- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Oct 08
$348
Average ticket price on Oct 08
$441
Fastest journey on Oct 08
22 h 15 m
Average journey duration on Oct 08
23 h 11 m
Trains on Oct 08
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 traveling at rush hour.
The average ticket from Boston, MA to Chicago, IL will cost around $441 if you buy it on the day, but the cheapest tickets can be found for only $348.
On Thu, Oct 08, we found 8 trains from Boston, MA to Chicago, IL, including 2 direct services.
On Thu, Oct 08 the 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 .
On Thu, Oct 08 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
449 Lake Shore Limited · 49 Lake Shore Limited
449 Lake Shore Limited · 49 Lake Shore Limited
95 Northeast Regional · 40 Floridian
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 $88 (€74) but you can travel from only $52 (€43) 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 850 miles (1368 km) distance in 21h 20m.
Distance 850 miles (1368 km) |
Average train duration 24h 4m |
Cheapest ticket price $88 (€74) |
Trains per day 6 |
Direct trains 1 |
Fastest train 21h 20m |
First train 6:10 AM |
Last train 9:30 PM |
Cheapest Month Aug |
Cheapest Day Wed |
High Season Jul - Sep |
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 tomorrow, Thursday, October 8. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
95 Northeast Regional · 40 Floridian | 6:10 AM South Station, Boston, MA | 27h35 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
95 Northeast Regional · 40 Floridian | 6:15 AM Back Bay station, Boston, MA | 27h30 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
2155 Acela [NextGen] · 40 Floridian | 7:00 AM South Station, Boston, MA | 26h45 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
2155 Acela [NextGen] · 40 Floridian | 7:05 AM Back Bay station, Boston, MA | 26h40 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
449 Lake Shore Limited · 49 Lake Shore Limited | 12:50 PM South Station, Boston, MA | 22h22 | 10:12 AM Chicago Union Station, Chicago, IL | 1 transfer | |
449 Lake Shore Limited | 12:50 PM South Station, Boston, MA | 22h22 | 10:12 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
449 Lake Shore Limited | 12:57 PM Back Bay station, Boston, MA | 22h15 | 10:12 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
449 Lake Shore Limited · 49 Lake Shore Limited | 12:57 PM Back Bay station, Boston, MA | 22h15 | 10:12 AM Chicago Union Station, Chicago, IL | 1 transfer | |
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.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The 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 thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Traveling between Boston, MA and Chicago, IL is a scenic journey made convenient by Amtrak. This rail service offers comfortable accommodations and stunning views as you traverse the diverse landscapes of the Northeast to the Midwest. With multiple daily departures, passengers can enjoy an efficient travel experience while relaxing in spacious seating or dining on board. Whether you're heading for business or leisure, Amtrak connects these two cities seamlessly.
Traveling from Boston, MA to Chicago, IL takes approximately 22 hours and 15 minutes. There is 1 direct connection available each day. Passengers can depart from either Back Bay Station or South Station in Boston and arrive at Union Station in Chicago.
The first daily train journey departs from Boston at 4:50 PM and arrives in Chicago at 5:50 PM. This connection offers travelers a convenient option for starting their adventure between these two cities.
The cheapest ticket price for the train connection from Boston to Chicago is $102 (92€). The average ticket price tends to be around $198 (178.2€), making it a more economical option if you book in advance or look out for special deals.
Welcome to the Willis Tower, formerly known as the Sears Tower, which was completed in 1973 and held the title of the tallest building in the world for nearly 25 years. This iconic skyscraper is significant not only for its height but also for its innovative design that has influenced modern architecture worldwide. One of its unique features is The Skydeck on the 103rd floor, where you can step out onto a glass ledge and experience breathtaking views of Chicago from over a thousand feet above ground.
Next up is Millennium Park, inaugurated in 2004 as part of an urban revitalization project aimed at enhancing public spaces within downtown Chicago. Its significance lies in how it brings together art, music, and nature while serving as a cultural hub that attracts millions each year. Be sure to check out Cloud Gate—affectionately known as "The Bean"—a stunning stainless steel sculpture that reflects both visitors and city life around it.
Finally, we arrive at Navy Pier—a historic landmark opened in 1916 originally designed as a shipping facility but now transformed into one of Chicago's top tourist destinations. Its significance comes from being home to various attractions like theaters, restaurants, shops, and even fireworks displays during summer nights along Lake Michigan’s shoreline. Unique features include rides such as The Centennial Wheel offering panoramic views over Lake Michigan or taking leisurely boat cruises right from this vibrant pier!
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.
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