There are 6 ways to get from Pittsburgh to Windsor by bus, plane, train (Amtrak), car, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus, fly
best- Take the bus from Seventh Ave + Smithfield St to Pittsburgh International Airportbus
- Fly from Pittsburgh International Airport (PIT) to Bradley International Airport (BDL)plane PIT - BDL
4h 45mBus via Main St @ Atheneum Sq
cheapest- Take the bus from Pittsburgh Greyhound to Port Authority Bus Terminalbus New York / ...
- Take the bus from New York to Hartfordbus Ppb 5623 / ...
12h 15m$77–124Train via New Haven (Amtrak)
- Take the train from Pittsburgh Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to New Haventrain
- Take the train from New Haven to Windsortrain
13h 31m$280–1,008Drive 474.2 mi
- Drive from Pittsburgh to Windsorcar 474.2 mi
8h 47m$79–114Bus (Greyhound)
- Take the bus from Pittsburgh Intermodal Station to Port Authority Bus Terminalbus Greyhound US0421 / ...
- Take the bus from Port Authority Bus Terminal to Hartford Union Stationbus Greyhound US0230 / ...
13h 42m$104–152Train (Amtrak)
- Take the train from Pittsburgh Amtrak Station to Newark Penn Stationtrain Pennsylvanian
- Take the train from Newark Penn Station to Windsortrain Northeast Regional
13h 53m$305–470
Pittsburgh to Windsor by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Pittsburgh to Windsor is to bus via Main St @ Atheneum Sq which costs $75 - $130 and takes 12h 15m.
The fastest way to get from Pittsburgh to Windsor is to drive which takes 8h 47m and costs $75 - $120.
No, there is no direct bus from Pittsburgh to Windsor. However, there are services departing from Pittsburgh Greyhound and arriving at Central St @ Broad St via New York, Asylum St @ Bushnell Park and Central Row South Side @ Travelers. The journey, including transfers, takes approximately 12h 15m.
No, there is no direct train from Pittsburgh station to Windsor. However, there are services departing from Pittsburgh Amtrak Station and arriving at Windsor via Ny Moynihan Train Hall At Penn Station and New Haven. The journey, including transfers, takes approximately 13h 31m.
The distance between Pittsburgh and Windsor is 441 miles. The road distance is 477 miles.
The best way to get from Pittsburgh to Windsor without a car is to bus via Main St @ Atheneum Sq which takes 12h 15m and costs $75 - $130.
It takes approximately 4h 45m to get from Pittsburgh to Windsor, including transfers.
Pittsburgh to Windsor bus services, operated by Megabus, depart from Pittsburgh Greyhound station.
Pittsburgh to Windsor train services, operated by Amtrak, depart from Pittsburgh Amtrak Station.
The best way to get from Pittsburgh to Windsor is to bus via Main St @ Atheneum Sq which takes 12h 15m and costs $75 - $130. Alternatively, you can train via New Haven, which costs $280 - $1,100 and takes 13h 31m.
What companies run services between Pittsburgh, PA, USA and Windsor, CT, USA?
You can take a bus from Pittsburgh Greyhound to Central St @ Broad St via Port Authority Bus Terminal, New York, Hartford, Asylum St @ Bushnell Park, Main St @ Atheneum Sq, and Central Row South Side @ Travelers in around 12h 15m. Alternatively, you can take a train from Pittsburgh Amtrak Station to Windsor via Ny Moynihan Train Hall At Penn Station and New Haven in around 13h 31m.
- Website
- united.com
Flights from Pittsburgh International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 3h 27m
- When
- Sunday, Monday, Tuesday, Wednesday, Thursday, and Friday
- Estimated price
- $130–800
- Website
- aa.com
Flights from Pittsburgh International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 3h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–800
- Website
- flybreeze.com
Flights from Pittsburgh International Airport to Bradley International Airport
- Ave. Duration
- 1h 28m
- When
- Monday and Friday
- Estimated price
- $60–550
- Website
- southwest.com
Flights from Pittsburgh International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 3h 35m
- When
- Monday and Thursday
- Estimated price
- $130–800
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Pittsburgh Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 9h 20m
- Frequency
- Once daily
- Estimated price
- $240–370
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to New Haven
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $40–65
- Website
- Amtrak
Train from New Haven to Windsor
- Ave. Duration
- 53 min
- Frequency
- Every 4 hours
- Estimated price
- $23–40
- Website
- Amtrak
Train from Pittsburgh Amtrak Station to Newark Penn Station
- Ave. Duration
- 9h
- Frequency
- Once daily
- Estimated price
- $230–360
- Website
- Amtrak
Train from Newark Penn Station to Windsor
- Ave. Duration
- 3h 53m
- Frequency
- Twice daily
- Estimated price
- $70–110
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to New Haven
- Ave. Duration
- 1h 43m
- Frequency
- Every 4 hours
- Estimated price
- $17–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $17–450
- First Class
- $120–600
- Phone
- +1 412-442-2000
- Website
- Pittsburgh Regional Transit
Bus from Seventh Ave + Smithfield St to Pittsburgh International Airport
- Ave. Duration
- 42 min
- Frequency
- Every 30 minutes
- Website
- Pittsburgh Regional Transit
- Phone
- +1-877-462-6342
- [email protected]
- Website
- Megabus
Bus from Pittsburgh Greyhound to Port Authority Bus Terminal
- Ave. Duration
- 7h 50m
- Frequency
- Hourly
- Estimated price
- $50–80
- Website
- Megabus
- Adult One-way
- $50–80
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from New York to Hartford
- Ave. Duration
- 2h 35m
- Frequency
- Every 2 hours
- Estimated price
- $22–40
- Website
- Peter Pan
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Pittsburgh Intermodal Station to Port Authority Bus Terminal
- Ave. Duration
- 8h 50m
- Frequency
- Every 4 hours
- Estimated price
- $80–120
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Hartford Union Station
- Ave. Duration
- 2h 55m
- Frequency
- Every 3 hours
- Estimated price
- $20–30
- Website
- Greyhound
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Booking & Getting There
Pittsburgh to Windsor bus services, operated by Megabus, arrive at Port Authority Bus Terminal station.
Pittsburgh to Windsor train services, operated by Amtrak, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Pittsburgh to Windsor is 477 miles. It takes approximately 8h 47m to drive from Pittsburgh to Windsor.
Book your Pittsburgh to Windsor train tickets online with Omio.
There are 178+ hotels available in Windsor.



















