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CHI-BOS

$114 Find train tickets from Chicago to Boston

This is the cheapest price found by a KAYAK user in the last 72 hours by searching for a train from Chicago to Boston departing on 9/17. Fares are subject to change and may not be available on all trains or dates of travel. Click the price to replicate the search for this deal.
1 adult
Sat 6/21
Sat 6/28

Book train tickets from Chicago to Boston

 
Here are some of the best deals found on KAYAK recently from the most popular providers for trips from Chicago to Boston that are departing in the next months. While these deals were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent return train deals from Chicago to Boston

Thu, Aug 21 - Sun, Aug 24
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
$255Amtrak
Find Deal
Thu, Aug 21 - Sun, Aug 24
Amtrak Logo
9:30 pm - 8:32 pmChicago Union-
Boston South Station
22h 02mnonstop
Amtrak Logo
12:50 pm - 10:12 amBoston South Station-
Chicago Union
22h 22mnonstop
$255Amtrak
Find Deal
Fri, Aug 8 - Sun, Aug 10
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
$281Amtrak
Find Deal
Fri, Aug 8 - Sun, Aug 10
Amtrak Logo
9:30 pm - 8:32 pmChicago Union-
Boston South Station
22h 02mnonstop
Amtrak Logo
12:50 pm - 10:12 amBoston South Station-
Chicago Union
22h 22mnonstop
$281Amtrak
Find Deal
Wed, Jul 16 - Mon, Jul 21
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
$308Amtrak
Find Deal
Thu, Jul 3 - Wed, Jul 9
Amtrak Logo
9:30 pm - 8:32 pmChicago Union-
Boston South Station
22h 02mnonstop
Amtrak Logo
12:50 pm - 10:12 amBoston South Station-
Chicago Union
22h 22mnonstop
$308Amtrak
Find Deal
Thu, Jul 3 - Wed, Jul 9
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
$308Amtrak
Find Deal
Wed, Jul 16 - Mon, Jul 21
Amtrak Logo
9:30 pm - 8:32 pmChicago Union-
Boston South Station
22h 02mnonstop
Amtrak Logo
12:50 pm - 10:12 amBoston South Station-
Chicago Union
22h 22mnonstop
$308Amtrak
Find Deal
Fri, Jul 18 - Mon, Jul 21
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
$334Amtrak
Find Deal
Fri, Jul 18 - Mon, Jul 21
Amtrak Logo
9:30 pm - 8:32 pmChicago Union-
Boston South Station
22h 02mnonstop
Amtrak Logo
12:50 pm - 10:12 amBoston South Station-
Chicago Union
22h 22mnonstop
$334Amtrak
Find Deal

Good to know

Cheapest day to travel

Tuesday

Most expensive day to travel

Monday

Average price (round-trip)

$346

Average price (one-way)

$133
Train tickets from Chicago to Boston are on average 9% less expensive on Tuesdays
Train tickets from Chicago to Boston are on average 12% more expensive on Mondays
(avg. price over the last 2 weeks)
(avg. price over the last 2 weeks)

Top tips for finding Chicago to Boston train tickets

  • 25% of our users found round-trip train tickets from Chicago to Boston for $378 or less.
  • You will generally catch the best train deals if you travel in the afternoon.

FAQs when traveling from Chicago to Boston by train

  • How long is a train journey to Boston from Chicago?

    The train journey from Chicago to Boston takes 22h 03m on average and covers a distance of 847 miles.

  • What train companies travel from Chicago to Boston?

    Amtrak is the only train operator serving this route.

More options for your train ride to Boston

Complete your trip to Boston with a hotel stay or car rental

Flights to Boston
Hotels in Boston
Car rentals in Boston
Vacation rentals in Boston

Search Boston trains on KAYAK. Find cheap train tickets to Boston from Chicago. KAYAK searches hundreds of travel sites to help you find cheap train fares and book the train that suits you best.