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
$427
Usually Costs
$427 – $459
Lowest We've Seen
$324
Based on 7,250 price pointshigh confidence
Monthly Price Guide
Jan
$434
Feb
$439
Mar
$761
Apr
$425
May
$422
Jun
$429
Jul
$439
Aug
$434
Sep
$434
Oct
$434
Nov
$434
Dec
$439
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 $422. The most expensive month tends to be March at around $761. For the best deals, consider flying in May, April, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $32481 price checksWorst: $417