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

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There are 9 ways to get from Plymouth to Chicago by bus, plane, bus (Greyhound, 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 Park & Ride Lot, Ex 13 Info. Ctr. to Logan International Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    5h 31m
    $107–441

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

    cheapest
    1. Take the bus from Park & Ride Lot, Ex 13 Info. Ctr. to Boston South Busesbus bus
    2. Take the train from South Station to TF Green Airporttrain train
    3. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane plane PVD - ORD
    8h 10m
    $95–375

  3. Bus

    1. Take the bus from Park & Ride Lot, Ex 13 Info. Ctr. to Boston South Busesbus bus
    2. Take the bus from Boston to Newark Penn Stationbus bus
    3. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus
    24h 22m
    $184–319

  4. Train

    1. Take the train from Kingston to South Stationtrain train Kingston Line
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    24h 24m
    $327–712

  5. Drive 999.7 mi

    1. Drive from Plymouth to Chicagocar car 999.7 mi
    17h 16m
    $183–264

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

    1. Take the bus from Park & Ride Lot, Ex 13 Info. Ctr. to Logan International Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    5h 56m
    $622–1,031

  7. Bus, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Park & Ride Lot, Ex 13 Info. Ctr. to Boston South Busesbus bus
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    7h 1m
    $123–514

  8. Bus, train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    1. Take the bus from Park & Ride Lot, Ex 13 Info. Ctr. to Boston South Busesbus bus
    2. Take the train from South Station to TF Green Airporttrain train
    3. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    7h 39m
    $105–435

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

    1. Take the bus from Park & Ride Lot, Ex 13 Info. Ctr. to Logan International 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
    $699–2,000

Plymouth to Chicago by bus

Calendar30Weekly Buses
Duration24h 22mAverage Duration
Ticket$184Cheapest Price
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Questions & Answers

Map of how to get from Plymouth to Chicago.ExpandLaunch map view
  • Distance: 913.7 mi
  • Duration: 5h 31m

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

You can take a bus from Park & Ride Lot, Ex 13 Info. Ctr. to Chicago Bus Station via Boston, South Station, Boston, and Newark Penn Station in around 24h 22m. Alternatively, you can take a train from Kingston to Chicago Union Station via South Station and Boston in around 24h 24m.

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