Flights from Chicago to Anchorage

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, Sep 1 - Fri, Sep 12

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$396 Roundtrip, found 6 days ago

$396

Roundtrip

found 6 days ago

Select Hawaiian Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Fri, Sep 12, priced at $396 found 6 days ago

Wed, Sep 3 - Sat, Sep 13

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$396 Roundtrip, found 6 days ago

$396

Roundtrip

found 6 days ago

Select American Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Sat, Sep 13, priced at $396 found 6 days ago

Mon, Jun 30 - Tue, Jul 8

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$472 Roundtrip, found 3 days ago

$472

Roundtrip

found 3 days ago

Select Alaska Airlines flight, departing Mon, Jun 30 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Tue, Jul 8, priced at $472 found 3 days ago

Sun, Jun 29 - Wed, Jul 9

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$492 Roundtrip, found 3 days ago

$492

Roundtrip

found 3 days ago

Select Delta flight, departing Sun, Jun 29 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Wed, Jul 9, priced at $492 found 3 days ago

Mon, Jun 30 - Mon, Jul 7

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$527 Roundtrip, found 3 days ago

$527

Roundtrip

found 3 days ago

Select Delta flight, departing Mon, Jun 30 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Mon, Jul 7, priced at $527 found 3 days ago

Wed, Jun 11 - Thu, Jun 19

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$561 Roundtrip, found 1 day ago

$561

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Wed, Jun 11 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Thu, Jun 19, priced at $561 found 1 day ago

Tue, Jun 10 - Thu, Jun 19

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$571 Roundtrip, found 1 day ago

$571

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Thu, Jun 19, priced at $571 found 1 day ago

Sun, Jun 15 - Thu, Jun 19

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$581 Roundtrip, found 1 day ago

$581

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Jun 15 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Thu, Jun 19, priced at $581 found 1 day ago

Sun, Jun 15 - Sat, Jun 21

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$595 Roundtrip, found 1 day ago

$595

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Sun, Jun 15 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Sat, Jun 21, priced at $595 found 1 day ago

Wed, Jun 11 - Sun, Jun 22

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$601 Roundtrip, found 1 day ago

$601

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Wed, Jun 11 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Sun, Jun 22, priced at $601 found 1 day ago

Fri, Jun 13 - Thu, Jun 19

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$605 Roundtrip, found 1 day ago

$605

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Thu, Jun 19, priced at $605 found 1 day ago

Tue, Jun 10 - Sun, Jun 22

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$611 Roundtrip, found 1 day ago

$611

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Sun, Jun 22, priced at $611 found 1 day ago

Fri, Jun 13 - Fri, Jun 20

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$615 Roundtrip, found 1 day ago

$615

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Fri, Jun 20, priced at $615 found 1 day ago

Mon, Jun 9 - Sat, Jun 21

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$616 Roundtrip, found 1 day ago

$616

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jun 9 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Sat, Jun 21, priced at $616 found 1 day ago

Fri, Jun 13 - Sat, Jun 21

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$627 Roundtrip, found 1 day ago

$627

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Sat, Jun 21, priced at $627 found 1 day ago

Sun, Jun 15 - Sun, Jun 22

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$635 Roundtrip, found 1 day ago

$635

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Sun, Jun 15 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Sun, Jun 22, priced at $635 found 1 day ago

Mon, Jun 9 - Sun, Jun 22

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$641 Roundtrip, found 1 day ago

$641

Roundtrip

found 1 day ago

Select United flight, departing Mon, Jun 9 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Sun, Jun 22, priced at $641 found 1 day ago

Wed, Jun 11 - Mon, Jun 16

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$650 Roundtrip, found 1 day ago

$650

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Wed, Jun 11 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Mon, Jun 16, priced at $650 found 1 day ago

Tue, Jun 10 - Mon, Jun 16

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$660 Roundtrip, found 1 day ago

$660

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Mon, Jun 16, priced at $660 found 1 day ago

Sun, Jun 15 - Mon, Jun 16

ORD

O'Hare Intl.

ANC

Ted Stevens Anchorage Intl.

$670 Roundtrip, found 1 day ago

$670

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Jun 15 from O'Hare Intl. to Ted Stevens Anchorage Intl., returning Mon, Jun 16, priced at $670 found 1 day ago