Departure time
Airlines
Fares are the lowest prices found recently and can change when you click through. You book on the airline's or travel agency's website. AirTriply may earn a commission at no extra cost to you.
Lowest fare$239
Cheapest monthNovember 2026
Typical flight time7h 30m
Direct flightsNo
Lowest fare by month
Airlines on this route
Frequently asked questions
What is the cheapest month to fly from Anchorage to Chicago?
November 2026 has had the lowest recent fares, from $239 one way.
How long is the flight from Anchorage to Chicago?
A typical flight takes about 7h 30m.
Are there direct flights from Anchorage to Chicago?
No direct flights were found recently. Most trips include a stop.
Where do I book my ticket?
AirTriply compares fares from airlines and travel agencies. When you choose a deal, you book on the seller's own website.
Popular routes
Anchorage → SitkaAnchorage → KodiakAnchorage → San FranciscoAnchorage → San DiegoAnchorage → Los AngelesAnchorage → BostonAnchorage → SeattleAnchorage → San JoseAnchorage → OntarioAnchorage → OaklandAnchorage → DallasAnchorage → New YorkAnchorage → DenverCheap flights to ChicagoCheap flights from Chicago
