Round-trip
One-way
FAQs

Find trains from Boston to Chicago

Search for cheap train tickets from Boston to Chicago and book your trip in minutes.

BOS — CHI
jun. 18 — jun. 251
1 adult
mar. 6/18

Best deals for train tickets from Boston to Chicago

Find the right train ticket for you
Amtrak
With transfers
22h 15m
Amtrak
Amtrak
With transfers
22h 22m
Amtrak
Amtrak
With transfers
22h 22m
Amtrak
Amtrak
With transfers
22h 15m
Amtrak
Amtrak
With transfers
22h 22m
Amtrak
Amtrak
With transfers
22h 15m
Amtrak

Boston to Chicago train information

Find information about ticket prices, popular stations, and train companies that offer trains from Boston to Chicago

ROUND-TRIP FROM

$239

ONE-WAY FROM

$108

AVG TRAVEL TIME

22h 17m

TRAIN COMPANIES

Amtrak
The best round-trip train deal from Boston to Chicago found on momondo in the last 72 hours is $239
The best one-way train deal from Boston to Chicago found on momondo in the last 72 hours is $108
Average time it takes to travel by train from Boston to Chicago
There is 1 train company servicing this route: Amtrak

Boston Train Station Directory

Location of major train stations in Boston
Boston Quincy Center StationBoston, 42.25201, -71.00597
Boston DoverBoston, 43.197968, -70.878365
Boston FraminghamBoston, 42.276688, -71.417465
Boston Westwood Route 128 and University ParkBoston, 42.210278, -71.14722
Boston North StationBoston, 42.366234, -71.06112
Boston Back BayBoston, 42.34722, -71.075554

Chicago Train Station Directory

Location of major train stations in Chicago
Chicago UnionChicago, 41.87864, -87.64025

Book round-trip train tickets from Boston to Chicago

Below are the quickest and cheapest round-trip train tickets from Boston to Chicago that we could find in the past 72 hours. You can also search by a specific date by using the search form above.
Amtrak
Aug 13
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Aug 19
9:30 pmChicago Union
21h 54m
8:24 pmBoston Back Bay
Amtrak
Aug 13
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Aug 19
9:30 pmChicago Union
22h 02m
8:32 pmBoston South Station
Amtrak
Aug 12
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Aug 19
9:30 pmChicago Union
21h 54m
8:24 pmBoston Back Bay
Amtrak
Aug 12
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Aug 19
9:30 pmChicago Union
22h 02m
8:32 pmBoston South Station
Amtrak
Jul 4
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Jul 5
9:30 pmChicago Union
22h 02m
8:32 pmBoston South Station
Amtrak
Jul 18
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Aug 1
9:30 pmChicago Union
21h 54m
8:24 pmBoston Back Bay

Book one-way train tickets from Boston to Chicago

Below are the fastest and cheapest one-way train tickets from Boston to Chicago we’ve found in the last 72 hours. Select a deal below or use the search form above to find train tickets by date.
Amtrak
Aug 13
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Amtrak
Aug 13
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Amtrak
Aug 9
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Amtrak
Aug 9
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Amtrak
Aug 14
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Amtrak
Aug 14
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union

FAQs for booking trains from Boston to Chicago

What luggage is allowed on Boston to Chicago trains?

The Boston-Chicago route is served by different train lines, so different companies may have slightly different policies governing the luggage brought onboard. However, you are typically allowed to travel with one carry-on bag as well as two suitcases. Even though the train lines might be lenient regarding baggage, the maximum weight of your luggage should not exceed 50 lbs (25 kg). The maximum dimensions of the bags should be 28 × 22 × 14 inches. However, some essential baggage items, such as diaper bags, are not included in the weight limitations.

Are pets allowed on the train from Boston to Chicago?

You can conveniently travel with your pet on trains to Chicago from Boston. However, this might not be possible if your pet causes discomfort or becomes a nuisance or safety risk to the other passengers. Therefore, everyone traveling with their pets should always put them on a leash. For dogs, it would be best for them to also be muzzled. Additionally, you have to make reservations for these pets before traveling, as there is a certain number of pets permitted on every train to Chicago from Boston. Lastly, please note that pets are not allowed on passenger seats and should be keep on the floor near your side.

What train stations are used when traveling from Boston to Chicago?

You will board the train from Boston to Chicago at South Station in Boston and arrive at Union Station in Chicago. These stations are not very far from their respective city centers, so you have many transportation options. However, if you have a lot of luggage with you, there are plenty of taxis available. For example, Boston has reliable taxi companies such as Cabbies Cab that offer service around the clock. On arrival in Boston, you can also arrange for a private transfer to your preferred destination using taxi companies such as Chicago B&B Taxi.

Do Amtrak trains from Boston to Chicago have Wi-Fi?

Yes, every train traveling from Boston to Chicago is equipped with Wi-Fi. This is actually quite important, bearing in mind the fact that we live in a digital world. Therefore, it is possible for you to pass time during your trip with music, social media, TV shows, and such. Additionally, you can catch up with your day-to-day tasks such as replying to emails while traveling. Boston to Chicago trains also have strategically placed power outlets, meaning that you can enjoy the internet without worrying about your device’s battery dying. However, it would be best if you had other forms of entertainment prepared before your travel, just in case the bandwidth doesn’t allow for streaming or other high-bandwidth activities.

