How much is the train ticket from Kissimmee to Chicago?

The cheapest train tickets from Kissimmee to Chicago start from R 2 295. The average price for this train route is around R 7 559. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.

How long is the train journey from Kissimmee to Chicago?

The average train journey time from Kissimmee to Chicago is 1d 20h, covering a distance of 1613 km. The quickest train can get you there in 1d 15h and is operated by Amtrak .

Which train operators serve the Kissimmee to Chicago route?

Several major train operators run on this route, with 3 trains available per day.

What are the earliest and latest departure times for the train from Kissimmee to Chicago?

The earliest train from Kissimmee to Chicago departs at 12:57. And the latest train departs at 18:10.

Train Kissimmee to Chicago from R 4 515 | Refundable Tickets

Next train departures

Next departures from Kissimmee to Chicago on 13 December
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended	Price and booking link
	Train	18:10	SunRail Station	1d 15h	08:45	Chicago (Union Station), IL	CheapestFastest
	Train	18:10	SunRail Station	1d 15h	08:45	Chicago (Union Station), IL	No tags

Next departures from Kissimmee to Chicago on 14 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:10	SunRail Station	1d 15h	08:45	Chicago (Union Station), IL	CheapestFastest
Train	18:10	SunRail Station	1d 15h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 20h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 20h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 22h	10:12	Chicago (Union Station), IL	No tags

Next departures from Kissimmee to Chicago on 15 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:10	SunRail Station	1d 15h	08:45	Chicago (Union Station), IL	CheapestFastest
Train	12:57	SunRail Station	1d 20h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 20h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 22h	10:12	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 22h	10:12	Chicago (Union Station), IL	No tags

Next departures from Kissimmee to Chicago on 16 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:10	SunRail Station	1d 15h	08:45	Chicago (Union Station), IL	CheapestFastest
Train	18:10	SunRail Station	1d 15h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 20h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 20h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 22h	10:12	Chicago (Union Station), IL	No tags

Next departures from Kissimmee to Chicago on 17 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:10	SunRail Station	1d 15h	08:45	Chicago (Union Station), IL	CheapestFastest
Train	18:10	SunRail Station	1d 15h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 20h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 20h	08:45	Chicago (Union Station), IL	No tags
Train	12:57	SunRail Station	1d 22h	10:12	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 2:15 PM EST.

Compare 2 ways to travel from Kissimmee to Chicago

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 1 day, 9 hours 20 minutes and with fares starting at just R 1 940, it presents an excellent value for a comfortable ride.

5bus per day

1d 9hAverage duration

1592 kmDistance

40kgCO₂ emissions

	Average price	Average duration	CO₂ emissions	Actions
Bus	Average priceR 1 940 - R 8 202	Average duration1d 9h	CO₂ emissions 40kg CO₂e
Train	Average priceR 2 295 - R 73 011	Average duration1d 20h	CO₂ emissions 147kg CO₂e

Train Companies

Amtrak

4/55 639 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

WiFi3.6

Based on 5639 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at R 2 295

US train companies: Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about travelling from Kissimmee to Chicago by train

Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.

How much is the train ticket from Kissimmee to Chicago?
The cheapest train tickets from Kissimmee to Chicago start from R 2 295. The average price for this train route is around R 7 559. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from Kissimmee to Chicago?
The average train journey time from Kissimmee to Chicago is 1d 20h, covering a distance of 1613 km. The quickest train can get you there in 1d 15h and is operated by Amtrak.
Which train operators serve the Kissimmee to Chicago route?
Several major train operators run on this route, with 3 trains available per day.
What are the earliest and latest departure times for the train from Kissimmee to Chicago?
The earliest train from Kissimmee to Chicago departs at 12:57. And the latest train departs at 18:10.

Find cheapest prices for trains

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

Best price found

10/12

R 6 885

11/12

R 6 885

Today

R 4 671

13/12

R 4 671

14/12

R 6 885

15/12

R 5 674

16/12

R 5 674

17/12

R 5 674

The cheapest trip from Kissimmee to Chicago was searched and found on 12 Dec 2025 with a price of R 4 671

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

You can expect to pay from R 4 671 to R 54 522 for a train ticket from Kissimmee to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 4 671, which is on 2025-12-13.