Rome2Rio

How to get fromWindsor to Milfordby plane, train, bus, car, or bus (Greyhound)

Find Transport to Milford

See all options

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.

  1. Fly to Laguardia Airport, train

    best
    1. Fly from Detroit (DTW) to Laguardia Airport (LGA)plane plane DTW - LGA
    2. Take the train from 125th Street - Harlem to Milfordtrain train
    6h 31m
    $182–487

  2. Fly to Westchester County Airport, line 971 bus, train

    cheapest
    1. Fly from Detroit (DTW) to Westchester County Airport (HPN)plane plane DTW - HPN
    2. Take the bus from Main St @ South Broadway to Stamford Transportation Center @ Bay Abus bus
    3. Take the train from Stamford to Milfordtrain train
    7h 44m
    $138–775

  3. Bus, train

    1. Take the bus from Detroit to Toledobus bus
    2. Take the bus from Toledo Bus Stop to New York Midtownbus bus
    3. Take the train from Grand Central Terminal to Milfordtrain train
    18h 10m

  4. Train

    1. Take the train from Windsor to Aldershottrain train
    2. Take the train from Aldershot to Yonkerstrain train
    3. Take the train from 125th Street - Harlem to Milfordtrain train
    18h 44m
    $203–543

  5. Drive  640.4 mi

    1. Drive from Windsor to Milfordcar car 640.4 mi
    12h 8m
    $147–212

  6. Fly to John F. Kennedy International Airport, train

    1. Fly from Detroit (DTW) to John F. Kennedy International Airport (JFK)plane plane DTW - JFK
    2. Take the train from Grand Central Terminal to Milfordtrain train
    6h 39m
    $434–1,048

  7. Fly to Bradley International Airport, train

    1. Fly from Detroit (DTW) to Bradley International Airport (BDL)plane plane DTW - BDL
    2. Take the train from Hartford Amtrak Station to New Haventrain train
    3. Take the train from New Haven to Milfordtrain train
    6h 59m
    $161–851

  8. Fly to Newark Liberty International Airport, train

    1. Fly from Detroit (DTW) to Newark Liberty International Airport (EWR)plane plane DTW - EWR
    2. Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain train
    7h 30m
    $214–1,079

  9. Bus, train via Springfield

    1. Take the bus from Detroit Bus Station to Toledo Bus Stopbus bus
    2. Take the train from Toledo to Springfieldtrain train
    3. Take the train from Springfield to New Haventrain train
    19h 26m
    $412–707

  10. Bus, train via Stamford

    1. Take the bus from Detroit Bus Station to Toledo Bus Stopbus bus
    2. Take the train from Toledo to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain train
    4. Take the train from Stamford to Milfordtrain train
    20h 8m
    $414–1,258

  11. Bus

    1. Take the bus from Detroit Bus Station to Port Authority Bus Terminalbus bus Greyhound US0420
    2. Take the bus from New York to New Havenbus bus Bz 0210
    20h 41m
    $151–238

Windsor to Milford by train

Calendar7Weekly Trains
Duration18h 44mAverage Duration
Ticket$203Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Windsor to Milford.ExpandLaunch map view
  • Distance: 592.2 mi
  • Duration: 6h 31m

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 44m. Alternatively, you can take a vehicle from Windsor to Milford via Detroit Bus Station, Port Authority Bus Terminal, New York, New Haven, and New Haven in around 20h 41m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Booking & Getting There