Route Price Intelligence
Cheap Flights From Anchorage to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$428
Great Deal
Under $423
Typical Range
$423 – $448
Lowest We've Seen
$324
Based on 269 price pointshigh confidence
Monthly Price Guide
Jan
$423
Feb
$428
Mar
$433
Apr
$428
May
—
Jun
—
Jul
$541
Aug
$460
Sep
$427
Oct
$428
Nov
$428
Dec
$428
Cheapest Average Expensive
Best Time to Fly from Anchorage to Chicago Midway
The cheapest time to fly from Anchorage to Chicago Midway is typically January, when fares average around $423. The most expensive month tends to be July at around $541. For the best deals, consider flying in January, September, October.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: October16,628 fares analyzedTypical low: $406