompanied minor service, which includes airport escort and supervision.
Amenities on board the airplane
Seat reservation
Toilets
Accessibility
SkyWest Airlines complies with all provisions of the Air Carrier Access Act and accommodates customers with special needs.
Bikes
Bicycles can be checked in but may incur additional fees and must be properly packed.
Pets
Small pets like cats and dogs are allowed in the cabin for a fee, with restrictions on pet and carrier size.

psa airlines

About
PSA Airlines is an American regional airline and a wholly-owned subsidiary of the American Airlines Group, operating exclusively on behalf of American Airlines under the American Eagle brand. Headquartered in Charlotte, North Carolina, PSA Airlines operates over 800 daily flights to nearly 100 destinations across the United States. The airline maintains an all-jet fleet consisting of Bombardier CRJ700 and CRJ900 regional aircraft. With a team of over 5,000 employees, PSA Airlines plays a significant role in connecting smaller cities to major hubs within American Airlines' network.
Luggage & cancellation policy
Average psa airlines Duration
4h 7m
Cheapest psa airlines Price
£215
psa airlines frequency
1 a day
Luggage included
One carry-on bag and one personal item are allowed.
Additional luggage
Additional luggage can be checked for a fee, with weight limits up to 32kg (70lbs) for a single piece.
Cancellation Policy
PSA Airlines' cancellation policy depends on the timeframe of cancellation and ticket flexibility, with some flexible ticket options offering easier cancellations.
Refund
Passengers are entitled to a refund if the airline cancels a flight and they choose not to travel.
Amenities on board the airplane
Food sold onboard
Non-alcoholic beverages are complimentary in Economy Class, while alcoholic drinks and snack boxes can be purchased.
Seat reservation
Seat selection for standard seating is typically included, but preferred or Main Cabin Extra seats may require an additional fee.
Accessibility
Wheelchair assistance is available and should be requested at least 24 hours prior to flight departure.
Bikes
Bicycles can be carried as checked baggage if handlebars are turned sideways, pedals are removed, tires are deflated, and the bike is packed in a case or durable cardboard box.

Sun Country Airlines

Luggage & cancellation policy
Average Sun Country Airlines Duration
4h 46m
Cheapest Sun Country Airlines Price
£126
Sun Country Airlines frequency
2 a day
Luggage included
One personal item (17 x 13 x 9 inches) included
Additional luggage
Checked bags available for purchase, fees vary by route
Cancellation Policy
Refunds available within 24 hours of booking, after that fees apply based on fare type
Pregnant on board
Pregnant passengers can travel up to 36 weeks (32 weeks for multiple pregnancies). Medical certificate required after 28 weeks
Unaccompagned minor
Unaccompanied minor service available for children 5-14 years old, fee applies, must be booked in advance
Amenities on board the airplane
Wifi
USB plugs
Accessibility
Wheelchair assistance available with 48-hour advance notice

Republic Airlines

About
Republic Airways is a major regional airline in the United States, operating as a subsidiary of Republic Airways Holdings. It provides scheduled passenger service for American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express) using a fleet of Embraer 170 and 175 regional jets. Headquartered in Indianapolis, Indiana, Republic Airways operates over 900 daily flights to more than 80 cities across the U.S. and Canada. The company is known for its large fleet of Embraer E-Jets and its state-of-the-art training facilities. In April 2025, Republic Airways Holdings announced its acquisition of Mesa Air Group, which is expected to create the second-largest regional carrier in the U.S.
Luggage & cancellation policy
Average Republic Airlines Duration
2h 53m
Cheapest Republic Airlines Price
£45
Republic Airlines frequency
5 a day
Luggage included
One carry-on bag (24 x 16 x 10) and one personal item
Additional luggage
Checked bags for a fee
Cancellation Policy
Tickets are non-refundable but may be cancelled for future flight credit minus applicable fees
Pregnant on board
Passengers can fly up to the end of their 36th week for single pregnancies and the end of their 32nd week for multiple pregnancies
Unaccompagned minor
Unaccompanied minor service is available for children ages 5-14. Must be booked directly with Republic Airlines
Amenities on board the airplane
USB plugs
Accessibility
Republic Airlines offers assistance for passengers with reduced mobility, including wheelchair services and priority boarding. Passengers are advised to request these services in advance to ensure availability and proper arrangements.

Spirit Airlines

About
Spirit Airlines is an American ultra-low-cost carrier, headquartered in Dania Beach, Florida, operating scheduled flights throughout the United States, the Caribbean, and Latin America. Known for its distinctive bright yellow planes, Spirit's business model traditionally focuses on offering low base fares by unbundling services, allowing passengers to pay only for the amenities they choose, such as baggage and seat selection. As of August 2024, Spirit is evolving its offerings, introducing new fare tiers like \Go Big,\" \"Go Comfy,\" \"Go Savvy,\" and \"Go,\" which include various bundled perks such as wider seats, extra legroom, priority boarding, and in-flight refreshments. Spirit was the seventh largest passenger carrier in North America as of 2023."
Luggage & cancellation policy
Average Spirit Airlines Duration
4h 36m
Cheapest Spirit Airlines Price
£54
Spirit Airlines frequency
2 a day
Luggage included
Personal item (18 x 14 x 8 inches) included
Additional luggage
Checked bags: First bag $79-89, Second bag $89-99, Additional bags $105-110
Cancellation Policy
Cancellation within 24 hours of booking is free, after that fees apply based on fare type and timing
Pregnant on board
Up to 7 days before departure with medical certificate. After 28 weeks, medical certificate required
Unaccompagned minor
Ages 5-14 can travel as unaccompanied minors for $100 fee per direction. Service not available on international flights or connecting flights
Amenities on board the airplane
Wifi
Accessibility
Spirit Airlines offers assistance for passengers with disabilities, including wheelchair services and priority boarding. Passengers are encouraged to request assistance at least 48 hours in advance to ensure availability.

