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How to get fromChicago to Westerlyby plane, train, train (Amtrak), bus, car or bus (Flixbus)

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There are 12 ways to get from Chicago to Westerly by plane, train, train (Amtrak), bus, car, or bus (Flixbus)

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 Chicago O'Hare International Airport to Theodore Francis Green State Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)planeORD - PVD
    2. Take the train from Providence to Westerly Amtrak Stationtrain
    6h 36m
    $66–517

  2. Train (Amtrak)

    1. Take the train from Chicago Union Station to BostontrainLake Shore Limited
    2. Take the train from Boston to Westerly Amtrak StationtrainNortheast Regional
    24h 3m
    $131–887

  3. Bus, train

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus
    3. Take the bus from Port Authority Bus Terminal to New Haven Union Stationbus
    4. Take the train from New Haven to Westerly Amtrak Stationtrain
    26h 39m
    $129–542

  4. Drive 918.9 mi

    1. Drive from Chicago to Westerlycar918.9 mi
    15h 30m
    $168–243

  5. Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)planeMDW - PVD
    2. Take the train from Providence to Westerly Amtrak Stationtrain
    6h 13m
    $80–577

  6. Fly Chicago O'Hare International Airport to Boston Logan Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)planeORD - BOS
    2. Take the train from Boston to Westerly Amtrak Stationtrain
    6h 50m
    $124–554

  7. Fly Chicago Midway International Airport to Boston Logan Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)planeMDW - BOS
    2. Take the train from Boston to Westerly Amtrak Stationtrain
    6h 30m
    $124–794

  8. Fly Chicago Midway International Airport to Laguardia Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)planeMDW - LGA
    2. Take the train from New Rochelle Amtrak Station to Westerly Amtrak Stationtrain
    8h 18m
    $98–645

  9. Fly Chicago Midway International Airport to Bradley International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)planeMDW - BDL
    2. Take the train from Windsor Locks to New Haventrain
    3. Take the train from New Haven to Westerly Amtrak Stationtrain
    8h 17m
    $118–988

  10. Fly Chicago O'Hare International Airport to Bradley International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)planeORD - BDL
    2. Take the train from Windsor Locks to New Haventrain
    3. Take the train from New Haven to Westerly Amtrak Stationtrain
    8h 52m
    $378–1,088

  11. Train via New York (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn StationtrainLake Shore Limited / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Westerly Amtrak StationtrainNortheast Regional
    24h 5m
    $151–737

  12. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus
    2. Take the bus from New York Midtown to Providencebus
    3. Take the bus from Turks Head to Westerly Railroad Stationbus95x
    27h 11m
    $134–348

Chicago to Westerly by train (Amtrak)

Calendar7Weekly Trains
Duration24h 3mAverage Duration
Ticket$131Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Westerly, RI, USA?

You can take a train from Chicago Union Station to Westerly Amtrak Station via Boston in around 24h 3m. Alternatively, you can take a bus from Chicago Bus Station to Westerly Railroad Station via New York Midtown, Providence, and Turks Head in around 27h 11m.

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