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BOS-CHI

$114 Find train tickets from Boston to Chicago

This is the cheapest price found by a KAYAK user in the last 72 hours by searching for a train from Boston to Chicago departing on 8/22. 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 7/12
Sat 7/19

Book train tickets from Boston to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular providers for trips from Boston to Chicago 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 Boston to Chicago

Sat, Aug 16 - Sat, Aug 23
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
$255Amtrak
Find Deal
Sat, Aug 16 - Sat, Aug 23
Amtrak Logo
12:50 pm - 10:12 amBoston South Station-
Chicago Union
22h 22mnonstop
Amtrak Logo
9:30 pm - 8:32 pmChicago Union-
Boston South Station
22h 02mnonstop
$255Amtrak
Find Deal
Fri, Aug 8 - Sun, Aug 10
Amtrak Logo
12:50 pm - 10:12 amBoston South Station-
Chicago Union
22h 22mnonstop
Amtrak Logo
9:30 pm - 8:32 pmChicago Union-
Boston South Station
22h 02mnonstop
$282Amtrak
Find Deal
Fri, Aug 8 - Sun, Aug 10
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
$282Amtrak
Find Deal
Thu, Aug 7 - Sun, Aug 10
Amtrak Logo
12:50 pm - 10:12 amBoston South Station-
Chicago Union
22h 22mnonstop
Amtrak Logo
9:30 pm - 8:32 pmChicago Union-
Boston South Station
22h 02mnonstop
$282Amtrak
Find Deal
Fri, Aug 8 - Sun, Aug 10
Amtrak Logo
12:50 pm - 10:12 amBoston South Station-
Chicago Union
22h 22mnonstop
Amtrak Logo
9:30 pm - 8:32 pmChicago Union-
Boston South Station
22h 02mnonstop
$282Amtrak
Find Deal
Thu, Aug 7 - Sun, Aug 10
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
$282Amtrak
Find Deal
Fri, Aug 8 - Sun, Aug 10
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
$282Amtrak
Find Deal
Sat, Aug 16 - Thu, Aug 21
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
$308Amtrak
Find Deal
Fri, Jul 25 - Mon, Jul 28
Amtrak Logo
12:57 pm - 10:12 amBoston Back Bay-
Chicago Union
22h 15mnonstop
Amtrak Logo
9:30 pm - 8:24 pmChicago Union-
Boston Back Bay
21h 54mnonstop
$308Amtrak
Find Deal

Good to know

Cheapest day to travel

Friday

Most expensive day to travel

Tuesday

Average price (round-trip)

$324

Average price (one-way)

$146
Train tickets from Boston to Chicago are on average 16% less expensive on Fridays
Train tickets from Boston to Chicago are on average 10% more expensive on Tuesdays
(avg. price over the last 2 weeks)
(avg. price over the last 2 weeks)

Top tips for finding Boston to Chicago train tickets

  • 25% of our users found round-trip train tickets from Boston to Chicago for $321 or less.
  • You will generally catch the best train deals if you travel in the morning.

FAQs when traveling from Boston to Chicago by train

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

    The train journey from Boston to Chicago takes 22h 20m on average and covers a distance of 847 miles.

  • What train companies travel from Boston to Chicago?

    Amtrak is the only train operator serving this route.

More options for your train ride to Chicago

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