There are 11 ways to get from Windsor to Milford by plane, train, bus, 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.
Fly to Laguardia Airport, train
best- Fly from Detroit (DTW) to Laguardia Airport (LGA)plane DTW - LGA
- Take the train from 125th Street - Harlem to Milfordtrain
6h 19m$131–406Fly to Bradley International Airport, train
cheapest- Fly from Detroit (DTW) to Bradley International Airport (BDL)plane DTW - BDL
- Take the train from Windsor Locks to New Haventrain
6h 45m$94–461Bus, train
- Take the bus from Detroit to Toledobus
- Take the bus from Toledo Bus Stop to New York Midtownbus
- Take the train from Grand Central Terminal to Milfordtrain
18h 4m$141–235Train
- Take the train from Windsor to Aldershottrain
- Take the train from Aldershot to Yonkerstrain
- Take the train from 125th Street - Harlem to Milfordtrain
18h 47m$203–544Drive 640.4 mi
- Drive from Windsor to Milfordcar 640.4 mi
12h 17m$147–212Fly to John F. Kennedy International Airport, train
- Fly from Detroit (DTW) to John F. Kennedy International Airport (JFK)plane DTW - JFK
- Take the train from Grand Central Terminal to Milfordtrain
6h 30m$353–997Fly to Newark Liberty International Airport, train
- Fly from Detroit (DTW) to Newark Liberty International Airport (EWR)plane DTW - EWR
- Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain
7h 19m$201–1,163Fly to Westchester County Airport, line 971 bus, train
- Fly from Detroit (DTW) to Westchester County Airport (HPN)plane DTW - HPN
- Take the bus from Main St @ South Broadway to Stamford Transportation Center @ Bay Abus
- Take the train from Stamford to Milfordtrain
7h 32m$106–576Bus, train via Springfield
- Take the bus from Detroit Bus Station to Toledo Bus Stopbus
- Take the train from Toledo to Springfieldtrain
- Take the train from Springfield to New Haventrain
19h 17m$252–543Bus, train via Stamford
- Take the bus from Detroit Bus Station to Toledo Bus Stopbus
- Take the train from Toledo to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain
- Take the train from Stamford to Milfordtrain
19h 59m$264–1,084Bus
- Take the bus from Detroit Bus Station to Port Authority Bus Terminalbus Greyhound US0420
- Take the bus from Port Authority Bus Terminal to New Haven Union Stationbus New York
20h 41m$131–268
Windsor to Milford by tram, bus, foot, and train
Questions & Answers
The cheapest way to get from Windsor to Milford is to bus which costs $130 - $270 and takes 20h 41m.
The fastest way to get from Windsor to Milford is to fly and train which takes 6h 19m and costs $130 - $410.
No, there is no direct bus from Windsor station to Milford station. However, there are services departing from Detroit Bus Station and arriving at New Haven Union Station via Port Authority Bus Terminal. The journey, including transfers, takes approximately 20h 41m.
No, there is no direct train from Windsor to Milford. However, there are services departing from Windsor and arriving at Milford via Aldershot, Yonkers and 125th Street - Harlem. The journey, including transfers, takes approximately 18h 47m.
The distance between Windsor and Milford is 592 miles. The road distance is 644.1 miles.
The best way to get from Windsor to Milford without a car is to bus and train which takes 18h 4m and costs $140 - $240.
It takes approximately 6h 19m to get from Windsor to Milford, including transfers.
Windsor to Milford bus services, operated by Greyhound USA, depart from Detroit Bus Station.
Windsor to Milford train services, operated by VIA Rail, depart from Windsor station.
The best way to get from Windsor to Milford is to train which takes 18h 47m and costs $200 - $550. Alternatively, you can bus, which costs $130 - $270 and takes 20h 41m.
What companies run services between Windsor, ON, Canada and Milford, CT, USA?
You can take a train from Windsor to Milford via Aldershot, Yonkers, and 125th Street - Harlem in around 18h 47m. Alternatively, you can take a bus from Detroit Bus Station to Milford via Port Authority Bus Terminal, New Haven Union Station, and New Haven in around 20h 41m.
