There are 7 ways to get from Key West to Kissimmee by plane, bus (Greyhound, Flixbus), bus, train, car, taxi, or shuttle
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Orlando
best- Fly from Key West International Airport (EYW) to Orlando (MCO)plane EYW - MCO
2h 56m$101–360Bus
cheapest- Take the bus from N Roosevelt & 3rd Street to Big Pine Key - Auto Store / NAPA MM30bus Lks
- Take the bus from Big Pine Key to Miami Airport Stationbus
- Take the bus from Miami Airport Station to Orlandobus
11h 38m$61–121Bus, train
- Take the bus from N Roosevelt & 4th Street to Big Pine Key - Auto Store / NAPA MM30bus Lks
- Take the bus from Big Pine Key to Miami Airport Stationbus
- Take the train from Hollywood Amtrak Station to Kissimmee Amtrak Stationtrain
11h 59m$65–130Drive 356.1 mi
- Drive from Key West to Kissimmeecar 356.1 mi
7h 27m$65–94Fly to Orlando Sanford, taxi
- Fly from Key West International Airport (EYW) to Orlando Sanford (SFB)plane EYW - SFB
- Take the taxi from Orlando-Sanford-Airport-SFB to Kissimmeetaxi
2h 13m$162–494Fly to Tampa, train
- Fly from Key West International Airport (EYW) to Tampa (TPA)plane EYW - TPA
- Take the train from Tampa to Kissimmee Amtrak Stationtrain
5h 2m$129–413Shuttle, bus
- Take a shuttle bus from Key West, FL to Miami, FL - International AirportTo the Airports
- Take the bus from Miami Airport to Kissimmee -1471 East Osceola Parkwaybus From Miami / ...
12h 37m$178–356
Key West to Kissimmee by bus and foot
Questions & Answers
The cheapest way to get from Key West to Kissimmee is to bus which costs $60 - $130 and takes 11h 38m.
The fastest way to get from Key West to Kissimmee is to fly and taxi which takes 2h 13m and costs $160 - $500.
No, there is no direct bus from Key West to Kissimmee. However, there are services departing from N Roosevelt & 3rd Street and arriving at N Main St & W Cypress St via Big Pine Key, Miami Airport Station and Florida Mall Ave & Crystal Clear Ln. The journey, including transfers, takes approximately 11h 38m.
The distance between Key West and Kissimmee is 291 miles. The road distance is 358.1 miles.
The best way to get from Key West to Kissimmee without a car is to bus which takes 11h 38m and costs $60 - $130.
It takes approximately 2h 56m to get from Key West to Kissimmee, including transfers.
Key West to Kissimmee bus services, operated by Key West Transit, depart from N Roosevelt & 3rd Street station.
The best way to get from Key West to Kissimmee is to fly which takes 2h 56m and costs $100 - $360. Alternatively, you can bus, which costs $60 - $130 and takes 11h 38m.
Key West to Kissimmee bus services, operated by Key West Transit, arrive at Big Pine Key - Auto Store / NAPA MM30 station.
Yes, the driving distance between Key West to Kissimmee is 358 miles. It takes approximately 7h 27m to drive from Key West to Kissimmee.
What companies run services between Key West, FL, USA and Kissimmee, FL, USA?
Breeze Airways and American Airlines fly from Key West International Airport (EYW) to Orlando (MCO) twice daily. Alternatively, you can take a bus from N Roosevelt & 3rd Street to N Main St & W Cypress St via Big Pine Key - Auto Store / NAPA MM30, Big Pine Key, Miami Airport Station, Orlando, and Florida Mall Ave & Crystal Clear Ln in around 11h 38m.
- Website
- flybreeze.com
Flights from Key West International Airport to Orlando
- Ave. Duration
- 1h 20m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $70–470
Flights from Key West International Airport to Tampa
- Ave. Duration
- 1h 18m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–320
- Website
- aa.com
Flights from Key West International Airport to Orlando via Miami
- Ave. Duration
- 3h 30m
- When
- Every day
- Estimated price
- $45–320
Flights from Key West International Airport to Tampa via Miami
- Ave. Duration
- 3h 13m
- When
- Every day
- Estimated price
- $50–350
- Website
- allegiantair.com
Flights from Key West International Airport to Orlando Sanford
- Ave. Duration
- 1h 10m
- When
- Thursday and Sunday
- Estimated price
- $50–350
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Hollywood Amtrak Station to Kissimmee Amtrak Station
- Ave. Duration
- 4h 20m
- Frequency
- Twice daily
- Estimated price
- $30–55
- Website
- https://www.amtrak.com/home.html
Train from Tampa to Kissimmee Amtrak Station
- Ave. Duration
- 1h 18m
- Frequency
- Once daily
- Estimated price
- $11–23
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 305-809-3700
- Website
- cityofkeywest-fl.gov
Bus from N Roosevelt & 3rd Street to Big Pine Key - Auto Store / NAPA MM30
- Ave. Duration
- 54 min
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
Bus from N Roosevelt & 4th Street to Big Pine Key - Auto Store / NAPA MM30
- Ave. Duration
- 53 min
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Big Pine Key to Miami Airport Station
- Ave. Duration
- 3h 35m
- Frequency
- 3 times a day
- Estimated price
- $30–65
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Miami Airport Station to Orlando
- Ave. Duration
- 4h 10m
- Frequency
- Every 4 hours
- Estimated price
- $27–50
- Schedules at
- flixbus.com
- Phone
- +1 (305) 289-9997
- groups@keysshuttle.com
- Website
- keysshuttle.com
Shuttle from Key West, FL to Miami, FL - International Airport
- Ave. Duration
- 4h
- Frequency
- 4 times a day
- Estimated price
- $150–210
- Website
- https://www.keysshuttle.com
- Phone
- +1-407-370-3001
- reservations@supertours.com
- Website
- supertours.com
Bus from Miami Airport to Kissimmee -1471 East Osceola Parkway
- Ave. Duration
- 5h 15m
- Frequency
- Twice daily
- Estimated price
- $45–60
- Schedules at
- supertours.com
- Phone
- (+1) 407 649 4994
- support@miamiorlando.com
- Website
- miamiorlando.com
Bus from Miami Airport to Kissimmee -1471 East Osceola Parkway
- Ave. Duration
- 5h 20m
- Frequency
- Twice daily
- Estimated price
- $28–40
- Website
- https://miamiorlando.com
- Schedules at
- https://miamiorlando.com/schedule.php
- Book at
- https://miamiorlando.com/search-results.php
- Adult
- $28–40
- Phone
- +1 877 733 0724
- Website
- redcoachusa.com
Bus from Miami Airport to Kissimmee -1471 East Osceola Parkway
- Ave. Duration
- 4h 5m
- Frequency
- Once daily
- Estimated price
- $24–140
- Website
- https://www.redcoachusa.com
- Web
- $24–140
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