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

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There are 9 ways to get from Wrentham to Chicago by bus, plane, bus (Flixbus), train (Amtrak), car, or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Bus to Boston Logan Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Mansfield Station to Boston Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    5h 30m
    $136–484

  2. Train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Mansfield to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane plane PVD - ORD
    5h 46m
    $104–404

  3. Bus

    1. Take the bus from Mansfield Station to Newton - Riverside MBTA Stationbus bus
    2. Take the bus from Newton, MA to Manhattan, NYbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    23h 34m
    $209–304

  4. Train (Amtrak)

    1. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    24h 20m
    $293–632

  5. Drive  972.7 mi

    1. Drive from Wrentham to Chicagocar car 972.7 mi
    16h 40m
    $178–257

  6. Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    1. Take the train from Mansfield to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    5h 24m
    $114–454

  7. Bus to Boston Logan Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Mansfield Station to Boston Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    5h 51m
    $656–1,064

  8. Bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    7h 4m
    $132–601

  9. Bus to Boston Logan Airport, fly to General Mitchell International Airport, train

    1. Take the bus from Mansfield Station to Boston Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 1m
    $728–2,023

Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) flights

Calendar46Weekly Planes
Duration2h 47mAverage Duration
Ticket$84Cheapest Price
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Questions & Answers

Map of how to get from Wrentham to Chicago.ExpandLaunch map view
  • Distance: 916.7 mi
  • Duration: 5h 30m

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

You can take a vehicle from Wrentham to Chicago Bus Station via Mansfield Station, Newton - Riverside MBTA Station, Newton, MA, Manhattan, NY, and New York Midtown in around 23h 34m. Alternatively, Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $270–600 and the journey takes 22h 22m.

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