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

Find Transport to Middletown

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There are 9 ways to get from Portland to Middletown by plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, or bus

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 Bradley International Airport

    best
    1. Fly from Portland International Airport (PDX) to Bradley International Airport (BDL)plane plane PDX - BDL
    11h 4m
    $187–757

  2. Fly to Theodore Francis Green State Airport, train, bus

    cheapest
    1. Fly from Portland International Airport (PDX) to Theodore Francis Green State Airport (PVD)plane plane PDX - PVD
    2. Take the train from Providence to Old Saybrook Amtrak Stationtrain train
    3. Take the bus from Stage Rd & Rt 1 to Downtown Terminalbus bus
    13h 57m
    $156–562

  3. Train (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 Hartford Amtrak Stationtrain train
    2d 21h
    $1,758–2,730

  4. 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 St Louis Bus Stationbus bus
    4. Take the bus from St Louis Bus Station to Port Authority Bus Terminalbus bus
    5. Take the bus from New York to Hartfordbus bus
    3d 4h
    $587–901

  5. Drive  2,971.9 mi

    1. Drive from Portland to Middletowncar car 2,971.9 mi
    47h 43m
    $543–784

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

    1. Fly from Portland International Airport (PDX) to John F. Kennedy International Airport (JFK)plane plane PDX - JFK
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Old Saybrook Amtrak Stationtrain train
    3. Take the bus from Stage Rd & Rt 1 to Downtown Terminalbus bus
    12h 27m
    $289–669

  7. Fly to Newark Liberty International Airport, train, bus

    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 Old Saybrook Amtrak Stationtrain train
    3. Take the bus from Stage Rd & Rt 1 to Downtown Terminalbus bus
    12h 46m
    $270–765

  8. Fly to Boston Logan Airport, train, bus

    1. Fly from Portland International Airport (PDX) to Boston Logan Airport (BOS)plane plane PDX - BOS
    2. Take the train from Boston to Old Saybrook Amtrak Stationtrain train
    3. Take the bus from Stage Rd & Rt 1 to Downtown Terminalbus bus
    12h 5m
    $289–614

  9. Bus, train

    1. Take the bus from Portland Curbside Bus Stop to Vancouverbus bus
    2. Take the train from Vancouver to Toronto Union Stationtrain train
    3. Take the bus from Toronto to New Yorkbus bus
    4. Take the bus from New York to Hartfordbus bus
    4d 23h
    $843–1,954

Portland to Middletown by train and bus (Amtrak)

Calendar7Weekly Services
Duration2d 21hAverage Duration
Ticket$1,758Cheapest Price
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Comparing Your Travel Options

Map of how to get from Portland to Middletown.ExpandLaunch map view
  • Distance: 2,502.9 mi
  • Duration: 11h 4m

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

Southwest Airlines, Delta, and four other airlines fly from Portland International Airport (PDX) to Bradley International Airport (BDL) every 2 hours. Alternatively, you can take a train from Portland to Silver St @ Silver St Park & Ride via Chicago Union Station, Springfield, Hartford Amtrak Station, and Asylum St @ Bushnell Park in around 2d 21h.

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