Flights from Chicago to Waimanalo

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.

Wed, Oct 22 - Wed, Oct 29

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$529 Roundtrip, found 18 hours ago

$529

Roundtrip

found 18 hours ago

Select Delta flight, departing Wed, Oct 22 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Oct 29, priced at $529 found 18 hours ago

Thu, Oct 23 - Wed, Oct 29

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$555 Roundtrip, found 18 hours ago

$555

Roundtrip

found 18 hours ago

Select Alaska Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Oct 29, priced at $555 found 18 hours ago

Thu, Oct 23 - Wed, Oct 29

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$562 Roundtrip, found 18 hours ago

$562

Roundtrip

found 18 hours ago

Select American Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Oct 29, priced at $562 found 18 hours ago

Sat, Aug 30 - Thu, Sep 4

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$563 Roundtrip, found 5 days ago

$563

Roundtrip

found 5 days ago

Select Alaska Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 4, priced at $563 found 5 days ago

Tue, Oct 21 - Tue, Oct 28

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$564 Roundtrip, found 18 hours ago

$564

Roundtrip

found 18 hours ago

Select Alaska Airlines flight, departing Tue, Oct 21 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Oct 28, priced at $564 found 18 hours ago

Thu, Oct 23 - Wed, Oct 29

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$568 Roundtrip, found 18 hours ago

$568

Roundtrip

found 18 hours ago

Select Alaska Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Oct 29, priced at $568 found 18 hours ago

Tue, Sep 2 - Tue, Sep 2

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$571 Roundtrip, found 2 days ago

$571

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Sep 2 from O'Hare Intl. to Daniel K. Inouye Intl., returning Tue, Sep 2, priced at $571 found 2 days ago

Thu, Oct 23 - Tue, Oct 28

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$572 Roundtrip, found 18 hours ago

$572

Roundtrip

found 18 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 $572 found 18 hours ago

Wed, Sep 3 - Wed, Sep 3

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$574 Roundtrip, found 2 days ago

$574

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Sep 3 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Sep 3, priced at $574 found 2 days ago

Thu, Oct 23 - Thu, Oct 30

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$576 Roundtrip, found 18 hours ago

$576

Roundtrip

found 18 hours ago

Select Alaska Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Oct 30, priced at $576 found 18 hours ago

Tue, Oct 21 - Wed, Oct 29

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$576 Roundtrip, found 18 hours ago

$576

Roundtrip

found 18 hours ago

Select Delta flight, departing Tue, Oct 21 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Oct 29, priced at $576 found 18 hours ago

Mon, Sep 1 - Mon, Sep 8

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$580 Roundtrip, found 23 hours ago

$580

Roundtrip

found 23 hours ago

Select American Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Daniel K. Inouye Intl., returning Mon, Sep 8, priced at $580 found 23 hours ago

Tue, Sep 2 - Thu, Sep 4

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$580 Roundtrip, found 5 days ago

$580

Roundtrip

found 5 days ago

Select Alaska Airlines flight, departing Tue, Sep 2 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 4, priced at $580 found 5 days ago

Sat, Aug 30 - Thu, Sep 4

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$581 Roundtrip, found 5 days ago

$581

Roundtrip

found 5 days ago

Select American Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 4, priced at $581 found 5 days ago

Fri, Oct 24 - Wed, Oct 29

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$582 Roundtrip, found 18 hours ago

$582

Roundtrip

found 18 hours ago

Select Delta flight, departing Fri, Oct 24 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Oct 29, priced at $582 found 18 hours ago

Tue, Sep 2 - Thu, Sep 11

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$583 Roundtrip, found 23 hours ago

$583

Roundtrip

found 23 hours ago

Select Hawaiian Airlines flight, departing Tue, Sep 2 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 11, priced at $583 found 23 hours ago

Sat, Aug 30 - Thu, Sep 4

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$584 Roundtrip, found 5 days ago

$584

Roundtrip

found 5 days ago

Select American Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Daniel K. Inouye Intl., returning Thu, Sep 4, priced at $584 found 5 days ago

Mon, Aug 11 - Tue, Aug 19

MDW

Midway Intl.

HNL

Daniel K. Inouye Intl.

$666 Roundtrip, found 2 days ago

$666

Roundtrip

found 2 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 2 days ago

Mon, Nov 10 - Wed, Nov 12

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$704 Roundtrip, found 2 days ago

$704

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Nov 10 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Nov 12, priced at $704 found 2 days ago

Mon, Nov 10 - Wed, Nov 12

ORD

O'Hare Intl.

HNL

Daniel K. Inouye Intl.

$752 Roundtrip, found 2 days ago

$752

Roundtrip

found 2 days ago

Select United flight, departing Mon, Nov 10 from O'Hare Intl. to Daniel K. Inouye Intl., returning Wed, Nov 12, priced at $752 found 2 days ago