Cheap Flights from Chicago to Anchorage

Cheap Flights from Chicago to Anchorage

Cheap Flights from Chicago to Anchorage
Looking for cheap flights from Chicago to Anchorage? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to Anchorage vary by season, cabin, and date, but available award flights can start around 12,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to Anchorage for specific travel dates.
2026-12-04
ORD - ANC
Economy | 1 Stop | 9+ left
From 12,500 Pts + $5.6
AS
2026-12-05
ORD - ANC
Economy | 1 Stop | 9+ left
From 12,500 Pts + $5.6
AS
2026-12-07
ORD - ANC
Economy | 1 Stop | 9+ left
From 12,500 Pts + $5.6
AS
2026-12-08
ORD - ANC
Economy | 1 Stop | 9+ left
From 12,500 Pts + $5.6
AS
2026-12-09
ORD - ANC
Economy | 1 Stop | 9+ left
From 12,500 Pts + $5.6
AS
2026-12-10
ORD - ANC
Economy | 1 Stop | 9+ left
From 12,500 Pts + $5.6
AS
Chicago to Anchorage flight facts
Distance
2,841 mi
4,572 km in a straight line
Estimated flight time
about 6h 15m
In the air, for the straight-line distance
Time difference
−3h
Anchorage is 3 hours behind Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Anchorage
ANC · Ted Stevens Anchorage Intl
Nearby airport alternatives
Flights Grand Rapids - Anchorage · Grand Rapids is 142 mi from Chicago
Premium cabin flights from Chicago to Anchorage
Premium cabin
2026-12-11
ORD - ANC
First | 1 Stop | 3 left
From 35,000 Pts + $5.6
AS
Premium cabin
2026-11-07
ORD - ANC
First | 1 Stop | 1 left
From 45,000 Pts + $25.6
AS
Premium cabin
2026-11-10
ORD - ANC
First | 2 Stops | 1 left
From 45,000 Pts + $25.6
AS
Premium cabin
2026-11-13
ORD - ANC
First | 1 Stop | 2 left
From 45,000 Pts + $25.6
AS
Premium cabin
2026-11-19
ORD - ANC
First | 1 Stop | 2 left
From 45,000 Pts + $25.6
AS
Premium cabin
2026-11-25
ORD - ANC
First | 1 Stop | 2 left
From 45,000 Pts + $25.6
AS
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Frequently Asked Questions
The cheapest route from Chicago to Anchorage depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Cheapest Flights to AnchorageAward flights to the United States
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to Anchorage.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Anchorage.
Chicago and Anchorage are about 2,841 miles (4,572 km) apart in a straight line.
Flying the 2,841-mile straight-line distance takes about 6h 15m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Anchorage is 3 hours behind Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Anchorage: Ted Stevens Anchorage Intl (ANC).
Travelers searching this route also look at other popular routes into Anchorage, plus the return trip when we track it. Fares and award space change daily.
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