Find trains from Orlando to Chicago

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

ORL — CHI
Mar 27 — Apr 31
One-way
1 adult
Mon 3/27

Best deals for train tickets from Orlando to Chicago

Find the right train ticket for you
Amtrak
With transfers
38h 20m
Amtrak
Amtrak
With transfers
45h 36m
Amtrak

Orlando to Chicago train information

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

ONE-WAY FROM

$370

TRAIN COMPANIES

Amtrak
The best one-way train deal from Orlando to Chicago found on momondo in the last 72 hours is $370
There is 1 train company servicing this route: Amtrak

Orlando Train Station Directory

Location of major train stations in Orlando
Orlando SanfordOrlando, 28.808544, -81.291275
Orlando KissimmeeOrlando, 28.293835, -81.404236
OrlandoOrlando, 28.525927, -81.381516

Chicago Train Station Directory

Location of major train stations in Chicago
Chicago UnionChicago, 41.87864, -87.64025

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
Mar 31
3:25 pmOrlando
38h 20m
1 stop
5:45 amChicago Union
Amtrak
Apr 2
9:36 amOrlando
45h 36m
1 stop
7:12 amChicago Union

FAQs for booking trains from Orlando to Chicago

A ticket from Orlando to Chicago for this week starts from $370 one-way.

While Chicago is 985.3 mi away from Orlando, the distance by train is longer depending on the route.


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 St. Louis
Fastest travel time5h 09m
Cheapest price$50
Trains to Chicago from Detroit
Fastest travel time5h 06m
Cheapest price$80
Trains to Chicago from Grand Rapids
Fastest travel time4h 08m
Cheapest price$70
Trains to Chicago from Los Angeles
Fastest travel time42h 55m
Cheapest price$292
Trains to Chicago from New York
Fastest travel time19h 32m
Cheapest price$180
Trains to Chicago from Omaha
Fastest travel time9h 36m
Cheapest price$126
Trains to Chicago from Pittsburgh
Fastest travel time9h 46m
Cheapest price$122
Trains to Chicago from New Orleans
Fastest travel time19h 30m
Cheapest price$220
Trains to Chicago from Syracuse
Fastest travel time13h 07m
Cheapest price$134
Trains to Chicago from Indianapolis
Fastest travel time3h 30m
Cheapest price$59
Trains to Chicago from Milwaukee
Fastest travel time1h 19m
Cheapest price$50
Trains to Chicago from Memphis
Fastest travel time10h 35m
Cheapest price$178

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$246
Trains from Orlando to Jacksonville
Fastest travel time3h 15m
Cheapest price$95
Trains from Orlando to Miami
Fastest travel time5h 40m
Cheapest price$66
Trains from Orlando to Philadelphia
Fastest travel time20h 12m
Cheapest price$244
Trains from Orlando to Fort Lauderdale
Fastest travel time4h 47m
Cheapest price$60
Trains from Orlando to West Palm Beach
Fastest travel time3h 51m
Cheapest price$48
Trains from Orlando to Washington, D.C.
Fastest travel time17h 49m
Cheapest price$222
Trains from Orlando to Fayetteville
Fastest travel time11h 11m
Cheapest price$87

Start planning your trip to Chicago