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How to get fromWesterly to Chicagoby train, plane, train (Amtrak), bus, car or bus (Flixbus)

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There are 11 ways to get from Westerly to Chicago by train, plane, 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. Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Westerly Amtrak Station to Providencetrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    5h 53m
    $80–598
  2. Train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Westerly Amtrak Station to Providencetrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane plane PVD - ORD
    6h 16m
    $60–478
  3. Train via New York (Amtrak)

    1. Take the train from Westerly Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train Northeast Regional
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    23h 29m
    $140–733
  4. Train, bus

    1. Take the train from Westerly Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    26h 36m
    $125–518
  5. Drive 919.2 mi

    1. Drive from Westerly to Chicagocar car 919.2 mi
    15h 40m
    $168–243
  6. Train to Boston Logan Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Westerly Amtrak Station to Bostontrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    6h 44m
    $125–656
  7. Train to Boston Logan Airport, fly to Chicago Midway International Airport

    1. Take the train from Westerly Amtrak Station to Bostontrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    6h 29m
    $105–726
  8. Train, train to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the train from Westerly Amtrak Station to New Haventrain train
    2. Take the train from New Haven to Windsor Lockstrain train
    3. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    7h 54m
    $109–932
  9. Train, train to Bradley International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Westerly Amtrak Station to New Haventrain train
    2. Take the train from New Haven to Windsor Lockstrain train
    3. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    8h 15m
    $409–1,132
  10. Train (Amtrak)

    1. Take the train from Westerly Amtrak Station to Bostontrain train Northeast Regional
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    24h 34m
    $152–973
  11. Bus

    1. Take the bus from Grove before Wilcox to Turks Headbus bus 95x
    2. Take the bus from Providence to New York Midtownbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    27h 24m
    $122–277

Westerly to Chicago by train (Amtrak)

Calendar10Weekly Trains
Duration23h 29mAverage Duration
Ticket$140Cheapest Price
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Questions & Answers

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

You can take a train from Westerly Amtrak Station to Chicago Union Station via Ny Moynihan Train Hall At Penn Station in around 23h 29m. Alternatively, you can take a bus from Grove before Wilcox to Chicago Bus Station via Turks Head, Providence, and New York Midtown in around 27h 24m.

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