Rome2Rio

How to get fromPortland to Chesterby plane, bus, train, car or train (Amtrak)

Find Transport to Chester

See all options

There are 10 ways to get from Portland to Chester by plane, bus, train, car, or train (Amtrak)

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, bus

    best
    1. Fly from Portland International Airport (PDX) to Bradley International Airport (BDL)plane plane PDX - BDL
    2. Take the bus from Central Row South Side @ Travelers to Chester Park & Ride @ W Main Stbus bus
    11h 21m
    $275–1,213

  2. Fly to Theodore Francis Green State Airport, train

    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
    12h 56m
    $196–1,025

  3. Train, bus

    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
    4. Take the bus from Asylum St @ Bushnell Park to Chester Park & Ride @ W Main Stbus bus
    2d 21h
    $348–1,778

  4. Drive 2,975.8 mi

    1. Drive from Portland to Chestercar car 2,975.8 mi
    2d
    $544–785

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

    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
    11h 45m
    $231–1,112

  6. 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 Old Saybrook Amtrak Stationtrain train
    12h 5m
    $199–1,003

  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 Old Saybrook Amtrak Stationtrain train
    11h 22m
    $279–1,362

  8. 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 Old Saybrook Amtrak Stationtrain train
    13h 21m
    $260–1,843

  9. Train (Amtrak)

    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 Old Saybrook Amtrak Stationtrain train
    2d 23h
    $329–1,662

  10. 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 train from Toronto Union Station to New York Penn Stationtrain train
    4. Take the train from Ny Moynihan Train Hall At Penn Station to Old Saybrook Amtrak Stationtrain train
    5d
    $387–901

Portland to Chester by train and bus

Calendar7Weekly Services
Duration2d 21hAverage Duration
Ticket$348Cheapest Price
See schedules

Questions & Answers

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

You can take a train from Portland to Chester Center @ Water Street Parking Lot via Chicago Union Station, Ny Moynihan Train Hall At Penn Station, Old Saybrook Amtrak Station, and Stage Rd & Rt 1 in around 2d 23h.

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

Trips from Portland

Trips to Chester

Popular routes