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Find train tickets from Orlando to Chicago

ORL — CHI
Nov 29 — Dec 61
1 adult
Sat 11/29
Sat 12/6

Good to know

Cheapest day to travel

Thursday

Most expensive day to travel

Tuesday

Average price (round-trip)

$401

Average price (one-way)

$302
Train tickets from Orlando to Chicago are on average 1% less expensive on Thursdays
Train tickets from Orlando to Chicago are on average 1% more expensive on Tuesdays
(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 $412 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?

    Train is the only train operator serving this route.

  • How much does a train ticket from Orlando to Chicago cost?

    The average price of a round-trip train ticket from Orlando to Chicago is $445. In the last 3 days, the lowest price found by KAYAK users was $409.

Book Train tickets from Orlando to Chicago (round-trip)

11/7Fri
nonstopTrain
38h 55mRL9-ZUN
11/9Sun
nonstopTrain
38h 25mZUN-RL9
$366
11/7Fri
nonstopTrain
38h 55mRL9-ZUN
11/10Mon
nonstopTrain
38h 25mZUN-RL9
$366
11/7Fri
nonstopTrain
38h 55mRL9-ZUN
11/10Mon
nonstopTrain
38h 25mZUN-RL9
$366
11/5Wed
nonstopTrain
38h 55mRL9-ZUN
11/7Fri
nonstopTrain
38h 25mZUN-RL9
$409
11/7Fri
nonstopTrain
38h 38mPK6-ZUN
11/9Sun
nonstopTrain
37h 59mZUN-PK6
$496

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Book Train tickets from Orlando to Chicago (one-way)

3/27Fri
nonstopTrain
38h 55mRL9-ZUN
$127
2/20Fri
nonstopTrain
38h 55mRL9-ZUN
$127
2/20Fri
nonstopTrain
38h 38mPK6-ZUN
$127
3/27Fri
nonstopTrain
38h 55mRL9-ZUN
$127
11/7Fri
nonstopTrain
38h 55mRL9-ZUN
$183
11/17Mon
nonstopTrain
38h 55mRL9-ZUN
$183
11/17Mon
nonstopTrain
38h 38mPK6-ZUN
$226
11/29Sat
nonstopTrain
38h 55mRL9-ZUN
$504
11/30Sun
nonstopTrain
38h 38mPK6-ZUN
$504
11/29Sat
nonstopTrain
38h 55mRL9-ZUN
$504
11/30Sun
nonstopTrain
38h 55mRL9-ZUN
$504
11/30Sun
nonstopTrain
38h 55mRL9-ZUN
$504

Search by stops

Search by train company

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.