Trains from Orlando to Chicago from $127 | momondo

Search for cheap train tickets from Orlando to Chicago and book your trip in minutes.

ORL — CHI

Dec 4 — Dec 111

1 adult

Thu 12/4

Train

Bus

Best deals for train tickets from Orlando to Chicago

Find the right train ticket for you

Train

With transfers

38h 55m

From $127

Train - Operated by Train

Train

Train

With transfers

38h 55m

From $127

Train - Operated by Train

Train

Train

With transfers

38h 55m

From $183

Train - Operated by Train

Train

Train

With transfers

38h 55m

From $183

Train - Operated by Train

Train

Train

With transfers

38h 55m

From $183

Train - Operated by Train

Train

Train

With transfers

38h 55m

From $183

Train - Operated by Train

Train

Orlando to Chicago train information

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

ROUND-TRIP FROM	$366
ONE-WAY FROM	$127
AVG TRAVEL TIME	38h 55m
TRAIN COMPANIES	Train

The best round-trip train deal from Orlando to Chicago found on momondo in the last 72 hours is $366

The best one-way train deal from Orlando to Chicago found on momondo in the last 72 hours is $127

Average time it takes to travel by train from Orlando to Chicago

There is 1 train company servicing this route: Train

Orlando Train Station Directory

Location of major train stations in Orlando

Orlando KissimmeeOrlando, 28.293835, -81.404236

Orlando SanfordOrlando, 28.808544, -81.291275

OrlandoOrlando, 28.525927, -81.381516

Chicago Train Station Directory

Location of major train stations in Chicago

Chicago UnionChicago, 41.87864, -87.64025

Book round-trip train tickets from Orlando to Chicago

Below are the quickest and cheapest round-trip train tickets from Orlando to Chicago that we could find in the past 72 hours. You can also search by a specific date by using the search form above.

Train

Nov 15

6:50 pmOrlando

38h 55m

8:45 amChicago Union

Nov 19

6:40 pmChicago Union

38h 25m

10:05 amOrlando

$366

Train

Nov 13

6:50 pmOrlando

38h 55m

8:45 amChicago Union

Nov 18

6:40 pmChicago Union

38h 25m

10:05 amOrlando

$366

Train

Nov 19

6:50 pmOrlando

38h 55m

8:45 amChicago Union

Nov 24

6:40 pmChicago Union

38h 25m

10:05 amOrlando

$687

Train

Nov 15

6:50 pmOrlando

38h 55m

8:45 amChicago Union

Nov 22

6:40 pmChicago Union

38h 25m

10:05 amOrlando

$687

Train

Nov 15

6:50 pmOrlando

38h 55m

8:45 amChicago Union

Nov 22

6:40 pmChicago Union

38h 25m

10:05 amOrlando

$687

Train

Nov 19

6:50 pmOrlando

38h 55m

8:45 amChicago Union

Nov 28

6:40 pmChicago Union

38h 25m

10:05 amOrlando

$687

Search all trains

Book one-way train tickets from Orlando to Chicago

Below are the fastest and cheapest one-way train tickets from Orlando to Chicago we’ve found in the last 72 hours. Select a deal below or use the search form above to find train tickets by date.

Train

Mar 25

6:50 pmOrlando

38h 55m

8:45 amChicago Union

$127

Train

Mar 25

6:50 pmOrlando

38h 55m

8:45 amChicago Union

$127

Train

Nov 15

6:50 pmOrlando

38h 55m

8:45 amChicago Union

$183

Train

Nov 19

6:50 pmOrlando

38h 55m

8:45 amChicago Union

$183

Train

Nov 13

6:50 pmOrlando

38h 55m

8:45 amChicago Union

$183

Train

Nov 13

6:50 pmOrlando

38h 55m

8:45 amChicago Union

$183

Search all trains

FAQs for booking trains from Orlando to Chicago

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

A ticket from Orlando to Chicago for this week starts from $183 one-way.

How long is the train ride from Orlando to Chicago?

38h 55m is the fastest available option to arrive in Chicago from Orlando by train. Take the Train train from Orlando and you’ll arrive in your destination quickly.

Which train companies operate between Orlando to Chicago?

Train are viable options. Check times and availability for Train, as it was recently the cheapest train available traveling from Orlando to Chicago from $366 round-trip.

How far is Orlando to Chicago by train?

While Chicago is 985.3 mi away from Orlando, the distance by train is longer depending on the route. The train usually takes 38h 55m in normal conditions.

Train trains from Orlando to Chicago

Our best Train deals on Orlando to Chicago train tickets

Train

Nov 15

RL96:50 pmOrlando

38h 55m

ZUN8:45 amChicago Union

Nov 19

ZUN6:40 pmChicago Union

38h 25m

RL910:05 amOrlando

$366

Train

Nov 19

RL96:50 pmOrlando

38h 55m

ZUN8:45 amChicago Union

Nov 24

ZUN6:40 pmChicago Union

38h 25m

RL910:05 amOrlando

$687

Train

Nov 19

PK67:07 pmWinter Park

38h 38m

ZUN8:45 amChicago Union

Nov 24

ZUN6:40 pmChicago Union

37h 59m

PK69:39 amWinter Park

$730

Popular train routes to Chicago

Most frequently searched train routes to Chicago, along with the cheapest price and shortest travel time.

Trains to Chicago from Milwaukee

Fastest travel time1h 19m

Cheapest price$50

Trains to Chicago from Detroit

Fastest travel time5h 06m

Cheapest price$97

Trains to Chicago from St. Louis

Fastest travel time4h 55m

Cheapest price$74

Trains to Chicago from Indianapolis

Fastest travel time3h 40m

Cheapest price$83

Trains to Chicago from Cleveland

Fastest travel time6h 46m

Cheapest price$142

Trains to Chicago from New York

Fastest travel time19h 32m

Cheapest price$216

Trains to Chicago from Champaign

Fastest travel time2h 36m

Cheapest price$45

Trains to Chicago from Memphis

Fastest travel time10h 35m

Cheapest price$202

Trains to Chicago from Grand Rapids

Fastest travel time4h 08m

Cheapest price$83

Trains to Chicago from Washington, D.C.

Fastest travel time17h 40m

Cheapest price$272

Trains to Chicago from Toledo

Fastest travel time4h 23m

Cheapest price$108

Trains to Chicago from Miami

Fastest travel time46h 40m

Cheapest price$254

Other train routes from Orlando

Find and compare cheap train tickets from Orlando to other popular destinations on momondo

Trains from Orlando to New York

Fastest travel time21h 22m

Cheapest price$337

Trains from Orlando to Philadelphia

Fastest travel time20h 12m

Cheapest price$325

Trains from Orlando to Jacksonville

Fastest travel time3h 15m

Cheapest price$43

Trains from Orlando to Miami

Fastest travel time5h 40m

Cheapest price$49

Trains from Orlando to Washington, D.C.

Fastest travel time17h 49m

Cheapest price$253

Trains from Orlando to Fort Lauderdale

Fastest travel time4h 47m

Cheapest price$46

Trains from Orlando to West Palm Beach

Fastest travel time3h 51m

Cheapest price$72

Trains from Orlando to Fayetteville

Fastest travel time11h 11m

Cheapest price$182

Start planning your trip to Chicago

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Get the latest Chicago flight insights

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Start planning your trip today

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