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
$324
Usually Costs
$324 – $404
Lowest We've Seen
$269
Based on 6,771 price pointshigh confidence
Monthly Price Guide
Jan
$329
Feb
$423
Mar
$442
Apr
$334
May
$359
Jun
$390
Jul
$354
Aug
$329
Sep
$329
Oct
$344
Nov
$365
Dec
$334
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 $329. The most expensive month tends to be March at around $442. 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: $26979 price checksWorst: $329