There are 9 ways to get from Chicago to Kissimmee Amtrak Station by plane, bus (Greyhound, Flixbus), train (Amtrak), car, train, or taxi
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 34m$206–501Fly Chicago O'Hare International Airport to Orlando
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane ORD - MCO
5h 59m$76–611Bus
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus Greyhound US0100
- Take the bus from Atlanta Bus Station to Orlandobus FlixBus 2415
27h 10m$181–327Train (Amtrak)
- Take the train from Chicago Union Station to Kissimmee Amtrak Stationtrain Floridian
38h 58m$550–1,200Drive 1,115.6 mi
- Drive from Chicago to Kissimmee Amtrak Stationcar 1,115.6 mi
19h 50m$204–295Train to General Mitchell International Airport, fly to Orlando
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Orlando (MCO)plane MKE - MCO
7h 12m$323–1,176Train to South Bend, fly to Orlando Sanford, taxi
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Orlando Sanford (SFB)plane SBN - SFB
- Take the taxi from Orlando-Sanford-Airport-SFB to Kissimmee Amtrak Stationtaxi
6h 28m$213–644Fly 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$162–461Fly Chicago O'Hare International Airport to Tampa, train
- Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)plane ORD - TPA
- Take the train from Tampa to Kissimmee Amtrak Stationtrain
8h 13m$192–611
Chicago to Kissimmee Amtrak Station by bus
Questions & Answers
The cheapest way to get from Chicago to Kissimmee Amtrak Station is to bus which costs $180 - $330 and takes 27h 10m.
The fastest way to get from Chicago to Kissimmee Amtrak Station is to fly which takes 5h 34m and costs $200 - $500.
No, there is no direct bus from Chicago station to Kissimmee Amtrak Station. However, there are services departing from Chicago Bus Station and arriving at Pleasant St & Neptune Rd via Atlanta Bus Station and Florida Mall. The journey, including transfers, takes approximately 27h 10m.
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 Chicago and Kissimmee Amtrak Station is 1026 miles. The road distance is 1122.1 miles.
The best way to get from Chicago to Kissimmee Amtrak Station without a car is to bus which takes 27h 10m and costs $180 - $330.
It takes approximately 5h 34m to get from Chicago to Kissimmee Amtrak Station, including transfers.
Chicago to Kissimmee Amtrak Station bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Kissimmee Amtrak Station train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Kissimmee Amtrak Station is to fly which takes 5h 34m and costs $200 - $500. Alternatively, you can bus, which costs $180 - $330 and takes 27h 10m, you could also train, which costs $550 - $1,200 and takes 38h 58m.
What companies run services between Chicago, IL, USA and Kissimmee Amtrak Station, FL, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to Orlando (MCO) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Pleasant St & Neptune Rd via Atlanta Bus Station, Orlando, and Florida Mall in around 27h 10m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Orlando via Nashville
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Orlando via Covington
- Ave. Duration
- 4h 30m
- When
- Saturday
- Estimated price
- $110–550
Flights from General Mitchell International Airport to Orlando
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $130–650
Flights from General Mitchell International Airport to Orlando via Nashville
- Ave. Duration
- 4h 35m
- When
- Saturday
- Estimated price
- $140–650
Flights from General Mitchell International Airport to Orlando via Chicago Midway International Airport
- Ave. Duration
- 4h 36m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $130–650
Flights from General Mitchell International Airport to Orlando via St. Louis
- Ave. Duration
- 4h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to Tampa
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 20m
- When
- Sunday
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Tampa via Nashville
- Ave. Duration
- 4h 32m
- When
- Sunday, Tuesday, and Wednesday
- Estimated price
- $120–600
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $90–430
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $95–470
Flights from Chicago O'Hare International Airport to Tampa via Nashville
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $100–470
- Website
- delta.com
Flights from General Mitchell International Airport to Orlando via Atlanta
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago O'Hare International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $95–470
- Website
- united.com
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $90–430
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $95–470
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 3h 7m
- When
- Every day
- Estimated price
- $70–350
Flights from General Mitchell International Airport to Orlando
- Ave. Duration
- 2h 51m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $170–600
- Website
- allegiantair.com
Flights from South Bend to Orlando Sanford
- Ave. Duration
- 2h 26m
- When
- Thursday, Sunday, Monday, and Friday
- Estimated price
- $100–500
Rome2Rio's guide to Amtrak
Contact DetailsContact 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
- $550–1,200
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- Amtrak
Train from Tampa to Kissimmee Amtrak Station
- Ave. Duration
- 1h 18m
- Frequency
- Once daily
- Estimated price
- $23–50
- Website
- Amtrak
Train from Tampa to Kissimmee Amtrak Station
- Ave. Duration
- 1h 18m
- Frequency
- Once daily
- Estimated price
- $23–50
- Website
- Amtrak
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Hourly
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
Rome2Rio's guide to Greyhound USA
Contact DetailsContact 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
- $100–210
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 15h 40m
- Frequency
- 3 times a day
- Estimated price
- $110–190
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Orlando
- Ave. Duration
- 9h 9m
- Frequency
- Twice daily
- Estimated price
- $70–120
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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More Questions & Answers
Chicago to Kissimmee Amtrak Station bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.
Kissimmee Amtrak Station is 1h ahead of Chicago. It is currently 7:43 AM in Chicago and 8:43 AM in Kissimmee Amtrak Station.
Chicago to Kissimmee Amtrak Station train services, operated by Amtrak, arrive at Kissimmee Amtrak Station.
Yes, the driving distance between Chicago to Kissimmee Amtrak Station is 1122 miles. It takes approximately 19h 50m to drive from Chicago to Kissimmee Amtrak Station.
Book your Chicago to Kissimmee Amtrak Station train tickets online with Omio.
There are 8370+ hotels available in Kissimmee Amtrak Station.






