There are 9 ways to get from Boston to Windsor by ferry, plane, bus (Greyhound), train, bus, car, or bus (Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Ferry to Boston Logan Airport, fly to Detroit
best- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Detroit (DTW)plane BOS - DTW
5h 20m$559–2,219Ferry to Boston Logan Airport, fly to Windsor Airport
cheapest- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Windsor Airport (YQG)plane BOS - YQG
7h 38m$169–918Bus (Greyhound)
- Take the bus from Boston to Cleveland Bus Stationbus Greyhound US0171
- Take the bus from Cleveland Bus Station to Detroit Bus Stationbus Greyhound US0420
18h 19m$203–308Train, bus
- Take the train from Boston to Toledotrain Lake Shore Limited
- Take the bus from Toledo Bus Stop to Detroit Bus Stationbus Greyhound US0135 / ...
19h 37m$614–985Drive 1,126.9 km
- Drive from Boston to Windsorcar 1,126.9 km
12h 10m$225–325Train to Theodore Francis Green State Airport, fly to Detroit
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Detroit (DTW)plane PVD - DTW
6h 21m$178–927Bus to Bradley International Airport, fly to Detroit
- Take the bus from Boston to Hartfordbus
- Fly from Bradley International Airport (BDL) to Detroit (DTW)plane BDL - DTW
7h 16m$175–906Ferry to Boston Logan Airport, fly to Cleveland-Hopkins International Airport, bus
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Cleveland-Hopkins International Airport (CLE)plane BOS - CLE
- Take the bus from Cleveland Bus Station to Detroit Bus Stationbus
8h 27m$225–1,380Bus via Ithaca (Flixbus)
- Take the bus from Boston to Ithacabus
- Take the bus from Ithaca to Torontobus
- Take the bus from Toronto to Windsorbus
23h 29m$187–292
Boston to Windsor by bus (Flixbus)
Comparing Your Travel Options
The cheapest way to get from Boston to Windsor is to bus via Ithaca which costs $180 - $300 and takes 23h 29m.
The fastest way to get from Boston to Windsor is to ferry and fly which takes 5h 20m and costs $550 - $2,300.
No, there is no direct bus from Boston to Windsor station. However, there are services departing from Boston and arriving at Detroit Bus Station via Cleveland Bus Station. The journey, including transfers, takes approximately 18h 19m.
The distance between Boston and Windsor is 1061 km. The road distance is 1126.9 km.
The best way to get from Boston to Windsor without a car is to bus via Ithaca which takes 23h 29m and costs $180 - $300.
It takes approximately 5h 20m to get from Boston to Windsor, including transfers.
Boston to Windsor bus services, operated by Greyhound USA, depart from Boston station.
Boston to Windsor bus services, operated by Greyhound USA, arrive at Cleveland Bus Station.
Yes, the driving distance between Boston to Windsor is 1127 km. It takes approximately 12h 10m to drive from Boston to Windsor.
Book your Boston to Windsor bus tickets online with Omio.
What companies run services between Boston, MA, USA and Windsor, ON, Canada?
You can take a bus from Boston to Windsor via Cleveland Bus Station and Detroit Bus Station in around 18h 19m.
