Route Price Intelligence
Cheap Flights From Gulfport to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$518
Deals From
$439
Usually Costs
$439 – $657
Lowest We've Seen
$269
Based on 6,750 price pointshigh confidence
Monthly Price Guide
Jan
$448
Feb
$539
Mar
$670
Apr
$504
May
$465
Jun
$566
Jul
$439
Aug
$509
Sep
$559
Oct
$613
Nov
$578
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 July, when fares average around $439. The most expensive month tends to be March at around $670. For the best deals, consider flying in July, January, May.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $26980 price checksWorst: $399