Route Price Intelligence
Cheap Flights From Anchorage to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$434
Deals From
$429
Usually Costs
$429 – $461
Lowest We've Seen
$324
Based on 7,416 price pointshigh confidence
Monthly Price Guide
Jan
$434
Feb
$439
Mar
$822
Apr
$594
May
$423
Jun
$434
Jul
$456
Aug
$434
Sep
$434
Oct
$434
Nov
$439
Dec
$454
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 $423. The most expensive month tends to be March at around $822. For the best deals, consider flying in May, October, January.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $32485 price checksWorst: $417