Round-trip
One-way
FAQs

Find trains from Orlando to Chicago

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

ORL — CHI
Jul 13 — Jul 201
1 adult
Sun 7/13

Best deals for train tickets from Orlando to Chicago

Find the right train ticket for you
Amtrak
With transfers
38h 55m
Amtrak
Amtrak
With transfers
38h 55m
Amtrak
Amtrak
With transfers
38h 55m
Amtrak
Amtrak
With transfers
38h 55m
Amtrak
Amtrak
With transfers
38h 55m
Amtrak
Amtrak
With transfers
38h 55m
Amtrak

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

$452

ONE-WAY FROM

$127

AVG TRAVEL TIME

38h 55m

TRAIN COMPANIES

Amtrak
The best round-trip train deal from Orlando to Chicago found on momondo in the last 72 hours is $452
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: Amtrak

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.
Amtrak
Aug 14
7:07 pmWinter Park
38h 38m
8:45 amChicago Union
Aug 17
6:40 pmChicago Union
37h 59m
9:39 amWinter Park
Amtrak
Aug 14
6:50 pmOrlando
38h 55m
8:45 amChicago Union
Aug 17
6:40 pmChicago Union
38h 25m
10:05 amOrlando
Amtrak
Jul 22
6:50 pmOrlando
38h 55m
8:45 amChicago Union
Jul 24
6:40 pmChicago Union
38h 27m
10:07 amOrlando
Amtrak
Jul 22
7:07 pmWinter Park
38h 38m
8:45 amChicago Union
Jul 24
6:40 pmChicago Union
37h 59m
9:39 amWinter Park

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.
Amtrak
Nov 10
6:50 pmOrlando
38h 55m
8:45 amChicago Union
Amtrak
Sep 27
6:50 pmOrlando
38h 55m
8:45 amChicago Union
Amtrak
Nov 10
6:50 pmOrlando
38h 55m
8:45 amChicago Union
Amtrak
Nov 2
6:50 pmOrlando
38h 55m
8:45 amChicago Union
Amtrak
Oct 23
6:50 pmOrlando
38h 55m
8:45 amChicago Union
Amtrak
Nov 10
6:50 pmOrlando
38h 55m
8:45 amChicago Union

FAQs for booking trains from Orlando to Chicago

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 Amtrak train from Orlando and you’ll arrive in your destination quickly.

Which train companies operate between Orlando to Chicago?

Amtrak are viable options. Check times and availability for Amtrak, as it was recently the cheapest train available traveling from Orlando to Chicago from $452 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.


Amtrak trains from Orlando to Chicago

Our best Amtrak deals on Orlando to Chicago train tickets
Amtrak
Aug 14
PK67:07 pmWinter Park
38h 38m
ZUN8:45 amChicago Union
Aug 17
ZUN6:40 pmChicago Union
37h 59m
PK69:39 amWinter Park
Amtrak
Jul 22
RL96:50 pmOrlando
38h 55m
ZUN8:45 amChicago Union
Jul 24
ZUN6:40 pmChicago Union
38h 27m
RL910:07 amOrlando

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$76
Trains to Chicago from Cleveland
Fastest travel time6h 46m
Cheapest price$145
Trains to Chicago from New York
Fastest travel time19h 32m
Cheapest price$232
Trains to Chicago from Memphis
Fastest travel time10h 35m
Cheapest price$205
Trains to Chicago from Champaign
Fastest travel time2h 36m
Cheapest price$36
Trains to Chicago from Grand Rapids
Fastest travel time4h 08m
Cheapest price$78
Trains to Chicago from Toledo
Fastest travel time4h 23m
Cheapest price$107
Trains to Chicago from Washington, D.C.
Fastest travel time17h 40m
Cheapest price$277
Trains to Chicago from New Orleans
Fastest travel time19h 30m
Cheapest price$270

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$325
Trains from Orlando to Jacksonville
Fastest travel time3h 15m
Cheapest price$47
Trains from Orlando to Philadelphia
Fastest travel time20h 12m
Cheapest price$302
Trains from Orlando to Miami
Fastest travel time5h 40m
Cheapest price$55
Trains from Orlando to Washington, D.C.
Fastest travel time17h 49m
Cheapest price$264
Trains from Orlando to Fort Lauderdale
Fastest travel time4h 47m
Cheapest price$47
Trains from Orlando to West Palm Beach
Fastest travel time3h 51m
Cheapest price$74
Trains from Orlando to Fayetteville
Fastest travel time11h 11m
Cheapest price$186

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