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

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There are 12 ways to get from Chicago to Westerly by plane, train, bus, train (Amtrak), 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 Chicago Midway International Airport to Boston Logan Airport, train

    best
    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    2. Take the train from Boston to Westerly Amtrak Stationtrain train
    6h 35m
    $140–574

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane plane ORD - PVD
    2. Take the train from Providence to Westerly Amtrak Stationtrain train
    7h 18m
    $78–351

  3. Bus, train

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus
    2. Take the bus from New York Midtown to Providencebus bus
    3. Take the train from Providence to Westerly Amtrak Stationtrain train
    23h 17m
    $178–297

  4. Train via New York (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Westerly Amtrak Stationtrain train Northeast Regional
    24h 5m
    $360–716

  5. Drive 918.9 mi

    1. Drive from Chicago to Westerlycar car 918.9 mi
    15h 42m
    $168–243

  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)plane plane ORD - BOS
    2. Take the train from Boston to Westerly Amtrak Stationtrain train
    6h 55m
    $114–464

  7. 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)plane plane MDW - PVD
    2. Take the train from Providence to Westerly Amtrak Stationtrain train
    6h 48m
    $98–441

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

    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Westerly Amtrak Stationtrain train
    8h 17m
    $200–656

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

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    3. Take the train from New Haven to Westerly Amtrak Stationtrain train
    8h 20m
    $140–588

  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)plane plane ORD - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    3. Take the train from New Haven to Westerly Amtrak Stationtrain train
    8h 51m
    $116–478

  11. Train (Amtrak)

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the train from Boston to Westerly Amtrak Stationtrain train Northeast Regional
    24h 5m
    $362–718

  12. Bus, train via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Westerly Amtrak Stationtrain train
    25h 44m
    $208–443

Chicago to Westerly by bus and train

Calendar15Weekly Services
Duration23h 17mAverage Duration
Ticket$178Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Westerly.ExpandLaunch map view
  • Distance: 964.9 mi
  • Duration: 6h 35m

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 Ny Moynihan Train Hall At Penn Station in around 24h 5m.

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Train operators
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