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ORL-CHI

$127 Find train tickets from Orlando to Chicago

This is the cheapest price found by a KAYAK user in the last 72 hours by searching for a train from Orlando to Chicago departing on 5/16. 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
Fri 5/30
Fri 6/6

Book train tickets from Orlando to Chicago

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

Recommended round-trip train tickets departing in the coming months from the most popular operators
Amtrak Logo
6:50 pm - 8:45 amOrlando-
Chicago Union
38h 55mnonstop
Amtrak Logo
6:40 pm - 10:07 amChicago Union-
Orlando
38h 27mnonstop
$254Amtrak
Find Deal
Fri, May 9 - Sun, May 11

Good to know

Average price (round-trip)

$254

Average price (one-way)

$127
(avg. price over the last 2 weeks)
(avg. price over the last 2 weeks)

Top tips for finding Orlando to Chicago train tickets

  • 25% of our users found round-trip train tickets from Orlando to Chicago for $254 or less.
  • You will generally catch the best train deals if you travel in the morning.

FAQs when traveling from Orlando to Chicago by train

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

    The train journey from Orlando to Chicago takes 38h 55m on average and covers a distance of 985 miles.

  • What train companies travel from Orlando 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 Orlando. KAYAK searches hundreds of travel sites to help you find cheap train fares and book the train that suits you best.