Complete guide to Chicago, IL

Things to do in Chicago, IL

Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.

  • Must visit

Art Institute of Chicago

Major art museum with global collections, notable Impressionist works, and a landmark setting beside Millennium Park.

View on mapVisit website
  • Must visit

Museum of Science and Industry

Science museum in Jackson Park with hands-on exhibits, a U-505 submarine, and broad appeal for families and curious adults.

View on mapVisit website
  • Must visit

Field Museum

Natural history museum on the Museum Campus, known for dinosaur fossils, gem displays, and wide-ranging science exhibits.

View on mapVisit website

US dollar ($)

Expensive by US city standards: hotels, dining and attractions add up, though buses and the 'L' help keep daily costs manageable.

Average meal costs

Budget
$10-18 for fast food or casual takeaway.
Mid-range
$25-45 per person for a meal.
Fine dining
$80+ per person for upscale restaurants.
Coffee
$4-6 for a cappuccino.

Tipping culture

Tip 18-20% in restaurants, 15-20% for taxis, and $1-2 per drink or coffee in cafés if table service is given.

FAQs: Boston, MA to Chicago, IL flights

Find answers to the most common questions about traveling from Boston, MA to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

FAQs
Cheap plane tickets from Boston, MA to Chicago, IL can start from as little as £39 when you book in advance. The average flight ticket price for Boston, MA to Chicago, IL is £301; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from Boston, MA to Chicago, IL is 2h 48m to travel the 1368 km long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest flight from Boston, MA to Chicago, IL leaves at 0:06. Plan your trip with the Journey Planner   from Omio.
The latest flight from Boston, MA to Chicago, IL leaves at 22:34.
Yes, there are 16 direct flights a day from Boston, MA to Chicago, IL with American Airlines, Republic Airlines, United, JetBlue Airways. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Boston, MA to Chicago, IL, you can count on American Airlines, Republic Airlines, United, skywest airlines, Spirit Airlines, psa airlines, Sun Country Airlines, JetBlue Airways for the best way to get you to Chicago, IL. You can also check all possible airlines who offer a service between Boston, MA and Chicago, IL and compare the amenities they offer before buying a plane ticket.
Flights from Boston, MA to Chicago, IL generally leave from Edward L. Logan International Airport and arrive in O'Hare International Airport .Edward L. Logan International Airport is 2 km away from Boston, MA city centre and O'Hare International Airport is 3 km from Chicago, IL city centre.
It's helpful to compare your options as there are 3 ways to travel between Boston, MA and Chicago, IL including taking a train, coach and flight.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.

popular airports

Important Stations and Airports in Boston, MA and Chicago, IL

Most Boston, MA to Chicago, IL flights use the Edward L. Logan International Airport to O'Hare International Airport airport pair. Use this guide to compare Boston, MA and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.

Departure airports in Boston
Arrival airports in Chicago

Which Boston, MA airport do flights to Chicago, IL leave from?

Flights from Boston, MA to Chicago, IL depart from Edward L. Logan International Airport. The airport is 3 km from Boston, MA city centre at 1 Harborside Dr, Boston, MA 02128, USA.
Edward L. Logan International Airport (BOS)1 Harborside Dr, Boston, MA 02128, USAWifiShoppingParkingDiningATMTaxisAccessibilityWCHotelShowerLoungeLost and Found OfficeCar Rental
City-centre transport

Getting to Edward L. Logan International Airport from Boston city centre

Edward L. Logan International Airport is 2 km from Boston city centre. Public transport options include:

Bus22, 221, 551, 55, 552 · 6m · £7 · every ~66 min
Southbound · 14m · £4 · every ~1 min
Bb · 14m · £7 · every ~4 min
Sl1 · 15m · £4 · every ~15 min
Hanover, Boston South Station · 15m · £0.89 · every ~1 min
Hyannis - South Shore to Logan Airport, Woods Hole to Boston/Logan Airport · 25m · £8 · every ~2 min

Edward L. Logan International Airport airport facilities and services

Edward L. Logan International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office and Car Rental.

Food and drink

Food options include: Restaurants are available in all terminals, including Legal Sea Foods (seafood) and Wahlburgers (American).

Wi-Fi and ATMs

Free Wi-Fi available throughout the airport. ATMs are located throughout the airport, near gates and publicas.

Luggage and lost property

Lost and found is available at the station.

Parking, taxis and toilets

Available at Edward L. Logan International Airport: Parking, Taxis, WC.

Bike and car services

Available at Edward L. Logan International Airport: Car Rental.

Accessibility

Accessibility facilities are available at Edward L. Logan International Airport: Elevators, ramps.

Shops, hotels and contact

Nearby hotels include Hotels within walking distance, including Hilton Boston Logan Airport..

More about Edward L. Logan International Airport

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