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 - Tue, Aug 5

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$366 Roundtrip, found 1 day ago

$366

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Tue, Aug 5, priced at $366 found 1 day ago

Sat, Jul 26 - Fri, Aug 1

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$404 Roundtrip, found 1 day ago

$404

Roundtrip

found 1 day ago

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

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$417 Roundtrip, found 19 hours ago

$417

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $417 found 19 hours ago

Sat, Jul 26 - Thu, Jul 31

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$421 Roundtrip, found 1 day ago

$421

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Thu, Jul 31, priced at $421 found 1 day ago

Mon, Jul 28 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$437 Roundtrip, found 1 day ago

$437

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Jul 28 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $437 found 1 day ago

Sat, Jul 26 - Wed, Jul 30

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$463 Roundtrip, found 1 day ago

$463

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Wed, Jul 30, priced at $463 found 1 day ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$480 Roundtrip, found 19 hours ago

$480

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $480 found 19 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$487 Roundtrip, found 19 hours ago

$487

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $487 found 19 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$490 Roundtrip, found 19 hours ago

$490

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $490 found 19 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

$550 Roundtrip, found 19 hours ago

$550

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $550 found 19 hours ago

Mon, Jul 28 - Mon, Aug 4

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$554 Roundtrip, found 1 day ago

$554

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Jul 28 from O'Hare Intl. to Barnstable Municipal, returning Mon, Aug 4, priced at $554 found 1 day ago

Fri, Jul 25 - Tue, Aug 5

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$554 Roundtrip, found 1 day ago

$554

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Jul 25 from O'Hare Intl. to Barnstable Municipal, returning Tue, Aug 5, priced at $554 found 1 day ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$560 Roundtrip, found 19 hours ago

$560

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $560 found 19 hours ago

Tue, Jul 29 - Fri, Aug 1

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$562 Roundtrip, found 1 day ago

$562

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Barnstable Municipal, returning Fri, Aug 1, priced at $562 found 1 day ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$574 Roundtrip, found 19 hours ago

$574

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $574 found 19 hours ago

Fri, Jul 25 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$578 Roundtrip, found 1 day ago

$578

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Jul 25 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $578 found 1 day ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$614 Roundtrip, found 19 hours ago

$614

Roundtrip

found 19 hours ago

Select Delta flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $614 found 19 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$629 Roundtrip, found 19 hours ago

$629

Roundtrip

found 19 hours ago

Select United flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $629 found 19 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

HYA

Barnstable Municipal

$668 Roundtrip, found 19 hours ago

$668

Roundtrip

found 19 hours ago

Select JetBlue Airways flight, departing Sat, Jul 26 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 2, priced at $668 found 19 hours ago