There are 9 ways to get from Windsor to Cleveland by train, plane, train (Amtrak), bus (Greyhound), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, train to Laguardia Airport, fly
best- Take the train from Windsor to New Haventrain
- Take the train from New Haven to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Cleveland-Hopkins International Airport (CLE)plane LGA - CLE
7h 4m$155–506Bus (Greyhound)
cheapest- Take the bus from Springfield Union Station to Cleveland Bus Stationbus Greyhound US0171
14h 12m$98–165Train (Amtrak)
- Take the train from Springfield to Cleveland Amtraktrain Lake Shore Limited
13h 58m$145–382Drive 559.3 mi
- Drive from Windsor to Clevelandcar 559.3 mi
9h 59m$103–148Train, train to Newark Liberty International Airport, fly
- Take the train from Windsor to New Haventrain
- Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain
- Fly from Newark Liberty International Airport (EWR) to Cleveland-Hopkins International Airport (CLE)plane EWR - CLE
7h 8m$222–1,508Train, train to John F. Kennedy International Airport, fly
- Take the train from Windsor to New Haventrain
- Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain
- Fly from John F. Kennedy International Airport (JFK) to Cleveland-Hopkins International Airport (CLE)plane JFK - CLE
7h 16m$485–1,599Bus to Boston Logan Airport, fly
- Take the bus from Hartford to Bostonbus
- Fly from Boston Logan Airport (BOS) to Cleveland-Hopkins International Airport (CLE)plane BOS - CLE
7h 20m$156–994Train to Tweed-New Haven Airport, fly
- Take the train from Windsor to New Haventrain
- Fly from Tweed-New Haven Airport (HVN) to Cleveland-Hopkins International Airport (CLE)plane HVN - CLE
5h 5m$195–733Bus via New York
- Take the bus from Hartford to New Yorkbus Ppb 5774 / ...
- Take the bus from New York to Cleveland, OHbus New York
14h 25m$120–144
Windsor to Cleveland by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Windsor to Cleveland is to bus which costs $95 - $170 and takes 14h 12m.
The fastest way to get from Windsor to Cleveland is to train and fly which takes 5h 5m and costs $190 - $750.
No, there is no direct bus from Windsor station to Cleveland station. However, there are services departing from Springfield Union Station and arriving at Cleveland Bus Station via . The journey, including transfers, takes approximately 14h 12m.
No, there is no direct train from Windsor to Cleveland. However, there are services departing from Windsor and arriving at Cleveland Amtrak via Springfield. The journey, including transfers, takes approximately 13h 58m.
The distance between Windsor and Cleveland is 550 miles. The road distance is 562.5 miles.
The best way to get from Windsor to Cleveland without a car is to train which takes 13h 58m and costs $140 - $390.
It takes approximately 7h 4m to get from Windsor to Cleveland, including transfers.
Windsor to Cleveland bus services, operated by Greyhound USA, depart from Springfield Union Station.
Windsor to Cleveland train services, operated by Amtrak, depart from Springfield station.
The best way to get from Windsor to Cleveland is to train which takes 13h 58m and costs $140 - $390. Alternatively, you can bus, which costs $95 - $170 and takes 14h 12m.
What companies run services between Windsor, CT, USA and Cleveland, OH, USA?
Amtrak operates a train from Springfield to Cleveland Amtrak once daily. Tickets cost $140–370 and the journey takes 12h 27m. Alternatively, Greyhound USA operates a bus from Springfield Union Station to Cleveland Bus Station once daily. Tickets cost $90–150 and the journey takes 12h.
- Website
- delta.com
Flights from Laguardia Airport to Cleveland-Hopkins International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $95–600
Flights from Laguardia Airport to Cleveland-Hopkins International Airport via Detroit
- Ave. Duration
- 3h 59m
- When
- Every day
- Estimated price
- $110–650
Flights from Newark Liberty International Airport to Cleveland-Hopkins International Airport via Detroit
- Ave. Duration
- 3h 59m
- When
- Every day
- Estimated price
- $90–550
Flights from John F. Kennedy International Airport to Cleveland-Hopkins International Airport
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $65–420
Flights from John F. Kennedy International Airport to Cleveland-Hopkins International Airport via Detroit
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $80–460
Flights from Boston Logan Airport to Cleveland-Hopkins International Airport
- Ave. Duration
- 2h 11m
- When
- Every day
- Estimated price
- $90–550
Flights from Boston Logan Airport to Cleveland-Hopkins International Airport via Laguardia Airport
- Ave. Duration
- 4h 18m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Windsor to New Haven
- Ave. Duration
- 57 min
- Frequency
- Every 4 hours
- Estimated price
- $11–28
- Website
- Amtrak
Train from Springfield to Cleveland Amtrak
- Ave. Duration
- 12h 27m
- Frequency
- Once daily
- Estimated price
- $140–370
- Website
- Amtrak
Train from Windsor to New Haven
- Ave. Duration
- 57 min
- Frequency
- Every 4 hours
- Estimated price
- $11–28
- Website
- Amtrak
Train from New Haven to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 37m
- Frequency
- Hourly
- Estimated price
- $19–50
- Website
- Amtrak
Train from Windsor to New Haven
- Ave. Duration
- 57 min
- Frequency
- Every 4 hours
- Estimated price
- $11–28
- Website
- Amtrak
Train from New Haven to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 37m
- Frequency
- Hourly
- Estimated price
- $19–50
- Website
- Amtrak
Train from Windsor to New Haven
- Ave. Duration
- 50 min
- Frequency
- Every 4 hours
- Estimated price
- $11–27
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Springfield Union Station to Cleveland Bus Station
- Ave. Duration
- 12h
- Frequency
- Once daily
- Estimated price
- $90–150
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Windsor to Cleveland bus services, operated by Greyhound USA, arrive at Cleveland Bus Station.
Windsor to Cleveland train services, operated by Amtrak, arrive at Cleveland Amtrak station.
Yes, the driving distance between Windsor to Cleveland is 563 miles. It takes approximately 9h 59m to drive from Windsor to Cleveland.
Book your Windsor to Cleveland train tickets online with Omio.
There are 725+ hotels available in Cleveland.





