Chicago, IL CHI to Boston, MA BOS flight with American Airlines

Wed 26 Aug
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Journey information

Overview: Chicago, IL to Boston, MA flight

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Icon of flight

Flights from Chicago, IL to Boston, MA depart on average 51 times per day, taking around 2h 32m. Cheap flight tickets for this journey start at £55 but you can travel from only £54 by coach.

There are 13 flights per day. The earliest flight runs at 00:06, the last at 23:20. The fastest flight covers the 1368 km distance in 2h 21m. 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
Cheapest alternative travel mode
Coach from £54
Distance
1368 km
Average flight duration
2h 32m
Cheapest ticket price
£55
Flights per day
51
Direct flights
13
Fastest flight
2h 21m
First flight
0:06
Last flight
23:20
Cheapest Month
Jul
Cheapest Day
Tue
High Season
Jul - Sept
Low Season
Oct - Dec
Busiest Day
Sun
Least Busy Day
Tue
Best time to book
70 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
Cheapest alternative travel mode
Coach from £54

The cheapest and fastest flights from Chicago, IL to Boston, MA

Showing times and prices for 26 Aug

Cheapest price

£138

Average price

£273

Fastest journey

2 h 21 m

Average duration

2 h 29 m

Flights per day

58

Distance

1368 km

Cheap tickets

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

The average ticket from Chicago, IL to Boston, MA will cost around £273 if you buy it on the day, but you can find cheap flight tickets today for only £138.

Fast flights

Of the 58 flights that leave Chicago, IL for Boston, MA every day 20 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

These direct flights cover the 1368 km distance in an average of 2 h 29 m but if you time it right, some flights will get you there in just 2 h 21 m .

The slowest flights will take 2 h 32 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.

  • American AirlinesAA3067
    7:002h32
    O'Hare International Airport
    10:32Edward L. Logan International Airport
    £1381One-way
    0 changes
  • American AirlinesAA2799
    6:052h32
    O'Hare International Airport
    9:37Edward L. Logan International Airport
    £1381One-way
    0 changes
  • American AirlinesAA1479
    11:302h33
    O'Hare International Airport
    15:03Edward L. Logan International Airport
    £1381One-way
    0 changes
  • American AirlinesAA1162
    15:002h40
    O'Hare International Airport
    18:40Edward L. Logan International Airport
    £1381One-way
    0 changes
  • American AirlinesAA2303
    13:542h40
    O'Hare International Airport
    17:34Edward L. Logan International Airport
    £1381One-way
    0 changes

Travel Information

Compare train, coach and flight for Chicago, IL to Boston, MA

Omio recommends booking the flight as it is the most popular option from Chicago, IL to Boston, MA among Omio's users. If you are prioritising price take the flight with prices starting from £55. For those with little time consider booking a flight which can get you there in 2h 32m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.4 - 1.2kg. The ticket price range depends on the travel mode: a flight costs an average of £55, and a train costs an average of £80.

Distance: 1368 km

Compare flight with

Most popular
Flight
Train
Coach

£103

Average Price

Cheapest

£184

Average Price

£112

Average Price

5h 32m

Average total duration

Fastest

2h 32m

Onboard

+

3h 0m

Additional time*

22h 32m

Average total duration

22h 2m

Onboard

+

30m

Additional time*

25h 32m

Average total duration

25h 2m

Onboard

+

30m

Additional time*

4.1 - 8.2kg

CO2 emissions

0.4 - 1.2kg

CO2 emissions

Lowest

1.4 - 3.4kg

CO2 emissions

American Airlines

Most popular airline

Amtrak

Most popular train company

FlixBus

Most popular bus company

Direct Options

Direct Options

Direct Options

Additional time: Average total travel duration to departure point, security checks and transfers.

