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How to get fromConnecticut to Windsorby plane, train, bus, train (Amtrak), car, or bus (Greyhound)

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There are 11 ways to get from Connecticut to Windsor by plane, train, bus, 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.

  1. Fly from Bradley International Airport

    best
    1. Fly from Bradley International Airport (BDL) to Detroit (DTW)plane plane BDL - DTW
    5h 6m
    $136–810

  2. Train, bus via New York

    1. Take the train from Bridgeport to Grand Central Terminaltrain train
    2. Take the bus from New York Midtown to Toledo Bus Stopbus bus
    3. Take the bus from Toledo Bus Stop to Detroit Bus Stationbus bus
    17h 21m
    $166–312

  3. Train

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from New York Penn Station to Aldershottrain train
    3. Take the train from Aldershot to Windsortrain train
    18h 39m
    $281–768

  4. Drive  1,021.9 km

    1. Drive from Bridgeport to Windsorcar car 1,021.9 km
    12h 5m
    $207–299

  5. Train to Laguardia Airport, fly

    1. Take the train from Stamford to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Detroit (DTW)plane plane LGA - DTW
    5h 58m
    $233–689

  6. Train to Newark Liberty International Airport, fly

    1. Take the train from Stamford Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Detroit (DTW)plane plane EWR - DTW
    5h 54m
    $286–2,427

  7. Train to John F. Kennedy International Airport, fly

    1. Take the train from Stamford to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Detroit (DTW)plane plane JFK - DTW
    6h 26m
    $490–1,456

  8. Line 971 bus to Westchester County Airport, fly

    1. Take the bus from Main St @ Atlantic St to South Broadway @ Main Stbus bus
    2. Fly from Westchester County Airport (HPN) to Detroit (DTW)plane plane HPN - DTW
    6h 26m
    $200–1,214

  9. Fly from Tweed-New Haven Airport

    1. Fly from Tweed-New Haven Airport (HVN) to Detroit (DTW)plane plane HVN - DTW
    4h 50m
    $306–1,109

  10. Train, bus

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Toledotrain train
    3. Take the bus from Toledo Bus Stop to Detroit Bus Stationbus bus
    19h 3m
    $280–705

  11. Bus (Greyhound)

    1. Take the bus from Bridgeport Bus Stop to Port Authority Bus Terminalbus bus Greyhound US0255s
    2. Take the bus from Port Authority Bus Terminal to Detroit Bus Stationbus bus Greyhound US0420
    21h 9m
    $174–282

Connecticut to Windsor by train

Calendar7Weekly Trains
Duration18h 39mAverage Duration
Ticket$281Cheapest Price
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Comparing Your Travel Options

Map of how to get from Connecticut to Windsor.ExpandLaunch map view
  • Distance: 946.3 km
  • Duration: 5h 6m

What companies run services between Connecticut, USA and Windsor, ON, Canada?

Delta, United Airlines, and two other airlines fly from Bradley International Airport (BDL) to Detroit (DTW) every 2 hours. Alternatively, you can take a train from Bridgeport Amtrak Station to Windsor via Ny Moynihan Train Hall At Penn Station, New York Penn Station, and Aldershot in around 18h 39m.

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