Trains Boston Chicago to Boston

Train tickets from Chicago to Boston

Search for cheap train tickets from Chicago to Boston 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
Depart
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 Chicago to Boston

Find the right train ticket for you
Amtrak
Direct
24h 52m
Amtrak
Amtrak
Direct
24h 44m
Amtrak
Amtrak
Direct
24h 44m
Amtrak
Amtrak
Direct
24h 52m
Amtrak
Amtrak
Direct
24h 52m
Amtrak
Amtrak
Direct
24h 52m
Amtrak

Chicago to Boston train information

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

ROUND-TRIP FROM

$192

ONE-WAY FROM

$79

AVG TRAVEL TIME

20h 45m

TRAIN COMPANIES

Amtrak
The best round-trip train deal from Chicago to Boston found on momondo in the last 72 hours is $192
The best one-way train deal from Chicago to Boston found on momondo in the last 72 hours is $79
Average time it takes to travel by train from Chicago to Boston
There is 1 train company servicing this route: Amtrak

Book round-trip train tickets from Chicago to Boston

Below are the quickest and cheapest round-trip train tickets from Chicago to Boston that we could find in the past 72 hours. You can also search by a specific date by using the search form above.
Amtrak
Jul 17
5:30 pmChicago Union
22h 02m
3:32 pmBoston South Station
Jul 24
8:50 amBoston South Station
22h 22m
7:12 amChicago Union
Amtrak
Jul 9
5:30 pmChicago Union
21h 54m
3:24 pmBoston Back Bay
Jul 26
8:57 amBoston Back Bay
22h 15m
7:12 amChicago Union
Amtrak
Aug 21
5:30 pmChicago Union
22h 02m
3:32 pmBoston South Station
Aug 29
8:50 amBoston South Station
22h 22m
7:12 amChicago Union
Amtrak
Jul 24
5:30 pmChicago Union
21h 54m
3:24 pmBoston Back Bay
Jul 31
8:57 amBoston Back Bay
22h 15m
7:12 amChicago Union
Amtrak
Jul 24
5:30 pmChicago Union
22h 02m
3:32 pmBoston South Station
Jul 31
8:50 amBoston South Station
22h 22m
7:12 amChicago Union
Amtrak
Jul 27
5:30 pmChicago Union
21h 54m
3:24 pmBoston Back Bay
Aug 15
8:57 amBoston Back Bay
22h 15m
7:12 amChicago Union

Book one-way train tickets from Chicago to Boston

Below are the fastest and cheapest one-way train tickets from Chicago to Boston 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 4
2:40 pmChicago Union
24h 52m
1 stop
3:32 pmBoston South Station
Amtrak
Aug 8
2:40 pmChicago Union
24h 44m
1 stop
3:24 pmBoston Back Bay
Amtrak
Jun 17
2:40 pmChicago Union
24h 44m
1 stop
3:24 pmBoston Back Bay

FAQs for booking trains from Chicago to Boston

All passengers on trains from Chicago to Boston are allowed to bring onboard one carry-on bag and one suitcase each for free. All of these should be easily manageable by the passenger, and no single piece should exceed 50 lbs in weight. Additionally, the dimensions of these bags should not exceed 28 inches by 22 inches by 14 inches. However, for parents traveling with small children or infants, essential luggage such as baby bags and strollers are permitted onboard without any additional fees.

Pet enthusiasts will be pleased to learn that pets are allowed onboard when traveling on trains to Boston from Chicago. In fact, you are allowed to bring a maximum of two pets. However, you are required to make reservations for your pets prior to the journey, for several reasons. First of all, a certain number of pets are allowed onboard each train. Additionally, these pets are not allowed in the passenger seats. Therefore, you should always have them sit beside you at your feet or in a carrier. You are only allowed to travel with your pet on Chicago to Boston trains if they do not cause any feelings of discomfort or nuisance to other people. Lastly, you need to note that there is a specific weight requirement that your pet and its carrier should not exceed when traveling. The combined weight for most train lines is a maximum of 20 lbs.

When traveling on trains from Chicago to Boston, you board the train at Chicago Union Station and arrive at Boston’s South Station. The good thing about these stations is that they are both located within the city center, which makes accessing them quite easy. If you are traveling with a lot of luggage, you can take a taxi to get to and from these stations. For example, in Chicago, taxi services such as Chicago B & B taxi and Shoreline Water taxi offer their services around the clock. Boston also has companies such as Cabbies Cab that can easily transfer you to your desired destination within the city.

Most, if not all, trains to Boston from Chicago have Wi-Fi connectivity. To pass the time onboard the train, you can catch up with family and friends over social media, jump into your daily tasks, get some work done, or catch up on email while enjoying the comfort of the leather seats. The Wi-Fi is strong enough to stream music and TV shows while traveling. However, to be on the safe side, it is always advisable to have these shows and music downloaded before the journey, just in case the connection is slow or unavailable.

First of all, you should keep in mind that most of these train schedules are not fixed. They will change as time goes by and the number of passengers increases. However, on a normal day, you’ll find three trains from Chicago to Boston. Since the journey is quite long, you can find one overnight train among the three departures. Out of the three, one of them might be a direct train. Since there are several train lines that travel this route, it would be best to compare prices and book your train through momondo. As you book, pay attention to the schedule and be flexible with the travel dates from Chicago to Boston; it could end up saving you quite a bit of money.

Using momondo to find train tickets from Chicago to Boston, our users have found prices starting from $81 one-way for this week.

Arrive at your destination quickly by taking a 20h 22m train from Chicago to Boston. For this route, you may experience slight differences in travel time depending on the train you book. Look for nonstop options when searching if possible. Look into Amtrak, they have one of the quickest options available.

Amtrak are viable options. Check times and availability for Amtrak, as it was recently the cheapest train available traveling from Chicago to Boston from $192 round-trip.

A train from Chicago to Boston Logan Intl will travel much more than the 847.9 mi distance between them. The actual distance depends on the route taken, and stops along the way. Most trains from Chicago to Boston Logan Intl will get there in 20h 22m.


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