Rome2Rio

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

Find Transport to Hyannis

See all options

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 Midway International Airport to Boston Logan Airport, bus

    best
    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 37m
    $140–645

  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 Station to Hyannis Transportation Centerbus bus
    9h 32m
    $90–401

  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 34m
    $312–649

  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 Station to Hyannis Transportation Centerbus bus
    25h 5m
    $153–296

  5. Drive 1,026 mi

    1. Drive from Chicago to Hyanniscar car 1,026 mi
    17h 51m
    $188–271

  6. Fly Chicago O'Hare International Airport to Boston Logan Airport, bus

    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
    7h 3m
    $230–595

  7. 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 58m
    $172–905

  8. 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 Station to Hyannis Transportation Centerbus bus
    8h 41m
    $154–751

  9. 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 Station to Hyannis Transportation Centerbus bus
    8h 57m
    $126–601

Chicago to Hyannis by train and bus

Calendar7Weekly Services
Duration24h 34mAverage Duration
Ticket$312Cheapest Price
See schedules

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 25h 5m. Alternatively, Southwest Airlines, American Airlines, and two other airlines fly from Chicago Midway International Airport (MDW) to Barnstable Municipal Airport (HYA) once daily.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers

Trips from Chicago

Trips to Hyannis

Popular routes