Route Price Intelligence
Cheap Flights From Gulfport to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$529
Deals From
$434
Usually Costs
$434 – $655
Lowest We've Seen
$269
Based on 7,935 price pointshigh confidence
Monthly Price Guide
Jan
$479
Feb
$549
Mar
$554
Apr
$404
May
$489
Jun
$627
Jul
$579
Aug
$442
Sep
$501
Oct
$587
Nov
$547
Dec
$496
Cheapest Average Expensive
Best Time to Fly from Gulfport to Chicago Midway
The cheapest time to fly from Gulfport to Chicago Midway is typically April, when fares average around $404. The most expensive month tends to be June at around $627. For the best deals, consider flying in April, August, January.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $26956 price checksWorst: $390