Flights from Chicago to Maui

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.

Tue, Jul 1 - Tue, Jul 8

ORD

O'Hare Intl.

OGG

Kahului

$604 Roundtrip, found 18 hours ago

$604

Roundtrip

found 18 hours ago

Select American Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to Kahului, returning Tue, Jul 8, priced at $604 found 18 hours ago

Tue, Jul 1 - Thu, Jul 10

ORD

O'Hare Intl.

OGG

Kahului

$633 Roundtrip, found 3 days ago

$633

Roundtrip

found 3 days ago

Select Hawaiian Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to Kahului, returning Thu, Jul 10, priced at $633 found 3 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$633 Roundtrip, found 2 days ago

$633

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $633 found 2 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$638 Roundtrip, found 2 days ago

$638

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $638 found 2 days ago

Fri, Jul 4 - Thu, Jul 10

ORD

O'Hare Intl.

OGG

Kahului

$663 Roundtrip, found 3 days ago

$663

Roundtrip

found 3 days ago

Select Hawaiian Airlines flight, departing Fri, Jul 4 from O'Hare Intl. to Kahului, returning Thu, Jul 10, priced at $663 found 3 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$686 Roundtrip, found 2 days ago

$686

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $686 found 2 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$687 Roundtrip, found 2 days ago

$687

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $687 found 2 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$692 Roundtrip, found 2 days ago

$692

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $692 found 2 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$705 Roundtrip, found 2 days ago

$705

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $705 found 2 days ago

Tue, Jul 1 - Fri, Jul 11

ORD

O'Hare Intl.

OGG

Kahului

$708 Roundtrip, found 3 days ago

$708

Roundtrip

found 3 days ago

Select Hawaiian Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to Kahului, returning Fri, Jul 11, priced at $708 found 3 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$713 Roundtrip, found 2 days ago

$713

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $713 found 2 days ago

Sun, Jun 29 - Thu, Jul 10

ORD

O'Hare Intl.

OGG

Kahului

$714 Roundtrip, found 3 days ago

$714

Roundtrip

found 3 days ago

Select Hawaiian Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Kahului, returning Thu, Jul 10, priced at $714 found 3 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$715 Roundtrip, found 2 days ago

$715

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $715 found 2 days ago

Tue, Jul 1 - Wed, Jul 9

ORD

O'Hare Intl.

OGG

Kahului

$723 Roundtrip, found 3 days ago

$723

Roundtrip

found 3 days ago

Select Hawaiian Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to Kahului, returning Wed, Jul 9, priced at $723 found 3 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$723 Roundtrip, found 2 days ago

$723

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $723 found 2 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$733 Roundtrip, found 2 days ago

$733

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $733 found 2 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$735 Roundtrip, found 2 days ago

$735

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $735 found 2 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$751 Roundtrip, found 2 days ago

$751

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $751 found 2 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$834 Roundtrip, found 2 days ago

$834

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $834 found 2 days ago

Thu, Jan 29 - Wed, Feb 4

ORD

O'Hare Intl.

OGG

Kahului

$904 Roundtrip, found 2 days ago

$904

Roundtrip

found 2 days ago

Select United flight, departing Thu, Jan 29 from O'Hare Intl. to Kahului, returning Wed, Feb 4, priced at $904 found 2 days ago