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How to get fromPortland to Milfordby plane, train, train (Amtrak), bus (Flixbus, Greyhound), or car

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There are 11 ways to get from Portland to Milford by plane, train, train (Amtrak), bus (Flixbus, Greyhound), or car

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 John F. Kennedy International Airport, train

    best
    1. Fly from Portland International Airport (PDX) to John F. Kennedy International Airport (JFK)plane plane PDX - JFK
    2. Take the train from Grand Central Terminal to Milfordtrain train
    9h 35m
    $183–696

  2. Train via Springfield (Amtrak)

    1. Take the train from Portland to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Springfieldtrain train
    3. Take the train from Springfield to New Haventrain train
    2d 21h
    $1,038–2,086

  3. Bus

    1. Take the bus from Portland Curbside Bus Stop to Pasco Bus Stopbus bus
    2. Take the bus from Pasco Bus Stop to Denver Union Stationbus bus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    4. Take the bus from Chicago Bus Station to New York Midtownbus bus
    5. Take the bus from Port Authority Bus Terminal to New Haven Union Stationbus bus
    3d 4h
    $507–950

  4. Drive 2,936.2 mi

    1. Drive from Portland to Milfordcar car 2,936.2 mi
    47h 17m
    $536–774

  5. Fly to Newark Liberty International Airport, train

    1. Fly from Portland International Airport (PDX) to Newark Liberty International Airport (EWR)plane plane PDX - EWR
    2. Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain train
    10h 26m
    $193–715

  6. Fly to Westchester County Airport, train

    1. Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)plane plane PDX - HPN
    2. Take the train from Stamford to Milfordtrain train
    12h 52m
    $277–1,027

  7. Fly to Boston Logan Airport, train

    1. Fly from Portland International Airport (PDX) to Boston Logan Airport (BOS)plane plane PDX - BOS
    2. Take the train from Boston to New Haventrain train
    10h 59m
    $254–1,474

  8. Fly to Long Island Mac Arthur Airport, train

    1. Fly from Portland International Airport (PDX) to Long Island Mac Arthur Airport (ISP)plane plane PDX - ISP
    2. Take the train from Central Islip to Jamaicatrain train
    3. Take the train from Grand Central Terminal to Milfordtrain train
    13h 41m
    $264–959

  9. Fly to Philadelphia International Airport, train

    1. Fly from Portland International Airport (PDX) to Philadelphia International Airport (PHL)plane plane PDX - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain train
    11h 44m
    $361–1,858

  10. Train

    1. Take the train from Portland to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station 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
    2d 21h
    $1,039–2,651

  11. Train #2

    1. Take the train from Portland to Vancouvertrain train
    2. Take the train from Vancouver to Toronto Union Stationtrain train
    3. Take the train from Toronto Union Station to Yonkerstrain train
    4. Take the train from 125th Street - Harlem to Milfordtrain train
    4d 21h
    $969–2,068

Portland to Milford by train (Amtrak)

Calendar7Weekly Trains
Duration2d 21hAverage Duration
Ticket$1,038Cheapest Price
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Questions & Answers

Map of how to get from Portland to Milford.ExpandLaunch map view
  • Distance: 2,537.4 mi
  • Duration: 9h 35m

What companies run services between Portland, OR, USA and Milford, CT, USA?

You can take a train from Portland to Milford via Chicago Union Station, Springfield, and New Haven in around 2d 21h. Alternatively, you can take a bus from Portland Curbside Bus Stop to Milford via Pasco Bus Stop, Denver Union Station, Chicago Bus Station, New York Midtown, Port Authority Bus Terminal, New Haven Union Station, and New Haven in around 3d 4h.

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