Southwest® flights from Chicago (O'Hare) to Anchorage

Promo Code
St. Marteen

Visit Anchorage


Book your flight to Anchorage and explore Alaska's glaciers, wildlife, hiking trails, and unique outdoor adventures.

Flights available to book today. Service starts May 15, 2026.

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Low fares from Chicago (O'Hare) to Anchorage

$

Chicago (O'Hare) (ORD)to

Anchorage (ANC)
Depart: 05/30/2026

One-way

Basic

From
$248

Low fares from Chicago (O'Hare) to Anchorage

$

Chicago (Midway) (MDW)to

Anchorage (ANC)
Depart: 05/30/2026

One-way

Basic

From
$185
Seen: 45 minutes ago

Chicago (Midway) (MDW)to

Anchorage (ANC)
Depart: 04/30/2026

One-way

Basic

From
$189
Seen: 17 hrs ago

Chicago (Midway) (MDW)to

Anchorage (ANC)
Depart: 05/18/2026

One-way

Basic

From
$191
Seen: 11 hrs ago

Chicago (Midway) (MDW)to

Anchorage (ANC)
Depart: 05/30/2026

One-way

Choice

From
$225
Seen: 45 minutes ago

Chicago (Midway) (MDW)to

Anchorage (ANC)
Depart: 04/30/2026

One-way

Choice

From
$229
Seen: 17 hrs ago

Chicago (Midway) (MDW)to

Anchorage (ANC)
Depart: 05/18/2026

One-way

Choice

From
$231
Seen: 11 hrs ago

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*Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

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