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Chicago to Hyannis Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Chicago and Hyannis airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

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Airports in Hyannis MA, US
map of airports in Hyannis
  • 1

    Provincetown Airport (PVC)

    Distance from City Center: 29.5 miles

  • 2

    Memorial (ACK)

    Distance from City Center: 30.3 miles

  • 3

    Martha's Vineyard Airport (MVY)

    Distance from City Center: 24.5 miles

  • 4

    New Bedford Airport (EWB)

    Distance from City Center: 34.2 miles

  • 5

    Barnstable (HYA)

    Distance from City Center: 0.8 miles

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Cheap flights from Chicago to Hyannis

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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Hyannis Airport Hotels

Hotel only $50

Americas Best Value Inn

2 stars
3.4 / 5 161 reviews

206 Main Street Map

Fall Sale - Save 15% on your stay

...Barnstable Municipal Airport (0.8 mi/1.3 km).... More

Hotel only $145

DoubleTree by Hilton Cape Cod Hyannis

4 stars
3.9 / 5 10 reviews

287 Iyannough Road Map

Signature chocolate chip cookie at check-in

...Tree by Hilton Cape Cod - Hyannis is conveniently located in the heart of beautiful Cape Cod within an hour*s drive of Boston*s Logan Airport /BOS/ and T.F.... Green Airport /PVD/ and only... More

Hotel only $109

Hyannis Harbor Hotel

3 stars
3.1 / 5 61 reviews

213 Ocean Street Map

...Barnstable Municipal Airport (1.2 mi/2 km).... More

Hotel only $103

Magnuson Hotel International Inn

3 stars
2.6 / 5 25 reviews

662 Main Street Map

Stay and Save 25%

The Magnuson Hotel International is a boutique style hotel offering nonsmoking accommodations in a downtown Hyannis location near top attractions and activities in Hyannis, Massachusetts. Hyannis... More

Hotel only $103

Hampton Inn & Suites Cape Cod-West Yarmouth

2 stars
4.1 / 5 16 reviews

99 Route 28 Map

Free On The HouseT hot breakfast, Wi-Fi

experience the cape...welcome to the Hampton Inn & Suites-Cape Cod/West Yarmouth We've never really calibrated it, but we're pretty sure our watches run a little slower here on Cape Cod. Come visit... More

Hotel only $59

Rodeway Inn Hyannis

1 star
2.9 / 5 14 reviews

614 Iyannough Road Map

...Cape Cod Mall, Barnstable Municipal Airport and many restaurants are within walking distance.... More

Chicago to Hyannis Intro 34

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