Route Price Intelligence
Cheap Flights From Gulfport to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$335
Deals From
$289
Usually Costs
$289 – $383
Lowest We've Seen
$269
Based on 8,289 price pointshigh confidence
Monthly Price Guide
Jan
$324
Feb
$304
Mar
$404
Apr
$322
May
$338
Jun
$338
Jul
$335
Aug
$294
Sep
$304
Oct
$359
Nov
$330
Dec
$339
Cheapest Average Expensive
Best Time to Fly from Gulfport to Chicago
The cheapest time to fly from Gulfport to Chicago is typically August, when fares average around $294. The most expensive month tends to be March at around $404. For the best deals, consider flying in August, February, September.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $26959 price checksWorst: $289