Route Price Intelligence
Cheap Flights From Gulfport to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$517
Deals From
$434
Usually Costs
$434 – $659
Lowest We've Seen
$269
Based on 2,745 price pointshigh confidence
Monthly Price Guide
Jan
$455
Feb
$519
Mar
$1,622
Apr
$475
May
$486
Jun
$517
Jul
$423
Aug
$474
Sep
$549
Oct
$608
Nov
$568
Dec
$568
Cheapest Average Expensive
Best Time to Fly from Gulfport to Chicago Midway
The cheapest time to fly from Gulfport to Chicago Midway is typically July, when fares average around $423. The most expensive month tends to be March at around $1,622. For the best deals, consider flying in July, January, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $26961 price checksWorst: $399