Route Price Intelligence
Cheap Flights From Anchorage to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$420
Deals From
$409
Usually Costs
$409 – $439
Lowest We've Seen
$309
Based on 7,744 price pointshigh confidence
Monthly Price Guide
Jan
$429
Feb
$429
Mar
$656
Apr
$569
May
$413
Jun
$420
Jul
$429
Aug
$420
Sep
$409
Oct
$409
Nov
$409
Dec
$454
Cheapest Average Expensive
Best Time to Fly from Anchorage to Chicago
The cheapest time to fly from Anchorage to Chicago is typically October, when fares average around $409. The most expensive month tends to be March at around $656. For the best deals, consider flying in October, November, September.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $30987 price checksWorst: $397