- Website
- delta.com
Flights from Boston Logan Airport to Detroit
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $150–850
Flights from Boston Logan Airport to Detroit via Baltimore
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $170–900
Flights from Boston Logan Airport to Detroit via Pittsburgh
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $160–900
Flights from Boston Logan Airport to Detroit via Cleveland-Hopkins International Airport
- Ave. Duration
- 4h 45m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–850
Flights from Theodore Francis Green State Airport to Detroit
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $160–900
Flights from Bradley International Airport to Detroit
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $140–850
Flights from Boston Logan Airport to Cleveland-Hopkins International Airport
- Ave. Duration
- 2h 11m
- When
- Every day
- Estimated price
- $130–750
Flights from Boston Logan Airport to Cleveland-Hopkins International Airport via New York La Guardia
- Ave. Duration
- 4h 13m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–750
- Website
- aa.com
Flights from Theodore Francis Green State Airport to Detroit via Philadelphia
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $170–950
Flights from Theodore Francis Green State Airport to Detroit via Reagan Washington
- Ave. Duration
- 5h 13m
- When
- Monday
- Estimated price
- $180–950
Flights from Bradley International Airport to Detroit via Philadelphia
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $150–850
Flights from Boston Logan Airport to Cleveland-Hopkins International Airport via New York La Guardia
- Ave. Duration
- 4h 16m
- When
- Monday to Saturday
- Estimated price
- $130–750
- Website
- southwest.com
Flights from Boston Logan Airport to Detroit via Baltimore
- Ave. Duration
- 4h 15m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $170–900
Flights from Theodore Francis Green State Airport to Detroit via Baltimore
- Ave. Duration
- 4h 52m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $170–950
Flights from Boston Logan Airport to Cleveland-Hopkins International Airport via Baltimore
- Ave. Duration
- 4h 6m
- When
- Tuesday to Saturday
- Estimated price
- $140–800
- Website
- united.com
Flights from Theodore Francis Green State Airport to Detroit via Washington Dulles
- Ave. Duration
- 4h 26m
- When
- Monday, Thursday, Friday, Sunday, and Wednesday
- Estimated price
- $180–950
Flights from Bradley International Airport to Detroit via Washington Dulles
- Ave. Duration
- 4h 11m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $160–900
Flights from Boston Logan Airport to Cleveland-Hopkins International Airport via Newark
- Ave. Duration
- 4h 6m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–750
Flights from Boston Logan Airport to Cleveland-Hopkins International Airport via Washington Dulles
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $140–800
- Website
- jetblue.com
Flights from Boston Logan Airport to Detroit
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $150–850
Flights from Boston Logan Airport to Cleveland-Hopkins International Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $130–750
- Website
- aircanada.com
Flights from Boston Logan Airport to Windsor Airport via Toronto
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $160–900
Flights from Boston Logan Airport to Windsor Airport via Montreal, Toronto
- Ave. Duration
- 8h 2m
- When
- Saturday
- Estimated price
- $180–950
- Website
- flyporter.com
Flights from Boston Logan Airport to Windsor Airport via Ottawa
- Ave. Duration
- 5h 36m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $450–1,900
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Toledo
- Ave. Duration
- 17h 23m
- Frequency
- Once daily
- Estimated price
- $600–950
- Website
- Amtrak
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 30m
- Frequency
- Every 4 hours
- Estimated price
- $13–22
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $13–22
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Boston to Cleveland Bus Station
- Ave. Duration
- 13h 50m
- Frequency
- Once daily
- Estimated price
- $160–250
- Website
- Greyhound
Bus from Cleveland Bus Station to Detroit Bus Station
- Ave. Duration
- 3h 20m
- Frequency
- Twice daily
- Estimated price
- $35–60
- Website
- Greyhound
Bus from Toledo Bus Stop to Detroit Bus Station
- Ave. Duration
- 1h 5m
- Frequency
- Every 4 hours
- Estimated price
- $14–22
- Website
- Greyhound
Bus from Cleveland Bus Station to Detroit Bus Station
- Ave. Duration
- 3h 20m
- Frequency
- Twice daily
- Estimated price
- $35–60
- Website
- Greyhound
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- Barons Bus
Bus from Toledo Bus Stop to Detroit Bus Station
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $8–55
- Website
- Barons Bus
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Boston to Hartford
- Ave. Duration
- 1h 50m
- Frequency
- Every 3 hours
- Estimated price
- $28–50
- Website
- Peter Pan
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to Ithaca
- Ave. Duration
- 7h 44m
- Frequency
- 3 times a week
- Estimated price
- $80–130
- Schedules at
- Flixbus USA
Bus from Ithaca to Toronto
- Ave. Duration
- 7h 45m
- Frequency
- Twice daily
- Estimated price
- $55–90
- Schedules at
- Flixbus USA
Bus from Toronto to Windsor
- Ave. Duration
- 6h
- Frequency
- 4 times a day
- Estimated price
- $50–80
- Schedules at
- Flixbus USA
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $5–14
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–14
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $5–14
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–14
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $5–14
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–14
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