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How to Travel from

Chicago to Kissimmee

by Plane, Rideshare, Route or Car

Chicago
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Kissimmee
Transport search to Kissimmee
Chicago
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Kissimmee
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Eight ways to Travel from Chicago to Kissimmee

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Transport providers

Airlines

Spirit Airlines

Website:
spirit.com
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 46m
Frequency:
Every day
Estimated price:
$39.13–$315.22
Plane from General Mitchell International Airport to Orlando
Ave. Duration:
2h 50m
Frequency:
Every day
Estimated price:
$47.83–$250.00
Plane from Chicago O'Hare International Airport to Tampa
Ave. Duration:
2h 51m
Frequency:
Every day
Estimated price:
$32.61–$445.65

American Airlines

Website:
aa.com/
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 42m
Frequency:
Every day
Estimated price:
$92.39–$652.17
Plane from General Mitchell International Airport to Orlando
Ave. Duration:
4h 46m
Frequency:
Every day
Estimated price:
$358.70–$391.30
Plane from Chicago O'Hare International Airport to Tampa
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$103.26–$760.87

Delta

Website:
delta.com/
Plane from General Mitchell International Airport to Orlando
Ave. Duration:
4h 44m
Frequency:
Every day
Estimated price:
$141.30–$315.22
Plane from Midway International Airport to Tampa
Ave. Duration:
4h 30m
Frequency:
Every day
Estimated price:
$130.43–$304.35
Plane from Chicago O'Hare International Airport to Tampa
Ave. Duration:
4h 29m
Frequency:
Every day
Estimated price:
$119.57–$271.74

United Airlines

Website:
united.com/
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 49m
Frequency:
Every day
Estimated price:
$103.26–$391.30
Plane from Chicago O'Hare International Airport to Tampa
Ave. Duration:
2h 48m
Frequency:
Every day
Estimated price:
$130.43–$706.52

Frontier Airlines

Website:
flyfrontier.com/
Plane from Midway International Airport to Orlando
Ave. Duration:
2h 48m
Frequency:
Monday, Thursday, Friday, Saturday, and Sunday
Estimated price:
$41.30–$260.87
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 53m
Frequency:
Tuesday to Sunday
Estimated price:
$40.22–$173.91
Plane from General Mitchell International Airport to Orlando
Ave. Duration:
3h
Frequency:
Every day
Estimated price:
$45.65–$239.13
Plane from Midway International Airport to Tampa
Ave. Duration:
2h 41m
Frequency:
Monday, Wednesday, Friday, and Saturday
Estimated price:
$53.26–$173.91
Plane from Chicago O'Hare International Airport to Tampa
Ave. Duration:
2h 48m
Frequency:
Every day
Estimated price:
$46.74–$532.61

Southwest Airlines

Website:
southwest.com/
Plane from Midway International Airport to Orlando
Ave. Duration:
2h 37m
Frequency:
Every day
Estimated price:
$130.43–$413.04
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 40m
Frequency:
Tuesday and Wednesday
Estimated price:
$119.57–$380.43
Plane from General Mitchell International Airport to Orlando
Ave. Duration:
2h 47m
Frequency:
Every day
Estimated price:
$130.43–$413.04
Plane from Midway International Airport to Tampa
Ave. Duration:
2h 34m
Frequency:
Every day
Estimated price:
$130.43–$391.30

Sun Country Airlines

Website:
suncountry.com/
Plane from General Mitchell International Airport to Orlando
Ave. Duration:
2h 47m
Frequency:
Thursday, Saturday, and Sunday
Estimated price:
$108.70–$315.22

Allegiant Air

Website:
allegiantair.com/
Plane from South Bend to Orlando
Ave. Duration:
2h 28m
Frequency:
Every day
Estimated price:
$130.43–$434.78

