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

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There are 9 ways to get from Wrentham to Chicago by train, plane, bus (Flixbus), train (Amtrak), 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. Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    best
    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
    $114–424

  2. Fly Boston Logan Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    6h 6m
    $92–404

  3. Bus

    1. Take the bus from Peter Pan Bus Terminal to Port Authority Bus Terminalbus bus Providence
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    22h 34m
    $227–403

  4. Train (Amtrak)

    1. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    24h 20m
    $353–732

  5. Drive 972.7 mi

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

  6. Train to Boston Logan Airport, fly to Chicago Midway International Airport

    1. Take the train from Norfolk to South Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    5h 41m
    $107–464

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

    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 54m
    $99–374

  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
    $122–512

  9. Fly Boston Logan Airport to General Mitchell International Airport, train

    1. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 9m
    $705–3,428

Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW) flights

Calendar41Weekly Planes
Duration3h 33mAverage Duration
Ticket$75Cheapest Price
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Questions & Answers

Map of how to get from Wrentham to Chicago.ExpandLaunch map view
  • Distance: 886.3 mi
  • Duration: 5h 24m

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

You can take a vehicle from Wrentham to Chicago Bus Station via Peter Pan Bus Terminal, Port Authority Bus Terminal, and New York Midtown in around 22h 34m. Alternatively, Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $330–700 and the journey takes 22h 22m.

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