Are overnight / sleeper trains available from Boston to Chicago?

Yes, there are overnight Boston to Chicago trains. However, the frequency of these trains will depend on the number of passengers in need of such services. Overnight trains to Chicago generally leave South Station at around 9:30 p.m. The advantage of traveling on overnight trains is that the stations do not have a lot of passengers, and thus things move faster. Some sleeper cabins even have additional personal luggage racks. Therefore, boarding a sleeper cabin gives you more flexibility with the train’s luggage policies. Sleeper cabins have a long bench seat, a fold-out table, and a chair on the table’s side. These seats can be turned into beds large enough to get comfortable overnight. An additional sleeping bunk can be retrieved from the ceiling. Other services on sleeper trains include café service, which is important when the train ride is long.

How long is the train ride from Boston Logan Intl to Chicago?

It takes 22h 15m to get from Boston Logan Intl to Chicago by train. Depending on the train you select, the travel time may vary by up to 0h 02m. Take the Amtrak train from Boston Logan Intl and you’ll arrive in your destination quickly.

Which train companies operate between Boston Logan Intl to Chicago?

Ride to your destination comfortably on Amtrak. Consider Amtrak as it’s been found as the cheapest option to get from Boston Logan Intl to Chicago starting at $239.

How far is Boston Logan Intl to Chicago by train?

There are 847.9 mi between Boston Logan Intl and Chicago. By train, the distance is greater, and the train route may stop elsewhere along the way. 22h 15m is a normal train duration for this route.

Is a train the fastest way to get from Boston to Chicago?

To save time, the fastest way to travel is by flight from Boston to Chicago on Southwest. Expect the length of time you’ll spend onboard Southwest to be about 2h 35m compared to taking a train from Boston to Chicago or a bus from Boston to Chicago which have been found to be slower alternatives.


Amtrak trains from Boston to Chicago

Our best Amtrak deals on Boston to Chicago train tickets
Amtrak
Aug 13
ZTY12:57 pmBoston Back Bay
22h 15m
ZUN10:12 amChicago Union
Aug 19
ZUN9:30 pmChicago Union
21h 54m
ZTY8:24 pmBoston Back Bay
Amtrak
Aug 12
ZTY12:57 pmBoston Back Bay
22h 15m
ZUN10:12 amChicago Union
Aug 19
ZUN9:30 pmChicago Union
21h 54m
ZTY8:24 pmBoston Back Bay
Amtrak
Jul 4
ZTO12:50 pmBoston South Station
22h 22m
ZUN10:12 amChicago Union
Jul 5
ZUN9:30 pmChicago Union
22h 02m
ZTO8:32 pmBoston South Station

Popular train routes to Chicago

Most frequently searched train routes to Chicago, along with the cheapest price and shortest travel time.
Trains to Chicago from Detroit
Fastest travel time5h 06m
Cheapest price$78
Trains to Chicago from St. Louis
Fastest travel time4h 55m
Cheapest price$52
Trains to Chicago from Cleveland
Fastest travel time6h 46m
Cheapest price$98
Trains to Chicago from Indianapolis
Fastest travel time3h 30m
Cheapest price$76
Trains to Chicago from Memphis
Fastest travel time10h 35m
Cheapest price$180
Trains to Chicago from Omaha
Fastest travel time9h 29m
Cheapest price$144
Trains to Chicago from New York
Fastest travel time19h 32m
Cheapest price$186
Trains to Chicago from Pittsburgh
Fastest travel time9h 46m
Cheapest price$168
Trains to Chicago from Grand Rapids
Fastest travel time4h 08m
Cheapest price$67
Trains to Chicago from Syracuse
Fastest travel time13h 07m
Cheapest price$153
Trains to Chicago from Milwaukee
Fastest travel time1h 19m
Cheapest price$42
Trains to Chicago from Rochester
Fastest travel time11h 43m
Cheapest price$154

Other train routes from Boston

Find and compare cheap train tickets from Boston to other popular destinations on momondo
Trains from Boston to New York
Fastest travel time3h 30m
Cheapest price$41
Trains from Boston to Washington, D.C.
Fastest travel time6h 29m
Cheapest price$74
Trains from Boston to Philadelphia
Fastest travel time4h 50m
Cheapest price$68
Trains from Boston to Baltimore
Fastest travel time5h 57m
Cheapest price$72
Trains from Boston to Syracuse
Fastest travel time8h 54m
Cheapest price$79
Trains from Boston to Cleveland
Fastest travel time14h 56m
Cheapest price$92
Trains from Boston to Portland
Fastest travel time2h 30m
Cheapest price$50
Trains from Boston to Providence
Fastest travel time0h 32m
Cheapest price$10
Trains from Boston to Charlottesville
Fastest travel time11h 13m
Cheapest price$74
Trains from Boston to Wilmington
Fastest travel time5h 20m
Cheapest price$70
Trains from Boston to New Haven
Fastest travel time1h 54m
Cheapest price$30

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