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

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There are 9 ways to get from Chicago to Hyannis by plane, bus, train, bus (Flixbus, Greyhound), 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. Fly Chicago O'Hare International Airport to Boston Logan Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)planeORD - BOS
    2. Take the bus from Logan International Airport to Hyannis Transportation Centerbus
    6h 59m
    $130–355

  2. Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)planeORD - PVD
    2. Take the train from Providence to South Stationtrain
    3. Take the bus from Boston South Station to Hyannis Transportation Centerbus
    9h 13m
    $74–947

  3. Train, bus

    1. Take the train from Chicago Union Station to BostontrainLake Shore Limited
    2. Take the bus from Boston South Buses to Hyannis Transportation CenterbusHyannis - South Shore to Logan Airport
    24h 34m
    $130–594

  4. Bus

    1. Take the bus from Chicago Bus Station to Newark Penn Stationbus
    2. Take the bus from Newark Penn Station to Bostonbus
    3. Take the bus from Boston South Station to Hyannis Transportation Centerbus
    28h 5m
    $150–375

  5. Drive 1,026 mi

    1. Drive from Chicago to Hyanniscar1,026 mi
    17h 40m
    $188–271

  6. Fly Chicago Midway International Airport to Boston Logan Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)planeMDW - BOS
    2. Take the bus from Logan International Airport to Hyannis Transportation Centerbus
    6h 37m
    $130–595

  7. Fly Chicago Midway International Airport to Barnstable Municipal Airport

    1. Fly from Chicago Midway International Airport (MDW) to Barnstable Municipal Airport (HYA)planeMDW - HYA
    6h 3m
    $102–555

  8. Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)planeMDW - PVD
    2. Take the train from Providence to South Stationtrain
    3. Take the bus from Boston South Station to Hyannis Transportation Centerbus
    8h 49m
    $90–1,007

  9. Fly Chicago Midway International Airport to Manchester Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)planeMDW - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus
    3. Take the bus from Boston South Station to Hyannis Transportation Centerbus
    8h 41m
    $126–630

Chicago to Hyannis by train and bus

Calendar7Weekly Services
Duration24h 34mAverage Duration
Ticket$130Cheapest Price
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Questions & Answers

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

You can take a bus from Chicago Bus Station to Hyannis Transportation Center via Newark Penn Station, Boston, and Boston South Station in around 28h 5m. Alternatively, Southwest Airlines, Cape Air, and two other airlines fly from Chicago Midway International Airport (MDW) to Barnstable Municipal Airport (HYA) 4 times a day.

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