Live departures

Chicago, IL to Boston, MA flight times

The table below shows live departures for Chicago, IL to Boston, MA flights for today, Tuesday 25 August. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesChanges
Tickets
UnitedUA2666 · UA5585:00 O'Hare International Airport
7h47
13:47 Edward L. Logan International Airport1 change
American AirlinesAA2970 · AA26855:00 O'Hare International Airport
4h12
10:12 Edward L. Logan International Airport1 change
UnitedUA2357 · UA23935:30 O'Hare International Airport
8h09
14:39 Edward L. Logan International Airport1 change
UnitedUA2295 · UA3756:00 O'Hare International Airport
4h17
11:17 Edward L. Logan International Airport1 change
American AirlinesAA327+Republic AirlinesAA43846:00 O'Hare International Airport
4h50
11:50 Edward L. Logan International Airport1 change
UnitedUA1682 · UA4048 · UA13926:00 O'Hare International Airport
7h50
14:50 Edward L. Logan International Airport2 changes
American AirlinesAA27996:05 O'Hare International Airport
2h32
9:37 Edward L. Logan International Airport0 changesdirect
UnitedUA11866:15 O'Hare International Airport
2h21
9:36 Edward L. Logan International Airport0 changesdirect
UnitedUA1908 · UA13926:30 O'Hare International Airport
7h20
14:50 Edward L. Logan International Airport1 change
American AirlinesAA2723+Republic AirlinesAA43846:45 O'Hare International Airport
4h05
11:50 Edward L. Logan International Airport1 change
American AirlinesAA471 · AA14166:45 O'Hare International Airport
4h29
12:14 Edward L. Logan International Airport1 change
Republic AirlinesAA4480 · AA46666:50 O'Hare International Airport
4h11
12:01 Edward L. Logan International Airport1 change
UnitedUA3706 · UA3485 · UA13926:59 O'Hare International Airport
6h51
14:50 Edward L. Logan International Airport2 changes
American AirlinesAA30677:00 O'Hare International Airport
2h32
10:32 Edward L. Logan International Airport0 changesdirect
UnitedUA1217 · UA12327:00 O'Hare International Airport
7h56
15:56 Edward L. Logan International Airport1 change
American AirlinesAA523 · AA10157:03 O'Hare International Airport
4h13
12:16 Edward L. Logan International Airport1 change
UnitedUA563 · UA16697:05 O'Hare International Airport
4h42
12:47 Edward L. Logan International Airport1 change
UnitedUA1231 · UA12267:30 O'Hare International Airport
8h59
17:29 Edward L. Logan International Airport1 change
UnitedUA21507:45 O'Hare International Airport
2h34
11:19 Edward L. Logan International Airport0 changesdirect
envoy airAA4104 · AA41718:05 O'Hare International Airport
4h27
13:32 Edward L. Logan International Airport1 change
American AirlinesAA1725 · AA28828:19 O'Hare International Airport
5h07
14:26 Edward L. Logan International Airport1 change
envoy airAA35148:26 O'Hare International Airport
2h36
12:02 Edward L. Logan International Airport0 changesdirect
UnitedUA2277 · UA13928:45 O'Hare International Airport
5h05
14:50 Edward L. Logan International Airport1 change
UnitedUA1410 · UA3611 · UA27639:00 O'Hare International Airport
9h28
19:28 Edward L. Logan International Airport2 changes
UnitedUA1410 · UA3611 · UA28489:00 O'Hare International Airport
11h59
21:59 Edward L. Logan International Airport2 changes
UnitedUA1410 · UA6190 · UA6889:00 O'Hare International Airport
9h19
19:19 Edward L. Logan International Airport2 changes
UnitedUA11179:07 O'Hare International Airport
2h43
12:50 Edward L. Logan International Airport0 changesdirect
UnitedUA669 · UA4051 · UA68810:00 O'Hare International Airport
8h19
19:19 Edward L. Logan International Airport2 changes
UnitedUA160610:25 O'Hare International Airport
2h42
14:07 Edward L. Logan International Airport0 changesdirect
UnitedUA5756 · UA6190 · UA68810:51 O'Hare International Airport
7h28
19:19 Edward L. Logan International Airport2 changes
UnitedUA536 · UA59710:55 O'Hare International Airport
8h00
19:55 Edward L. Logan International Airport1 change
UnitedUA529 · UA4051 · UA68811:00 O'Hare International Airport
7h19
19:19 Edward L. Logan International Airport2 changes
American AirlinesAA903+Republic AirlinesAA443011:10 O'Hare International Airport
4h42
16:52 Edward L. Logan International Airport1 change
American AirlinesAA147911:30 O'Hare International Airport
2h33
15:03 Edward L. Logan International Airport0 changesdirect
UnitedUA606 · UA20212:16 O'Hare International Airport
4h36
17:52 Edward L. Logan International Airport1 change
Republic AirlinesAA4536 · AA439712:40 O'Hare International Airport
5h05
18:45 Edward L. Logan International Airport1 change
UnitedUA240112:52 O'Hare International Airport
2h35
16:27 Edward L. Logan International Airport0 changesdirect
UnitedUA293 · UA68812:56 O'Hare International Airport
5h23
19:19 Edward L. Logan International Airport1 change
American AirlinesAA789 · AA146313:25 O'Hare International Airport
4h17
18:42 Edward L. Logan International Airport1 change
American AirlinesAA830 · AA83413:26 O'Hare International Airport
4h37
19:03 Edward L. Logan International Airport1 change
UnitedUA2311 · UA191213:30 O'Hare International Airport
7h29
21:59 Edward L. Logan International Airport1 change
UnitedUA1695 · UA276313:30 O'Hare International Airport
4h58
19:28 Edward L. Logan International Airport1 change
American AirlinesAA230313:54 O'Hare International Airport
2h40
17:34 Edward L. Logan International Airport0 changesdirect
UnitedUA192813:55 O'Hare International Airport
2h41
17:36 Edward L. Logan International Airport0 changesdirect
UnitedUA2635 · UA52114:16 O'Hare International Airport
8h22
23:38 Edward L. Logan International Airport1 change
UnitedUA1215 · UA4305 · UA75514:30 O'Hare International Airport
8h29
23:59 Edward L. Logan International Airport2 changes
American AirlinesAA116215:00 O'Hare International Airport
2h40
18:40 Edward L. Logan International Airport0 changesdirect
UnitedUA614 · UA4056 · UA75515:00 O'Hare International Airport
7h59
23:59 Edward L. Logan International Airport2 changes
UnitedUA246615:35 O'Hare International Airport
2h44
19:19 Edward L. Logan International Airport0 changesdirect
Republic AirlinesAA451116:00 O'Hare International Airport
2h50
19:50 Edward L. Logan International Airport0 changesdirect
American AirlinesAA673+Republic AirlinesAA450216:38 O'Hare International Airport
4h52
22:30 Edward L. Logan International Airport1 change
American AirlinesAA1848 · AA240417:05 O'Hare International Airport
4h45
22:50 Edward L. Logan International Airport1 change
American AirlinesAA146117:23 O'Hare International Airport
2h37
21:00 Edward L. Logan International Airport0 changesdirect
American AirlinesAA489+envoy airAA386817:55 O'Hare International Airport
5h04
23:59 Edward L. Logan International Airport1 change
UnitedUA2202 · UA75518:15 O'Hare International Airport
4h44
23:59 Edward L. Logan International Airport1 change
UnitedUA233118:24 O'Hare International Airport
2h35
21:59 Edward L. Logan International Airport0 changesdirect
American AirlinesAA310719:15 O'Hare International Airport
2h35
22:50 Edward L. Logan International Airport0 changesdirect
UnitedUA181719:59 O'Hare International Airport
2h35
23:34 Edward L. Logan International Airport0 changesdirect

