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How to get fromCape Cod to Chicagoby bus, plane, train, bus (Flixbus) or car

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

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 Hyannis Transportation Center to Logan International Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    7h 31m
    $128–598

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

    cheapest
    1. Take the bus from Hyannis Transportation Center to Boston South Stationbus 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
    10h 15m
    $66–314

  3. Bus, train

    1. Take the bus from Hyannis Transportation Center to Boston South Busesbus bus Hyannis - South Shore to Logan Airport
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    26h 11m
    $250–588

  4. Bus

    1. Take the bus from Hyannis Transportation Center to Boston South Busesbus bus
    2. Take the bus from Boston to New York Midtownbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    29h 28m
    $165–283

  5. Drive 1,031 mi

    1. Drive from Cape Cod to Chicagocar car 1,031 mi
    17h 57m
    $189–272

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

    1. Take the bus from Hyannis Transportation Center to Logan International Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    7h 49m
    $163–428

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

    1. Take the bus from Hyannis Transportation Center 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
    9h 46m
    $212–952

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

    1. Take the bus from Hyannis Transportation Center to Boston South Stationbus 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
    9h 15m
    $153–764

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

    1. Take the bus from Hyannis Transportation Center to Boston South Stationbus 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
    9h 47m
    $96–484

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

Calendar46Weekly Planes
Duration3h 34mAverage Duration
Ticket$97Cheapest Price
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Questions & Answers

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

You can take a bus from Town Hall Lawton Bus Shelter to Chicago Bus Station via Hyannis Transportation Center, Boston, Bus Terminal South Station, Boston, and New York Midtown in around 29h 28m.

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