Trains tickets from Orlando to Chicago

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TodayAug 11
from $236
TomorrowAug 12
from $236
WedAug 13
from $236
ThuAug 14
from $236
FriAug 15
from $236
SatAug 16
from $236
SunAug 17
from $236
MonAug 18
from $191

Trains leaving tomorrow

One passenger / one way

  • This trip is recommended because it is: Cheapest + Fastest
    Departure time: August 12 at
    Departure city: Orlando
    Departure location: Orlando Health / Amtrak Station
    Arrival time: August 14 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: August 12 at
    Departure city: Orlando
    Departure location: Orlando Health / Amtrak Station
    Arrival time: August 14 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: August 12 at
    Departure city: Orlando
    Departure location: Orlando Health / Amtrak Station
    Arrival time: August 14 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: August 12 at
    Departure city: Orlando
    Departure location: Orlando Health / Amtrak Station
    Arrival time: August 14 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: August 12 at
    Departure city: Orlando
    Departure location: Orlando Health / Amtrak Station
    Arrival time: August 14 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:

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Frequently asked questions for your trip Orlando - Chicago

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
08/09
$328
08/10
$328
Today
$226
08/12
$226
08/13
$226
08/14
$226
08/15
$226
08/16
$226
busbud logoThe cheapest trip from Orlando to Chicago was searched and found on Aug 11, 2025 with a price of $226

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Orlando to Chicago, as early as possible.

You can expect to pay from $226 to $2,777 for a train ticket from Orlando to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $226 which is on 2025-08-12.

About Train Travel

Train Travel Tips

There are many train stations in the world, check it station pages on Busbud to get all information you need.

Regional train? High-speed train? Whichever train to Chicago you take, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.

The train emits up to 30x less CO2 for a trip between Orlando and Chicago compared to the same trip made by plane or car. A truly ecological mode of transport that will allow you to easily reduce your carbon footprint.

Make a music playlist for your train ride from Orlando to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.

Did you know?

The magnetic levitation train (Maglev for short) is currently the fastest train in the world. With a speed of 603 km/ h, it is closely followed by the French high-speed train (574.8 km / h) which remains in 2020, the fastest train to date

Japanese trains are always on time, it is extremely infrequent to see breakdowns during peak periods. In the event of a delay of more than 5 minutes, the crew will personally apologize to each passenger.

You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.

Will you be returning to Orlando by train?

Train from Chicago to Orlando

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Popular Trains Connecting Orlando

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