Route Price Intelligence
Cheap Flights From Anchorage to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$459
Deals From
$434
Usually Costs
$434 – $481
Lowest We've Seen
$324
Based on 3,755 price pointshigh confidence
Monthly Price Guide
Jan
$461
Feb
—
Mar
—
Apr
$766
May
$427
Jun
$445
Jul
$461
Aug
$456
Sep
$459
Oct
$454
Nov
$459
Dec
$461
Cheapest Average Expensive
Best Time to Fly from Anchorage to Chicago Midway
The cheapest time to fly from Anchorage to Chicago Midway is typically May, when fares average around $427. The most expensive month tends to be April at around $766. For the best deals, consider flying in May, June, October.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $32468 price checksWorst: $417