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

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There are 8 ways to get from Chicago to Wareham by plane, train, train (Amtrak), bus (Flixbus, Greyhound), car, 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 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 South Station to Wareham Villagetrain train
    6h 26m
    $124–595

  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 TF Green Airport to South Stationtrain train
    3. Take the train from South Station to Wareham Villagetrain train
    8h 58m
    $86–336

  3. Train

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the train from South Station to Wareham Villagetrain train CapeFLYER
    24h 12m
    $292–632

  4. Bus

    1. Take the bus from Chicago Bus Station to Newark Penn Stationbus bus
    2. Take the bus from Newark Penn Station to Bostonbus bus
    3. Take the bus from Boston South Buses to New Bedfordbus bus
    26h 31m
    $163–273

  5. Drive 998.9 mi

    1. Drive from Chicago to Warehamcar car 998.9 mi
    17h 16m
    $183–264

  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 South Station to Wareham Villagetrain train
    6h 45m
    $624–1,045

  7. Fly Chicago Midway International Airport to Manchester Airport, bus, train

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    3. Take the train from South Station to Wareham Villagetrain train
    8h 19m
    $130–604

  8. 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 TF Green Airport to South Stationtrain train
    3. Take the train from South Station to Wareham Villagetrain train
    8h 35m
    $102–436

Chicago to Wareham by train

Calendar3Weekly Trains
Duration24h 12mAverage Duration
Ticket$292Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Wareham.ExpandLaunch map view
  • Distance: 922.1 mi
  • Duration: 6h 26m

What companies run services between Chicago, IL, USA and Wareham, MA, USA?

You can take a train from Chicago Union Station to Wareham Village via Boston and South Station in around 24h 12m. Alternatively, you can take a bus from Chicago Bus Station to Wareham Multi-Service Center via Newark Penn Station, Boston, Boston South Buses, and SRTA New Bedford Terminal in around 26h 31m.

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