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Did you mean flights from Chicago to Gulfport / Biloxi?
United States
Gulfport-Biloxi International Airport
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United States
Midway International Airport
At present, there are no direct flights from Gulfport / Biloxi to Chicago.
However, there are several flights from GPT to MDW with a stopover.
Select a stopover airport from the list below to see which airlines operate flights from GPT to MDW, and to see what flight schedules are available.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.

Currently, there is only one airline that covers the full route (with 1 stopover) from Gulfport / Biloxi GPT to Chicago MDW, which is Delta.
All other flights from Gulfport / Biloxi to Chicago are operated by a combination of multiple carriers, which are listed below:
SkyTeam is the only alliance that covers the full route (with 1 stopover) from Gulfport / Biloxi GPT to Chicago MDW.
You can fly the full journey from GPT to MDW in either Economy or Business Class. Premium Economy and First Class are not available on this route, at least not on the full route with just 1 stopover.
Currently, there is only one aircraft type that covers the full route (with 1 stopover) from Gulfport / Biloxi to Chicago, which is the Boeing 717.
All other flights from Gulfport / Biloxi to Chicago are operated by a combination of multiple aircraft types.
The distance between Gulfport / Biloxi and Chicago is 790 miles (1,272 kilometers).
However, because there are no direct flights between GPT and MDW, the distance of the full journey varies between 942 and 1,476 miles (or 1,516 and 2,375 kilometers), depending on your stopover airport.
Flights from Gulfport / Biloxi to Chicago take from 3 hours and 28 minutes up to 4 hours and 41 minutes, depending on your stopover airport.
Please note that these times refer to the actual flight times, excluding the stopover time in between connecting flights, as this depends on your stopover airport as well as your date(s) of travel.
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
From 3 hours and 28 minutes up to 4 hours and 41 minutes, depending on your stopover airport.
Note that this excludes the layover time in between connecting flights.
Because there are no direct flights between GPT and MDW, the total distance of the full journey varies between 942 and 1,476 miles (or 1,516 and 2,375 kilometers), depending on your stopover airport.
Delta is the only airline flying the full route from Gulfport / Biloxi to Chicago.
Frontier Airlines, Southwest Airlines, United Airlines, American Airlines, Breeze Airways and Sun Country Airlines operate several connecting flights, but only partly.
SkyTeam is currently the only alliance flying from Gulfport / Biloxi to Chicago.
You can fly the full route from Gulfport / Biloxi to Chicago (with 1 stopover) in Economy and Business Class.
Aircraft types that fly the full route from Gulfport / Biloxi to Chicago (with 1 stopover):
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