This is the last flight of the day.

Find all the dates and times for this journey

How far in advance should I book flight tickets from Chicago, IL to Boston, MA?

The best time to book your flight from Chicago, IL to Boston, MA is 84 days before departure. See how prices for flights change on the Chicago, IL to Boston, MA route.
Prices are for one-way tickets for one passenger from Chicago, IL to Boston, MA per month. Insights are sourced from fares found by Omio users in the last 12 months. Current prices may differ as prices vary depending on the time of day, class or how far in advance you book your flight from Chicago, IL to Boston, MA.

Compare prices and tickets Chicago, IL to Boston, MA by train, coach or flight

Compare train, coach and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

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

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

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 JetBlue Airways, Spirit Airlines, United or Republic Airlines to find the best option for your trip from Chicago, IL to Boston, MA.
  • 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 Chicago, IL to Boston, MA.

Why book with Omio over Trip, Edreams or Skyscanner?

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

Airlines: American Airlines, JetBlue Airways, Spirit Airlines, United, Republic Airlines from Chicago, IL to Boston, MAFind the best flights between Chicago, IL to Boston, MA with Omio's travel partners American Airlines, JetBlue Airways, Spirit Airlines, United, Republic Airlines from £54. We can find you the best deals, schedules and tickets when comparing and booking the best trip.

