Route Price Intelligence
Cheap Flights From Anchorage to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$407
Deals From
$369
Usually Costs
$369 – $420
Lowest We've Seen
$309
Based on 8,235 price pointshigh confidence
Monthly Price Guide
Jan
$657
Feb
$509
Mar
$359
Apr
$359
May
$359
Jun
$359
Jul
$369
Aug
$350
Sep
$349
Oct
$339
Nov
$359
Dec
$399
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 $339. The most expensive month tends to be January at around $657. For the best deals, consider flying in October, September, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $30977 price checksWorst: $397