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Chicago Union Station to Kissimmee
Ave. Duration:
39h
Frequency:
Once daily
Estimated price:
$141.30–$467.39
Train from Chicago Union Station to Milwaukee
Ave. Duration:
1h 29m
Frequency:
Every 4 hours
Estimated price:
$10.87–$76.09
Train from Tampa to Kissimmee
Ave. Duration:
1h 18m
Frequency:
Once daily
Estimated price:
$10.33–$70.65

South Shore Line

Phone:
+1 219-926-5744
Website:
mysouthshoreline.com/
Train from Van Buren St. to South
Ave. Duration:
1h 58m
Frequency:
Every 2 hours
Estimated price:
$5.98–$14.13

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Chicago Bus Station to Atlanta
Ave. Duration:
16h 30m
Frequency:
4 times a day
Estimated price:
$48.91–$293.48

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from Chicago Bus Station to Atlanta
Ave. Duration:
15h 45m
Frequency:
Once daily
Estimated price:
$54.35–$173.91
Bus from Atlanta Bus Station to Orlando
Ave. Duration:
9h
Frequency:
Once daily
Estimated price:
$36.96–$119.57

Questions and Answers

What is the cheapest way to get from Chicago to Kissimmee?

The cheapest way to get from Chicago to Kissimmee is to fly which costs $43.48 - $271.74 and takes 5h 56m.

What is the fastest way to get from Chicago to Kissimmee?

The fastest way to get from Chicago to Kissimmee is to fly which takes 5h 34m and costs $47.83 - $293.48 .

Is there a direct bus between Chicago and Kissimmee?

No, there is no direct bus from Chicago station to Kissimmee. However, there are services departing from Chicago Bus Station and arriving at N Main St And W Cypress St via Atlanta Bus Station and Florida Mall Ave And Crystal Clear Ln. The journey, including transfers, takes approximately 27h 21m.

Is there a direct train between Chicago and Kissimmee?

Yes, there is a direct train departing from Chicago Union Station station and arriving at Kissimmee Amtrak Station station. Services depart once daily, and operate every day. The journey takes approximately 39h.

How far is it from Chicago to Kissimmee?

The distance between Chicago and Kissimmee is 1640 km. The road distance is 1868.7 km.

How do I travel from Chicago to Kissimmee without a car?

The best way to get from Chicago to Kissimmee without a car is to bus which takes 27h 21m and costs $86.96 - $423.91 .

How long does it take to get from Chicago to Kissimmee?

It takes approximately 5h 34m to get from Chicago to Kissimmee, including transfers.

Where do I catch the Chicago to Kissimmee bus from?

Chicago to Kissimmee bus services, operated by Greyhound USA, depart from Chicago Bus Station.

Where do I catch the Chicago to Kissimmee train from?

Chicago to Kissimmee train services, operated by Amtrak, depart from Chicago Union Station.

Train, bus or fly from Chicago to Kissimmee?

The best way to get from Chicago to Kissimmee is to fly which takes 5h 34m and costs $47.83 - $293.48 . Alternatively, you can bus, which costs $86.96 - $423.91 and takes 27h 21m, you could also train, which costs $141.30 - $467.39 and takes 39h.

Where does the Chicago to Kissimmee bus arrive?

Chicago to Kissimmee bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.

What is the time difference between Chicago and Kissimmee?

Kissimmee is 1h ahead of Chicago. It is currently 13:03 in Chicago and 14:03 in Kissimmee.

Where does the Chicago to Kissimmee train arrive?

Chicago to Kissimmee train services, operated by Amtrak, arrive at Kissimmee Amtrak Station.

Can I drive from Chicago to Kissimmee?

Yes, the driving distance between Chicago to Kissimmee is 1869 km. It takes approximately 19h 10m to drive from Chicago to Kissimmee.

How do I get a train ticket from Chicago to Kissimmee?

Book your Chicago to Kissimmee train tickets online with Omio.

Where can I stay near Kissimmee?

There are 9406+ hotels available in Kissimmee. Prices start at $42.45 per night.
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