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
may. 4 — may. 111
1 adult
dom. 5/4

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 15m
Amtrak
Amtrak
With transfers
22h 22m
Amtrak
Amtrak
With transfers
22h 22m
Amtrak
Amtrak
With transfers
22h 22m
Amtrak
Amtrak
With transfers
22h 22m
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

$228

ONE-WAY FROM

$114

AVG TRAVEL TIME

22h 20m

TRAIN COMPANIES

Amtrak
The best round-trip train deal from Boston to Chicago found on momondo in the last 72 hours is $228
The best one-way train deal from Boston to Chicago found on momondo in the last 72 hours is $114
Average time it takes to travel by train from Boston to Chicago
There is 1 train company servicing this route: Amtrak

Cheapest trains to Chicago


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 North StationBoston, 42.366234, -71.06112
Boston Westwood Route 128 and University ParkBoston, 42.210278, -71.14722
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 11
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Aug 14
9:30 pmChicago Union
22h 02m
8:32 pmBoston South Station
Amtrak
Aug 11
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Aug 14
9:30 pmChicago Union
21h 54m
8:24 pmBoston Back Bay
Amtrak
Jul 18
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Jul 19
9:30 pmChicago Union
21h 54m
8:24 pmBoston Back Bay
Amtrak
Jul 18
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Jul 19
9:30 pmChicago Union
22h 02m
8:32 pmBoston South Station
Amtrak
Jun 4
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Jun 5
9:30 pmChicago Union
22h 02m
8:32 pmBoston South Station
Amtrak
Jun 4
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Jun 5
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 11
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Amtrak
Aug 11
12:57 pmBoston Back Bay
22h 15m
10:12 amChicago Union
Amtrak
Aug 11
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Amtrak
Aug 11
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Amtrak
Jul 24
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union
Amtrak
May 28
12:50 pmBoston South Station
22h 22m
10:12 amChicago Union

Choose the best way to get from Boston to Chicago

Buses

27h 45m
$81 one-way$186 round-trip
Nonstop · from $186

Distance to downtown

F990.8 mi

Find Buses

Boston to Chicago Buses

Trains

22h 15m
$114 one-way$228 round-trip
Nonstop · from $228

Distance to downtown

ZUN0.7 mi

Flights

2h 30m
$45 one-way$106 round-trip
Nonstop · from $1171 stop · from $74

Distance to downtown

ORD15.9 mi

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 much does a train ticket from Boston Logan Intl to Chicago cost?

For this week, you can purchase tickets from Boston Logan Intl to Chicago starting at $137 one-way. This month, the average cost of a train ticket from Boston Logan Intl to Chicago is $194 one-way.

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 05m. Take the Amtrak train from Boston Logan Intl and you’ll arrive in your destination quickly.

When should I purchase the train tickets from Boston Logan Intl to Chicago?

The cost of a train from Boston Logan Intl to Chicago is about $194 one-way this week. Our data shows that prices are fairly stable throughout the next 3 months. You can book now to make sure your seat is secured.

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 $228.

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 30m compared to taking a train from Boston to Chicago or a bus from Boston to Chicago which have been found to be slower alternatives.

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

The cheapest way is to get a flight from Boston to Chicago, which can be as cheap as $106. A train from Boston to Chicago is more expensive than a flight, with prices starting at $228. A bus from Boston to Chicago is also an option, with an average price of $186.


Amtrak trains from Boston to Chicago

Our best Amtrak deals on Boston to Chicago train tickets
Amtrak
Aug 11
ZTO12:50 pmBoston South Station
22h 22m
ZUN10:12 amChicago Union
Aug 14
ZUN9:30 pmChicago Union
22h 02m
ZTO8:32 pmBoston South Station
Amtrak
Jul 18
ZTY12:57 pmBoston Back Bay
22h 15m
ZUN10:12 amChicago Union
Jul 19
ZUN9:30 pmChicago Union
21h 54m
ZTY8:24 pmBoston Back Bay
Amtrak
Jun 4
ZTO12:50 pmBoston South Station
22h 22m
ZUN10:12 amChicago Union
Jun 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$92
Trains to Chicago from St. Louis
Fastest travel time4h 55m
Cheapest price$72
Trains to Chicago from Milwaukee
Fastest travel time1h 19m
Cheapest price$47
Trains to Chicago from Indianapolis
Fastest travel time3h 30m
Cheapest price$76
Trains to Chicago from Cleveland
Fastest travel time6h 46m
Cheapest price$150
Trains to Chicago from New York
Fastest travel time19h 32m
Cheapest price$234
Trains to Chicago from Memphis
Fastest travel time10h 35m
Cheapest price$200
Trains to Chicago from Champaign
Fastest travel time2h 36m
Cheapest price$36
Trains to Chicago from Toledo
Fastest travel time4h 23m
Cheapest price$106
Trains to Chicago from Grand Rapids
Fastest travel time4h 08m
Cheapest price$73
Trains to Chicago from Washington, D.C.
Fastest travel time17h 40m
Cheapest price$276
Trains to Chicago from Orlando
Fastest travel time38h 55m
Cheapest price$238

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 25m
Cheapest price$80
Trains from Boston to Washington, D.C.
Fastest travel time6h 37m
Cheapest price$176
Trains from Boston to Philadelphia
Fastest travel time4h 50m
Cheapest price$143
Trains from Boston to Providence
Fastest travel time0h 32m
Cheapest price$32
Trains from Boston to New Haven
Fastest travel time2h 06m
Cheapest price$61
Trains from Boston to Baltimore
Fastest travel time6h 08m
Cheapest price$178
Trains from Boston to Portland
Fastest travel time2h 30m
Cheapest price$59
Trains from Boston to Cleveland
Fastest travel time14h 56m
Cheapest price$179
Trains from Boston to Syracuse
Fastest travel time8h 54m
Cheapest price$139
Trains from Boston to Wilmington
Fastest travel time6h 09m
Cheapest price$218
Trains from Boston to Charlottesville
Fastest travel time11h 16m
Cheapest price$388

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