$219 Cheap American Airlines flights Anchorage (ANC) to Chicago (ORD)

View $219 flight on Thu, Sep 10, 2026Opens in a new window

$219 Cheap American Airlines flights Anchorage (ANC) to Chicago (ORD)

Prices were available within the past 7 days and start at $219 for one-way flights and $551 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, Feb 12 - Sun, Feb 15
ANC
Anchorage
ORD
Chicago
$551 Roundtrip, found 1 day ago
$551
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 12 from Anchorage to Chicago, returning Sun, Feb 15, priced at $551 found 1 day ago
American Airlines
Thu, Feb 12 - Sun, Feb 15
ANC
Anchorage
ORD
Chicago
$624 Roundtrip, found 1 day ago
$624
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 12 from Anchorage to Chicago, returning Sun, Feb 15, priced at $624 found 1 day ago
American Airlines
Thu, Feb 12 - Sun, Feb 15
ANC
Anchorage
ORD
Chicago
$733 Roundtrip, found 1 day ago
$733
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 12 from Anchorage to Chicago, returning Sun, Feb 15, priced at $733 found 1 day ago

Find the cheapest month to fly from Anchorage (ANC) to Chicago (ORD)

September is typically the cheapest month to fly

From $312 - $462 per traveler.
Flights from Anchorage (ANC) to Chicago (ORD)
Origin airport
Ted Stevens Anchorage Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, United
Popular airline
American Airlines
Distance
4540 km