There are 9 ways to get from Illinois to Kissimmee by plane, bus (Greyhound, Flixbus), train (Amtrak), car, taxi, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago Midway International Airport to Orlando
best- Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane MDW - MCO
5h 35m$186–471Fly Chicago O'Hare International Airport to Orlando
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane ORD - MCO
6h 1m$116–431Bus
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus Greyhound US0100
- Take the bus from Atlanta Bus Station to Orlando Bus Stationbus FlixBus N2401 / ...
26h 24m$188–321Train (Amtrak)
- Take the train from Chicago Union Station to Kissimmee Amtrak Stationtrain Floridian
38h 58m$950–1,500Drive 1,113.8 mi
- Drive from Chicago to Kissimmeecar 1,113.8 mi
19h 49m$191–275Fly Chicago Rockford International Airport to Orlando Sanford, taxi
- Fly from Chicago Rockford International Airport (RFD) to Orlando Sanford (SFB)plane RFD - SFB
- Take the taxi from Orlando-Sanford-Airport-SFB to Kissimmeetaxi
3h 42m$215–609Fly Abraham Lincoln Capital Airport to Orlando
- Fly from Abraham Lincoln Capital Airport (SPI) to Orlando (MCO)plane SPI - MCO
4h 1m$188–1,023Train to Lambert–St. Louis International Airport, fly to Orlando
- Take the train from Springfield to St. Louistrain
- Fly from Lambert–St. Louis International Airport (STL) to Orlando (MCO)plane STL - MCO
7h 16m$240–330Fly Chicago Midway International Airport to Tampa, train
- Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane MDW - TPA
- Take the train from Tampa to Kissimmee Amtrak Stationtrain
7h 45m$148–476
Illinois to Kissimmee by bus
Comparing Your Travel Options
The cheapest way to get from Illinois to Kissimmee is to fly and train which costs $140 - $480 and takes 7h 45m.
The fastest way to get from Illinois to Kissimmee is to fly and taxi which takes 3h 42m and costs $210 - $650.
No, there is no direct bus from Illinois station to Kissimmee. However, there are services departing from Chicago Bus Station and arriving at N Main St & W Cypress St via Atlanta Bus Station, Orlando Bus Station and Florida Mall. The journey, including transfers, takes approximately 26h 24m.
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 38h 58m.
The distance between Illinois and Kissimmee is 1026 miles. The road distance is 1120.3 miles.
The best way to get from Illinois to Kissimmee without a car is to bus which takes 26h 24m and costs $180 - $330.
It takes approximately 5h 35m to get from Illinois to Kissimmee, including transfers.
Illinois to Kissimmee bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Illinois to Kissimmee train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Illinois to Kissimmee is to fly which takes 5h 35m and costs $180 - $480. Alternatively, you can bus, which costs $180 - $330 and takes 26h 24m, you could also train, which costs $950 - $1,500 and takes 38h 58m.
What companies run services between Illinois, USA and Kissimmee, FL, USA?
Frontier Airlines, Southwest Airlines, and Delta fly from Chicago Midway International Airport (MDW) to Orlando (MCO) every 3 hours. Alternatively, you can take a bus from Chicago Bus Station to N Main St & W Cypress St via Atlanta Bus Station, Orlando Bus Station, Orlando, and Florida Mall in around 26h 24m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Orlando via Nashville
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Orlando via Louisville
- Ave. Duration
- 4h 30m
- When
- Tuesday and Wednesday
- Estimated price
- $130–700
Flights from Lambert–St. Louis International Airport to Orlando
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $110–600
Flights from Lambert–St. Louis International Airport to Orlando via Nashville
- Ave. Duration
- 3h 55m
- When
- Saturday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Tampa
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Tampa via Indianapolis
- Ave. Duration
- 4h 25m
- When
- Saturday
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Tampa via Birmingham
- Ave. Duration
- 4h 25m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 55m
- When
- Tuesday and Wednesday
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Tampa via Nashville
- Ave. Duration
- 5h
- When
- Tuesday and Wednesday
- Estimated price
- $130–700
- Website
- delta.com
Flights from Chicago Midway International Airport to Orlando via Atlanta
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago O'Hare International Airport to Orlando via Atlanta
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $80–410
Flights from Lambert–St. Louis International Airport to Orlando via Atlanta
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $130–700
- Website
- united.com
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $80–410
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $80–410
- Website
- flyfrontier.com
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 43m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $180–460
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 59m
- When
- Every day
- Estimated price
- $95–350
Flights from Lambert–St. Louis International Airport to Orlando
- Ave. Duration
- 2h 24m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–240
- Website
- allegiantair.com
Flights from Chicago Rockford International Airport to Orlando Sanford
- Ave. Duration
- 2h 36m
- When
- Friday, Monday, and Wednesday
- Estimated price
- $90–450
- Website
- flybreeze.com
Flights from Abraham Lincoln Capital Airport to Orlando
- Ave. Duration
- 2h 22m
- When
- Wednesday and Saturday
- Estimated price
- $170–1,000
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Kissimmee Amtrak Station
- Ave. Duration
- 38h 58m
- Frequency
- Once daily
- Estimated price
- $950–1,500
- Website
- Amtrak
Train from Springfield to St. Louis
- Ave. Duration
- 1h 48m
- Frequency
- 5 times a day
- Estimated price
- $50–85
- Website
- Amtrak
Train from Tampa to Kissimmee Amtrak Station
- Ave. Duration
- 1h 18m
- Frequency
- Once daily
- Estimated price
- $40–65
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- Every 4 hours
- Estimated price
- $130–200
- Website
- Greyhound
Bus from Atlanta Bus Station to Orlando Bus Station
- Ave. Duration
- 9h 50m
- Frequency
- Twice daily
- Estimated price
- $80–120
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h
- Frequency
- 5 times a day
- Estimated price
- $110–170
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Orlando Bus Station
- Ave. Duration
- 7h 45m
- Frequency
- Hourly
- Estimated price
- $70–110
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Illinois to Kissimmee bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.
Kissimmee is 1h ahead of Illinois. It is currently 10:31 AM in Illinois and 11:31 AM in Kissimmee.
Illinois to Kissimmee train services, operated by Amtrak, arrive at Kissimmee Amtrak Station.
Yes, the driving distance between Illinois to Kissimmee is 1120 miles. It takes approximately 19h 49m to drive from Illinois to Kissimmee.
Book your Illinois to Kissimmee train tickets online with Omio.
There are 10178+ hotels available in Kissimmee.






