There are 6 ways to get from Cleveland to Winter Park by plane, bus (Greyhound, Flixbus), train (Amtrak), car, bus, 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 Cleveland-Hopkins International Airport to Orlando
best- Fly from Cleveland-Hopkins International Airport (CLE) to Orlando (MCO)plane CLE - MCO
5h 38m$92–508Bus
- Take the bus from Cleveland Bus Station to Washington Union Stationbus Greyhound US0164
- Take the bus from Washington Union Station to Orlando Bus Stationbus FlixBus N2472
27h 33m$163–293Train (Amtrak)
- Take the train from Cleveland Amtrak to Winter Park Amtrak Stationtrain Floridian
31h 45m$300–700Drive 1,023.8 mi
- Drive from Cleveland to Winter Parkcar 1,023.8 mi
17h 19m$187–270Bus to Akron, fly to Orlando
- Take the bus from Cleveland, OH to Robert K Pfaff Transit Center - Akronbus
- Fly from Akron (CAK) to Orlando (MCO)plane CAK - MCO
7h 24m$130–815Fly Cleveland-Hopkins International Airport to Tampa, train
- Fly from Cleveland-Hopkins International Airport (CLE) to Tampa (TPA)plane CLE - TPA
- Take the train from Tampa to Winter Park Amtrak Stationtrain
8h 46m$110–408
Cleveland to Winter Park by bus
Questions & Answers
The cheapest way to get from Cleveland to Winter Park is to fly which costs $90 - $550 and takes 5h 38m.
The fastest way to get from Cleveland to Winter Park is to fly which takes 5h 38m and costs $90 - $550.
No, there is no direct bus from Cleveland station to Winter Park. However, there are services departing from Cleveland Bus Station and arriving at New York Ave & Welbourne Ave via Washington Union Station, John Young Pkwy & Amelia St and N Garland Ave & W Amelia St. The journey, including transfers, takes approximately 27h 33m.
Yes, there is a direct train departing from Cleveland Amtrak and arriving at Winter Park Amtrak Station station. Services depart once daily, and operate every day. The journey takes approximately 31h 45m.
The distance between Cleveland and Winter Park is 931 miles. The road distance is 1029.7 miles.
The best way to get from Cleveland to Winter Park without a car is to bus which takes 27h 33m and costs $160 - $300.
It takes approximately 5h 38m to get from Cleveland to Winter Park, including transfers.
Cleveland to Winter Park bus services, operated by Greyhound USA, depart from Cleveland Bus Station.
Cleveland to Winter Park train services, operated by Amtrak, depart from Cleveland Amtrak station.
The best way to get from Cleveland to Winter Park is to fly which takes 5h 38m and costs $90 - $550. Alternatively, you can bus, which costs $160 - $300 and takes 27h 33m, you could also train, which costs $300 - $700 and takes 31h 45m.
What companies run services between Cleveland, OH, USA and Winter Park, FL, USA?
Frontier Airlines, United Airlines, and two other airlines fly from Cleveland-Hopkins International Airport (CLE) to Orlando (MCO) every 3 hours. Alternatively, you can take a bus from Cleveland Bus Station to New York Ave & Welbourne Ave via Washington Union Station, Orlando Bus Station, John Young Pkwy & Amelia St, and N Garland Ave & W Amelia St in around 27h 33m.
- Website
- flyfrontier.com
Flights from Cleveland-Hopkins International Airport to Orlando
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $85–460
Flights from Cleveland-Hopkins International Airport to Tampa
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $95–550
Flights from Cleveland-Hopkins International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 49m
- When
- Tuesday
- Estimated price
- $100–550
- Website
- delta.com
Flights from Cleveland-Hopkins International Airport to Orlando via Atlanta
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $90–470
Flights from Cleveland-Hopkins International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $100–550
Flights from Cleveland-Hopkins International Airport to Tampa via Detroit
- Ave. Duration
- 4h 26m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–550
- Website
- united.com
Flights from Cleveland-Hopkins International Airport to Orlando
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $85–460
Flights from Cleveland-Hopkins International Airport to Tampa
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $95–550
- Website
- southwest.com
Flights from Cleveland-Hopkins International Airport to Orlando
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $85–460
- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to Tampa via Charlotte
- Ave. Duration
- 4h 38m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $100–550
- Website
- flybreeze.com
Flights from Akron to Orlando
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $120–800
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Cleveland Amtrak to Winter Park Amtrak Station
- Ave. Duration
- 31h 45m
- Frequency
- Once daily
- Estimated price
- $300–700
- Website
- https://www.amtrak.com/home.html
Train from Tampa to Winter Park Amtrak Station
- Ave. Duration
- 2h 20m
- Frequency
- Once daily
- Estimated price
- $21–50
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Cleveland Bus Station to Washington Union Station
- Ave. Duration
- 8h 55m
- Frequency
- Twice daily
- Estimated price
- $60–120
- Website
- https://www.greyhound.com/
Bus from Cleveland, OH to Robert K Pfaff Transit Center - Akron
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $5–11
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Washington Union Station to Orlando Bus Station
- Ave. Duration
- 16h 25m
- Frequency
- 5 times a week
- Estimated price
- $100–180
- Schedules at
- flixbus.com
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Cleveland, OH to Robert K Pfaff Transit Center - Akron
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $3–35
- Website
- https://baronsbus.com
- Phone
- +1 502-368-5644 x 135
- Website
- ridewithmiller.com
Bus from Cleveland, OH to Robert K Pfaff Transit Center - Akron
- Ave. Duration
- 50 min
- Frequency
- Twice daily
- Estimated price
- $15–25
- Website
- https://ridewithmiller.com
- Phone
- +1 888 954 6287
- gobus@hapcap.org
- Website
- ridegobus.com
Bus from Cleveland, OH to Robert K Pfaff Transit Center - Akron
- Ave. Duration
- 55 min
- Frequency
- Twice daily
- Estimated price
- $8–11
- Website
- https://ridegobus.com
- Book at
- https://booking.ridegobus.com
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More Questions & Answers
Cleveland to Winter Park bus services, operated by Greyhound USA, arrive at Washington Union Station.
Cleveland to Winter Park train services, operated by Amtrak, arrive at Winter Park Amtrak Station.
Yes, the driving distance between Cleveland to Winter Park is 1030 miles. It takes approximately 17h 19m to drive from Cleveland to Winter Park.
Book your Cleveland to Winter Park train tickets online with Omio.
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