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 Duration
2h 26m
Cheapest Price
£63
JetBlue Airways frequency
4 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.

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 Duration
2h 21m
Cheapest Price
£82
United frequency
34 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.

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 Duration
2h 26m
Cheapest Price
£55
American Airlines frequency
19 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.

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 Duration
9h 53m
Cheapest Price
£104
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.

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 Duration
2h 27m
Cheapest Price
£115
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.

Complete guide to Boston, MA

Things to do in Boston, MA

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

  • Must visit

Museum of Fine Arts

Vast fine arts museum with global collections, notable paintings, ancient art and rotating exhibitions in the Fenway area.

View on mapVisit website
  • Must visit

Isabella Stewart Gardner Museum

Atmospheric museum displaying Isabella Stewart Gardner’s art collection in a Venetian-style palace with a celebrated courtyard.

View on mapVisit website
  • Recommended

Museum of Science

Engaging science museum on the Charles River with hands-on exhibits, a planetarium and live presentations for varied ages.

View on mapVisit website

US dollar ($)

Boston is pricier than many US cities, with high hotel rates and restaurant prices, though public transport is fairly reasonable for visitors.

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, more for excellent service. Taxis usually 10-15%. In cafés, round up or add $1-2 for barista drinks.

FAQs: Chicago, IL to Boston, MA flights

Find answers to the most common questions about traveling from Chicago, IL to Boston, MA 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 Boston, MA, this guide helps you travel smarter and with confidence.

FAQs
Cheap plane tickets from Chicago, IL to Boston, MA can start from as little as £55 when you book in advance. The average flight ticket price for Chicago, IL to Boston, MA is £103; 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 Chicago, IL to Boston, MA is 2h 21m 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 Chicago, IL to Boston, MA leaves at 0:06. Plan your trip with the Journey Planner   from Omio.
The latest flight from Chicago, IL to Boston, MA leaves at 23:20.
Yes, there are 13 direct flights a day from Chicago, IL to Boston, MA with American Airlines, JetBlue Airways, United, Republic Airlines. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Chicago, IL to Boston, MA, you can count on American Airlines, JetBlue Airways, Spirit Airlines, United, Republic Airlines for the best way to get you to Boston, MA. You can also check all possible airlines who offer a service between Chicago, IL and Boston, MA and compare the amenities they offer before buying a plane ticket.
Flights from Chicago, IL to Boston, MA generally leave from O'Hare International Airport and arrive in Edward L. Logan International Airport .O'Hare International Airport is 3 km away from Chicago, IL city centre and Edward L. Logan International Airport is 2 km from Boston, MA city centre.
The cheapest month for a flight from Chicago, IL to Boston, MA is July.
It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Boston, MA including taking a train, coach and flight.
Since neither Chicago, IL nor Boston, MA are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 1 h between Chicago, IL and Boston, MA all year round.
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 Chicago, IL and Boston, MA

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

Departure airports in Chicago
Arrival airports in Boston

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

Flights from Chicago, IL to Boston, MA depart from O'Hare International Airport. The airport is 4 km from Chicago, IL city centre at 10000 W O'Hare Ave, Chicago, IL 60666, USA.
O'Hare International Airport (ORD)10000 W O'Hare Ave, Chicago, IL 60666, USAWifiShoppingParkingDiningATMTaxisAccessibilityWCHotelShowerLoungeLost and Found OfficeCar Rental
City-centre transport

Getting to O'Hare International Airport from Chicago city centre

O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:

SubwayBlue Line · 1h 7m · £4 · every ~23 min

O'Hare International Airport airport facilities and services

O'Hare 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 located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.

Wi-Fi and ATMs

Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.

Luggage and lost property

Lost and found is available at the station.

Parking, taxis and toilets

Available at O'Hare International Airport: Parking, Taxis, WC.

Bike and car services

Available at O'Hare International Airport: Car Rental.

Accessibility

Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.

Shops, hotels and contact

Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..

More about O'Hare International Airport

More options for your journey from Chicago, IL to Boston, MA

Here are some other resources that might have the information you need

More information on flights to Chicago, IL
More information on flights to Boston, MA
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