Trains Chicago Boston to Chicago

Train tickets from Boston to Chicago

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

Round-trip
The price shown for each trip will be the average for all passengers, including any infants.
From
To
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Return
The price shown for each trip will be the average for all passengers, including any infants.
The price shown for each trip will be the average for all passengers, including any infants.
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Best deals for train tickets from Boston to Chicago

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

$182

ONE-WAY FROM

$94

AVG TRAVEL TIME

22h 40m

TRAIN COMPANIES

Amtrak
The best round-trip train deal from Boston to Chicago found on momondo in the last 72 hours is $182
The best one-way train deal from Boston to Chicago found on momondo in the last 72 hours is $94
Average time it takes to travel by train from Boston to Chicago
There is 1 train company servicing this route: Amtrak

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
Jun 3
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Jun 5
2:40 pmChicago Union
24h 44m
1 stop
3:24 pmBoston Back Bay
Amtrak
Jun 3
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Jun 5
2:40 pmChicago Union
24h 44m
1 stop
3:24 pmBoston Back Bay
Amtrak
May 31
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Jun 5
2:40 pmChicago Union
24h 44m
1 stop
3:24 pmBoston Back Bay
Amtrak
Jun 3
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Jun 5
2:40 pmChicago Union
24h 44m
1 stop
3:24 pmBoston Back Bay
Amtrak
Jun 3
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Jun 5
2:40 pmChicago Union
24h 44m
1 stop
3:24 pmBoston Back Bay
Amtrak
Jun 12
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Jun 13
5:30 pmChicago Union
21h 54m
1 stop
3:24 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
Jul 22
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Amtrak
Jul 22
8:57 amBoston Back Bay
22h 15m
7:12 amChicago Union
Amtrak
Jul 22
8:50 amBoston South Station
22h 22m
7:12 amChicago Union

Choose the best way to get from Boston Logan Intl to Chicago


FAQs for booking trains from Boston to Chicago

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.

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.

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.

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.

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.

For this week, you can purchase tickets from Boston to Chicago starting at $96 one-way. This month, the average cost of a train ticket from Boston to Chicago is $120 one-way.

It takes 22h 00m to get from Boston to Chicago by train. Depending on the train you select, the travel time may vary by up to 0h 40m. Take the Amtrak train from Boston and you’ll arrive in your destination quickly.

The cost of a train from Boston to Chicago is about $120 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.

Ride to your destination comfortably on Amtrak. Consider Amtrak as it’s been found as the cheapest option to get from Boston to Chicago starting at $182.

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 40m compared to taking a train from Boston to Chicago or a bus from Boston to Chicago which have been found to be slower alternatives.

The cheapest way is to get a flight from Boston to Chicago, which can be as cheap as $128. A train from Boston to Chicago is more expensive than a flight, with prices starting at $182. A bus from Boston to Chicago is also an option, with an average price of $327.

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 00m is a normal train duration for this route.


Amtrak trains from Boston to Chicago

Our best Amtrak deals on Boston to Chicago train tickets
Amtrak
Jun 3
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Jun 5
2:40 pmChicago Union
24h 44m
1 stop
3:24 pmBoston Back Bay
Amtrak
May 31
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Jun 5
2:40 pmChicago Union
24h 44m
1 stop
3:24 pmBoston Back Bay
Amtrak
Jun 12
8:57 amBoston Back Bay
22h 15m
1 stop
7:12 amChicago Union
Jun 13
5:30 pmChicago Union
21h 54m
1 stop
3:24 pmBoston Back Bay

Trains Chicago Boston to Chicago
  • Round-trip
  • One-way