Route Price Intelligence
Cheap Flights From Gulfport to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$344
Deals From
$310
Usually Costs
$310 – $390
Lowest We've Seen
$269
Based on 3,803 price pointshigh confidence
Monthly Price Guide
Jan
$310
Feb
$370
Mar
$618
Apr
$394
May
$390
Jun
$390
Jul
$345
Aug
$310
Sep
$330
Oct
$345
Nov
$349
Dec
$344
Cheapest Average Expensive
Best Time to Fly from Gulfport to Chicago
The cheapest time to fly from Gulfport to Chicago is typically January, when fares average around $310. The most expensive month tends to be March at around $618. For the best deals, consider flying in January, August, September.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $26965 price checksWorst: $329