- Must visit
Art Institute of Chicago
Major art museum with global collections, notable Impressionist works, and a landmark setting beside Millennium Park.
Cheapest price on 08 Oct
£259
Average ticket price on 08 Oct
£323
Fastest journey on 08 Oct
22 h 15 m
Average journey duration on 08 Oct
23 h 11 m
Trains on 08 Oct
8
Distance
1368 km
The best way to find a cheap train 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 £323 if you buy it on the day, but you can find cheap train tickets today for only £259.
On Thu 08 Oct, we found 8 trains from Boston, MA to Chicago, IL, including 2 direct services.
These direct trains cover the 1368 km distance in an average of 23 h 11 m but if you time it right, some trains will get you there in just 22 h 15 m .
The slowest trains will take 1 d 2 h 40 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.
449 Lake Shore Limited
449 Lake Shore Limited
95 Northeast Regional · 40 Floridian
449 Lake Shore Limited · 49 Lake Shore Limited
449 Lake Shore Limited · 49 Lake Shore Limited
449 Lake Shore Limited
449 Lake Shore Limited · 49 Lake Shore Limited
449 Lake Shore Limited · 49 Lake Shore Limited
449 Lake Shore Limited
2155 Acela [NextGen] · 40 FloridianTrains from Boston, MA to Chicago, IL run on average 6 times per day, taking around 24h 4m. Cheap train tickets for this journey start at £66 but you can travel from only £39 by flight.
There are 1 trains per day. The earliest train runs at 06:10, the last at 21:30. The fastest train covers the 1368 km distance in 21h 20m.
Distance 1368 km |
Average train duration 24h 4m |
Cheapest ticket price £66 |
Trains per day 6 |
Direct trains 1 |
Fastest train 21h 20m |
First train 6:10 |
Last train 21:30 |
Cheapest Month Aug |
Cheapest Day Wed |
High Season Jul - Sept |
Low Season Jan - Mar |
Busiest Day Thu |
Least Busy Day Fri |
Best time to book 28 days |
The table below shows live departures for Boston, MA to Chicago, IL trains for today, Wednesday 7 October. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Changes | Tickets |
|---|---|---|---|---|---|
95 Northeast Regional · 40 Floridian | 6:10 South Station, Boston, MA | 27h35 | 8:45 Chicago Union Station, Chicago, IL | 1 change | |
95 Northeast Regional · 40 Floridian | 6:15 Back Bay station, Boston, MA | 27h30 | 8:45 Chicago Union Station, Chicago, IL | 1 change | |
2155 Acela [NextGen] · 40 Floridian | 7:00 South Station, Boston, MA | 26h45 | 8:45 Chicago Union Station, Chicago, IL | 1 change | |
2155 Acela [NextGen] · 40 Floridian | 7:05 Back Bay station, Boston, MA | 26h40 | 8:45 Chicago Union Station, Chicago, IL | 1 change | |
449 Lake Shore Limited · 49 Lake Shore Limited | 12:50 South Station, Boston, MA | 22h22 | 10:12 Chicago Union Station, Chicago, IL | 1 change | |
449 Lake Shore Limited | 12:50 South Station, Boston, MA | 22h22 | 10:12 Chicago Union Station, Chicago, IL | 0 changesdirect | |
449 Lake Shore Limited · 49 Lake Shore Limited | 12:57 Back Bay station, Boston, MA | 22h15 | 10:12 Chicago Union Station, Chicago, IL | 1 change | |
449 Lake Shore Limited | 12:57 Back Bay station, Boston, MA | 22h15 | 10:12 Chicago Union Station, Chicago, IL | 0 changesdirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
Major art museum with global collections, notable Impressionist works, and a landmark setting beside Millennium Park.
Science museum in Jackson Park with hands-on exhibits, a U-505 submarine, and broad appeal for families and curious adults.
Natural history museum on the Museum Campus, known for dinosaur fossils, gem displays, and wide-ranging science exhibits.
Lively lakefront park with Cloud Gate, gardens, public art, and frequent events at the heart of central Chicago.
Bustling avenue for architecture, shopping, river views, and easy walking between landmark buildings and major attractions.
Scenic pedestrian route along the Chicago River with terraces, bridges, boat access, and excellent close-up architecture views.
Deep-dish pizza is a Chicago classic with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked in a deep pan.
Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers and celery salt.
Italian beef is thinly sliced roast beef on a roll, often dipped in savoury juices and topped with sweet peppers or giardiniera.
Elegant fine-dining restaurant rooted in Midwestern ingredients, with polished service and a refined contemporary dining room.
Historic pizzeria known for classic Chicago deep-dish in a lively, casual setting near the Magnificent Mile.
Long-running counter-service spot famed for Italian beef sandwiches, dipped rolls and spicy giardiniera in a no-frills setting.
Expensive by US city standards: hotels, dining and attractions add up, though buses and the 'L' help keep daily costs manageable.
Tip 18-20% in restaurants, 15-20% for taxis, and $1-2 per drink or coffee in cafés if table service is given.
Find answers to the most common questions about traveling from Boston, MA to Chicago, IL by train. 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 train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most Boston, MA to Chicago, IL trains use the South Station to Union Station station pair. Use this guide to compare Boston, MA and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
South Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Bike Rental, Car Rental, Information Desk and Luggage Carts.
Food options include: Legal Sea Foods, Tavern in the Square
Free. ATMs are available in the train station.
Ticket office support is available at South Station. Information desks are located in the main hall.
Luggage storage is available at South Station. Lost and found is available at the station.
Available at South Station: Parking, Taxis, WC.
Available at South Station: Bike Parking, Bike Rental, Car Rental.
Accessibility facilities are available at South Station: Elevators, restrooms.
Nearby hotels include InterContinental Boston, The Langham, Boston, Boston Harbor Hotel.
Back Bay Station is 1 km from Boston city centre. Public transport options include:
Back Bay Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Bike Rental, Car Rental, Information Desk and Luggage Carts.
Food options include: Sorellina, Atlantic Fish Company
Free. ATMs are available in the train station.
Ticket office support is available at Back Bay Station. Information desks are located in the main hall.
Luggage storage is available at Back Bay Station. Lost and found is available at the station.
Available at Back Bay Station: Parking, Taxis, WC.
Available at Back Bay Station: Bike Parking, Bike Rental, Car Rental.
Accessibility facilities are available at Back Bay Station: Elevators, ramps, restrooms.
Nearby hotels include Copley Square Hotel, The Westin Copley Place, Fairmont Copley Plaza.
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk and Luggage Carts.
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Here are some other resources that might have the information you need