Flights from Chicago to Hyannis

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$341 Roundtrip, found 7 hours ago

$341

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $341 found 7 hours ago

Sat, Jul 26 - Tue, Aug 5

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$366 Roundtrip, found 7 hours ago

$366

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Tue, Aug 5, priced at $366 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$383 Roundtrip, found 7 hours ago

$383

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $383 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$390 Roundtrip, found 7 hours ago

$390

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $390 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$391 Roundtrip, found 7 hours ago

$391

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $391 found 7 hours ago

Sat, Jul 26 - Fri, Aug 1

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$404 Roundtrip, found 7 hours ago

$404

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Fri, Aug 1, priced at $404 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$411 Roundtrip, found 7 hours ago

$411

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $411 found 7 hours ago

Sat, Jul 26 - Thu, Jul 31

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$421 Roundtrip, found 7 hours ago

$421

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Thu, Jul 31, priced at $421 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$426 Roundtrip, found 7 hours ago

$426

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $426 found 7 hours ago

Tue, Jul 29 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$431 Roundtrip, found 7 hours ago

$431

Roundtrip

found 7 hours ago

Select JetBlue Airways flight, departing Tue, Jul 29 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $431 found 7 hours ago

Sun, Jul 27 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$437 Roundtrip, found 7 hours ago

$437

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sun, Jul 27 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $437 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$453 Roundtrip, found 7 hours ago

$453

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $453 found 7 hours ago

Sat, Jul 26 - Wed, Jul 30

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$463 Roundtrip, found 7 hours ago

$463

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Wed, Jul 30, priced at $463 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$476 Roundtrip, found 7 hours ago

$476

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $476 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$495 Roundtrip, found 7 hours ago

$495

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $495 found 7 hours ago

Sun, Jul 27 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$501 Roundtrip, found 7 hours ago

$501

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sun, Jul 27 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $501 found 7 hours ago

Sat, Jul 26 - Mon, Aug 4

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$506 Roundtrip, found 1 day ago

$506

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Mon, Aug 4, priced at $506 found 1 day ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$511 Roundtrip, found 7 hours ago

$511

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $511 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$532 Roundtrip, found 7 hours ago

$532

Roundtrip

found 7 hours ago

Select Delta flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $532 found 7 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$547 Roundtrip, found 7 hours ago

$547

Roundtrip

found 7 hours ago

Select United flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $547 found 7 hours ago