Flights from Chicago to Waiahole

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.

Mon, Oct 6 - Fri, Oct 10

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$465 Roundtrip, found 4 days ago

$465

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Mon, Oct 6 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 10, priced at $465 found 4 days ago

Wed, Sep 3 - Thu, Sep 4

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$465 Roundtrip, found 5 days ago

$465

Roundtrip

found 5 days ago

Select Delta flight, departing Wed, Sep 3 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 4, priced at $465 found 5 days ago

Tue, Oct 14 - Wed, Oct 29

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$473 Roundtrip, found 6 days ago

$473

Roundtrip

found 6 days ago

Select Alaska Airlines flight, departing Tue, Oct 14 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Oct 29, priced at $473 found 6 days ago

Tue, Oct 14 - Wed, Oct 29

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$481 Roundtrip, found 6 days ago

$481

Roundtrip

found 6 days ago

Select Alaska Airlines flight, departing Tue, Oct 14 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Oct 29, priced at $481 found 6 days ago

Sun, Oct 19 - Fri, Oct 24

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$494 Roundtrip, found 4 days ago

$494

Roundtrip

found 4 days ago

Select Delta flight, departing Sun, Oct 19 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 24, priced at $494 found 4 days ago

Thu, Oct 23 - Tue, Oct 28

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$496 Roundtrip, found 5 hours ago

$496

Roundtrip

found 5 hours ago

Select Alaska Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Oct 28, priced at $496 found 5 hours ago

Thu, Oct 23 - Tue, Oct 28

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$502 Roundtrip, found 5 hours ago

$502

Roundtrip

found 5 hours ago

Select Alaska Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Oct 28, priced at $502 found 5 hours ago

Thu, Nov 13 - Thu, Nov 13

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$512 Roundtrip, found 2 days ago

$512

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Thu, Nov 13 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Nov 13, priced at $512 found 2 days ago

Sun, Oct 19 - Fri, Oct 24

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$515 Roundtrip, found 4 days ago

$515

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Sun, Oct 19 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 24, priced at $515 found 4 days ago

Wed, Sep 3 - Wed, Sep 3

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$522 Roundtrip, found 5 days ago

$522

Roundtrip

found 5 days ago

Select Delta flight, departing Wed, Sep 3 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Sep 3, priced at $522 found 5 days ago

Thu, Nov 13 - Thu, Nov 13

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$525 Roundtrip, found 2 days ago

$525

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Thu, Nov 13 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Nov 13, priced at $525 found 2 days ago

Thu, Oct 23 - Tue, Oct 28

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$530 Roundtrip, found 5 hours ago

$530

Roundtrip

found 5 hours ago

Select Alaska Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Oct 28, priced at $530 found 5 hours ago

Mon, Oct 6 - Fri, Oct 10

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$535 Roundtrip, found 4 days ago

$535

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Mon, Oct 6 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 10, priced at $535 found 4 days ago

Thu, Oct 23 - Tue, Oct 28

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$536 Roundtrip, found 5 hours ago

$536

Roundtrip

found 5 hours ago

Select Alaska Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Oct 28, priced at $536 found 5 hours ago

Tue, Aug 19 - Tue, Aug 26

MDW

Midway Intl.

HNL

Daniel K. Inouye Intl.

$544 Roundtrip, found 6 days ago

$544

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Aug 19 from Midway Intl. to Daniel K. Inouye Intl., returning Tue, Aug 26, priced at $544 found 6 days ago

Mon, Oct 6 - Fri, Oct 10

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$544 Roundtrip, found 4 days ago

$544

Roundtrip

found 4 days ago

Select Delta flight, departing Mon, Oct 6 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 10, priced at $544 found 4 days ago

Tue, Aug 19 - Mon, Aug 25

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$621 Roundtrip, found 1 day ago

$621

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Tue, Aug 19 from O'Hare Intl. to Daniel K. Inouye Intl., returning Mon, Aug 25, priced at $621 found 1 day ago

Thu, Nov 13 - Thu, Nov 13

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$656 Roundtrip, found 2 days ago

$656

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 13 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Nov 13, priced at $656 found 2 days ago

Thu, Nov 13 - Thu, Nov 13

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$669 Roundtrip, found 2 days ago

$669

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 13 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Nov 13, priced at $669 found 2 days ago

Mon, Oct 6 - Fri, Oct 10

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$713 Roundtrip, found 4 days ago

$713

Roundtrip

found 4 days ago

Select United flight, departing Mon, Oct 6 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 10, priced at $713 found 4 days ago