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

Find Transport to Hyannis

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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)plane plane ORD - BOS
    2. Take the bus from Logan International Airport to Hyannis Transportation Centerbus bus
    6h 36m
    $630–945

  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)plane plane ORD - PVD
    2. Take the train from TF Green Airport to South Stationtrain train
    3. Take the bus from Boston South Buses to Hyannis Transportation Centerbus bus
    8h 46m
    $94–346

  3. Train, bus

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the bus from Boston South Buses to Hyannis Transportation Centerbus bus Hyannis - South Shore to Logan Airport
    24h 13m
    $293–618

  4. Bus

    1. Take the bus from Chicago Bus Station to Newark Penn Stationbus bus
    2. Take the bus from Newark Penn Station to Bostonbus bus
    3. Take the bus from Boston South Buses to Hyannis Transportation Centerbus bus
    27h 41m
    $202–308

  5. Drive  1,026 mi

    1. Drive from Chicago to Hyanniscar car 1,026 mi
    17h 54m
    $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)plane plane MDW - BOS
    2. Take the bus from Logan International Airport to Hyannis Transportation Centerbus bus
    6h 22m
    $130–595

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

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    3. Take the bus from Boston South Buses to Hyannis Transportation Centerbus bus
    8h 20m
    $138–603

  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)plane plane MDW - PVD
    2. Take the train from TF Green Airport to South Stationtrain train
    3. Take the bus from Boston South Buses to Hyannis Transportation Centerbus bus
    8h 36m
    $114–456

  9. Fly Chicago Midway International Airport to Barnstable Municipal Airport

    1. Fly from Chicago Midway International Airport (MDW) to Barnstable Municipal Airport (HYA)plane plane MDW - HYA
    5h 39m
    $132–705

Chicago to Hyannis by train and bus

Calendar7Weekly Services
Duration24h 13mAverage Duration
Ticket$293Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Hyannis.ExpandLaunch map view
  • Distance: 958.7 mi
  • Duration: 6h 36m

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 Buses in around 27h 41m. Alternatively, Southwest Airlines and Cape Air fly from Chicago Midway International Airport (MDW) to Barnstable Municipal Airport (HYA) 6 times a week.

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