Flights from Chicago to Windward Coast

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.

Thu, Nov 13 - Thu, Nov 13

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$432 Roundtrip, found 3 days ago

$432

Roundtrip

found 3 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 $432 found 3 days ago

Thu, Oct 16 - Thu, Oct 23

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$437 Roundtrip, found 1 day ago

$437

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Oct 16 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Oct 23, priced at $437 found 1 day ago

Thu, Oct 16 - Fri, Oct 24

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$451 Roundtrip, found 1 day ago

$451

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Oct 16 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 24, priced at $451 found 1 day ago

Tue, Sep 2 - Thu, Sep 11

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$465 Roundtrip, found 1 day ago

$465

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Tue, Sep 2 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 11, priced at $465 found 1 day ago

Sun, Aug 31 - Tue, Sep 2

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$483 Roundtrip, found 1 day ago

$483

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Aug 31 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Sep 2, priced at $483 found 1 day ago

Tue, Sep 2 - Tue, Sep 2

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$494 Roundtrip, found 1 day ago

$494

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Sep 2 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Sep 2, priced at $494 found 1 day ago

Tue, Oct 21 - Tue, Oct 21

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$495 Roundtrip, found 1 day ago

$495

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Oct 21 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Oct 21, priced at $495 found 1 day ago

Sun, Oct 19 - Fri, Oct 24

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$497 Roundtrip, found 1 day ago

$497

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Sun, Oct 19 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 24, priced at $497 found 1 day ago

Wed, Aug 27 - Tue, Sep 2

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$499 Roundtrip, found 1 day ago

$499

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Aug 27 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Sep 2, priced at $499 found 1 day ago

Wed, Oct 22 - Thu, Oct 23

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$500 Roundtrip, found 1 day ago

$500

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Oct 22 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Oct 23, priced at $500 found 1 day ago

Tue, Sep 2 - Thu, Sep 11

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$505 Roundtrip, found 1 day ago

$505

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Sep 2 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 11, priced at $505 found 1 day ago

Sun, Oct 19 - Fri, Oct 24

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$510 Roundtrip, found 1 day ago

$510

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Sun, Oct 19 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 24, priced at $510 found 1 day ago

Sun, Oct 19 - Fri, Oct 24

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$514 Roundtrip, found 1 day ago

$514

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Oct 19 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 24, priced at $514 found 1 day ago

Tue, Sep 2 - Thu, Sep 11

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$515 Roundtrip, found 1 day ago

$515

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Tue, Sep 2 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 11, priced at $515 found 1 day ago

Tue, Sep 2 - Thu, Sep 11

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$521 Roundtrip, found 1 day ago

$521

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Tue, Sep 2 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 11, priced at $521 found 1 day ago

Sun, Oct 19 - Fri, Oct 24

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$524 Roundtrip, found 1 day ago

$524

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Sun, Oct 19 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 24, priced at $524 found 1 day ago

Wed, Aug 27 - Fri, Sep 5

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$529 Roundtrip, found 1 day ago

$529

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Wed, Aug 27 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Sep 5, priced at $529 found 1 day ago

Mon, Aug 11 - Tue, Aug 19

MDW

Midway Intl.

HNL

Daniel K. Inouye Intl.

$666 Roundtrip, found 6 days ago

$666

Roundtrip

found 6 days ago

Select Delta flight, departing Mon, Aug 11 from Midway Intl. to Daniel K. Inouye Intl., returning Tue, Aug 19, priced at $666 found 6 days ago

Thu, Nov 13 - Thu, Nov 13

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$668 Roundtrip, found 3 days ago

$668

Roundtrip

found 3 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 $668 found 3 days ago

Sun, Oct 19 - Fri, Oct 24

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$688 Roundtrip, found 1 day ago

$688

Roundtrip

found 1 day ago

Select United flight, departing Sun, Oct 19 from O'Hare Intl. to Daniel K. Inouye Intl., returning Fri, Oct 24, priced at $688 found 1 day ago