- Website
- delta.com
Flights from Detroit to Laguardia Airport
- Ave. Duration
- 1h 48m
- When
- Every day
- Estimated price
- $95–550
Flights from Detroit to Laguardia Airport via Cleveland
- Ave. Duration
- 3h 32m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–550
Flights from Detroit to Laguardia Airport via Rochester
- Ave. Duration
- 3h 42m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–600
Flights from Detroit to Laguardia Airport via Pittsburgh
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $100–550
Flights from Detroit to John F. Kennedy International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $55–320
Flights from Detroit to John F. Kennedy International Airport via Buffalo
- Ave. Duration
- 4h 13m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $55–330
Flights from Detroit to John F. Kennedy International Airport via Cleveland
- Ave. Duration
- 4h 28m
- When
- Saturday
- Estimated price
- $55–330
Flights from Detroit to Bradley International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $70–410
Flights from Detroit to Newark Liberty International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $55–320
Flights from Detroit to Westchester County Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $90–550
- Website
- united.com
Flights from Detroit to Laguardia Airport via Washington Dulles
- Ave. Duration
- 3h 56m
- When
- Every day
- Estimated price
- $100–600
Flights from Detroit to Bradley International Airport via Washington Dulles
- Ave. Duration
- 3h 57m
- When
- Every day
- Estimated price
- $85–450
Flights from Detroit to Newark Liberty International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $55–320
Flights from Detroit to Newark Liberty International Airport via Toronto
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $60–340
- Website
- aircanada.com
Flights from Detroit to Newark Liberty International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $55–320
Flights from Detroit to Newark Liberty International Airport via Toronto
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $60–340
- Website
- aa.com
Flights from Detroit to Laguardia Airport
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $95–550
Flights from Detroit to Bradley International Airport via Reagan Washington
- Ave. Duration
- 4h
- When
- Sunday
- Estimated price
- $85–450
Flights from Detroit to Bradley International Airport via Philadelphia
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $80–430
Flights from Detroit to Westchester County Airport via Reagan Washington
- Ave. Duration
- 4h 30m
- When
- Monday to Saturday
- Estimated price
- $100–600
- Website
- southwest.com
Flights from Detroit to Bradley International Airport via Baltimore
- Ave. Duration
- 3h 57m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $85–440
- Website
- jetblue.com
Flights from Detroit to John F. Kennedy International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $55–320
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from 125th Street - Harlem to Milford
- Ave. Duration
- 1h 40m
- Frequency
- Every 30 minutes
- Estimated price
- $16–26
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $16–19
- Peak
- $22–26
Train from Grand Central Terminal to Milford
- Ave. Duration
- 1h 50m
- Frequency
- Every 30 minutes
- Estimated price
- $17–27
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $17–20
- Peak
- $24–27
Train from 125th Street - Harlem to Milford
- Ave. Duration
- 1h 40m
- Frequency
- Every 30 minutes
- Estimated price
- $16–26
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $16–19
- Peak
- $22–26
Train from Grand Central Terminal to Milford
- Ave. Duration
- 1h 50m
- Frequency
- Every 30 minutes
- Estimated price
- $17–27
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $17–20
- Peak
- $24–27
Train from Stamford to Milford
- Ave. Duration
- 59 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Train from Stamford to Milford
- Ave. Duration
- 59 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–13
- Peak
- $15–17
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Windsor to Aldershot
- Ave. Duration
- 3h 29m
- Frequency
- 4 times a day
- Estimated price
- $50–200
- Website
- https://www.viarail.ca/en
- Escape
- $50–130
- Business
- $85–190
- Business Plus
- $95–200
- Economy
- $55–140
- Economy Plus
- $60–150
Train from Aldershot to Yonkers
- Ave. Duration
- 11h 34m
- Frequency
- Once daily
- Estimated price
- $130–310
- Website
- https://www.viarail.ca/en
- Escape
- $130–290
- Business
- $170–300
- Business Plus
- $180–310
- Economy
- $150–300
- Economy Plus
- $160–310
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Windsor Locks to New Haven
- Ave. Duration
- 1h 3m
- Frequency
- Every 3 hours
- Estimated price
- $15–35
- Website
- https://www.amtrak.com/home.html
Train from Newark Liberty International Airport to Bridgeport Amtrak Station
- Ave. Duration
- 1h 56m
- Frequency
- Every 4 hours
- Estimated price
- $23–50
- Website
- https://www.amtrak.com/home.html
Train from Toledo to Springfield
- Ave. Duration
- 14h 18m
- Frequency
- Once daily
- Estimated price
- $220–450
- Website
- https://www.amtrak.com/home.html
Train from Springfield to New Haven
- Ave. Duration
- 1h 22m
- Frequency
- Every 3 hours
- Estimated price
- $20–45
- Website
- https://www.amtrak.com/home.html
Train from Toledo to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 15h 11m
- Frequency
- Once daily
- Estimated price
- $240–480
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 49 min
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 46 min
- Frequency
- Every 4 hours
- Estimated price
- $8–550
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $8–440
- First Class
- $100–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Detroit to Toledo
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $21–30
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Toledo Bus Stop to New York Midtown
- Ave. Duration
- 12h 5m
- Frequency
- 6 times a week
- Estimated price
- $100–170
- Schedules at
- flixbus.com
- Phone
- +1 860-525-9181
- Website
- cttransit.com
Bus from Main St @ South Broadway to Stamford Transportation Center @ Bay A
- Ave. Duration
- 25 min
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $3–4
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Detroit Bus Station to Toledo Bus Stop
- Ave. Duration
- 1h 5m
- Frequency
- Every 4 hours
- Estimated price
- $9–17
- Website
- https://www.greyhound.com/
Bus from Detroit Bus Station to Toledo Bus Stop
- Ave. Duration
- 1h 5m
- Frequency
- Every 4 hours
- Estimated price
- $9–17
- Website
- https://www.greyhound.com/
Bus from Detroit Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 17h 15m
- Frequency
- Once daily
- Estimated price
- $110–220
- Website
- https://www.greyhound.com/
Bus from Port Authority Bus Terminal to New Haven Union Station
- Ave. Duration
- 2h 5m
- Frequency
- Every 4 hours
- Estimated price
- $11–23
- Website
- https://www.greyhound.com/
- Phone
- +1 888-378-3823
- [email protected]
- Website
- baronsbus.com
Bus from Detroit Bus Station to Toledo Bus Stop
- Ave. Duration
- 1h
- Frequency
- 3 times a day
- Estimated price
- $5–40
- Website
- https://baronsbus.com
Bus from Detroit Bus Station to Toledo Bus Stop
- Ave. Duration
- 1h
- Frequency
- 3 times a day
- Estimated price
- $5–40
- Website
- https://baronsbus.com
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Port Authority Bus Terminal to New Haven Union Station
- Ave. Duration
- 1h 55m
- Frequency
- Every 4 hours
- Estimated price
- $16–45
- Website
- https://peterpanbus.com
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More Questions & Answers
Windsor to Milford bus services, operated by Greyhound USA, arrive at Port Authority Bus Terminal station.
Windsor to Milford train services, operated by VIA Rail, arrive at Aldershot station.
Yes, the driving distance between Windsor to Milford is 644 miles. It takes approximately 12h 17m to drive from Windsor to Milford.
There are 257+ hotels available in Milford.























