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
$438
Usually Costs
$438 – $629
Lowest We've Seen
$269
Based on 232 price pointshigh confidence
Monthly Price Guide
Jan
$419
Feb
—
Mar
—
Apr
$475
May
$519
Jun
$517
Jul
$423
Aug
$465
Sep
$549
Oct
$614
Nov
$629
Dec
$518
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 $419. The most expensive month tends to be November at around $629. For the best deals, consider flying in January, July, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $26960 price checksWorst: $399