Route Price Intelligence
Cheap Flights From Gulfport to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$539
Deals From
$448
Usually Costs
$448 – $671
Lowest We've Seen
$269
Based on 6,134 price pointshigh confidence
Monthly Price Guide
Jan
$442
Feb
$577
Mar
$704
Apr
$539
May
$465
Jun
$609
Jul
$486
Aug
$494
Sep
$549
Oct
$608
Nov
$589
Dec
$539
Cheapest Average Expensive
Best Time to Fly from Gulfport to Chicago Midway
The cheapest time to fly from Gulfport to Chicago Midway is typically January, when fares average around $442. The most expensive month tends to be March at around $704. For the best deals, consider flying in January, May, July.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $26976 price checksWorst: $399