MDW - GPT

$183 Find Cheap Flights from Chicago Midway Airport to Gulfport

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Gulfport departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Gulfport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Gulfport, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Gulfport, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Gulfport (MDW-GPT)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Gulfport that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Gulfport

Thu, Nov 13 - Mon, Nov 17
Multiple Airlines Logo
10:12 am - 7:15 pmMDW-GPT
9h 03m1 stop
Multiple Airlines Logo
6:51 pm - 12:30 amGPT-MDW
5h 39m1 stop
$241Multiple Airlines
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Tue, Nov 18 - Tue, Nov 25
Delta Logo
10:47 am - 5:13 pmMDW-GPT
6h 26m1 stop
Delta Logo
6:03 pm - 11:40 pmGPT-MDW
5h 37m1 stop
$249Delta
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Wed, Nov 12 - Sun, Nov 16
Multiple Airlines Logo
2:06 pm - 7:15 pmMDW-GPT
29h 09m2 stops
Multiple Airlines Logo
7:55 pm - 8:32 amGPT-MDW
12h 37m1 stop
$294Multiple Airlines
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Fri, Dec 12 - Thu, Dec 25
Delta Logo
12:50 pm - 5:16 pmMDW-GPT
4h 26m1 stop
Delta Logo
5:21 pm - 10:22 pmGPT-MDW
5h 01m1 stop
$304Delta
Find Deal
Thu, Dec 25 - Tue, Dec 30
Multiple Airlines Logo
6:12 am - 8:59 amMDW-GPT
26h 47m2 stops
Multiple Airlines Logo
10:05 am - 9:58 pmGPT-MDW
11h 53m1 stop
$308Multiple Airlines
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Thu, Nov 20 - Sun, Nov 23
Delta Logo
12:47 pm - 5:13 pmMDW-GPT
4h 26m1 stop
Delta Logo
6:00 am - 11:52 amGPT-MDW
5h 52m1 stop
$334Delta
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Thu, Nov 20 - Sun, Nov 23
Delta Logo
12:47 pm - 5:13 pmMDW-GPT
4h 26m1 stop
Delta Logo
6:03 pm - 11:40 pmGPT-MDW
5h 37m1 stop
$349Delta
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Wed, Nov 5 - Sun, Nov 9
Delta Logo
10:40 am - 2:58 pmMDW-GPT
4h 18m1 stop
Delta Logo
6:03 pm - 11:40 pmGPT-MDW
5h 37m1 stop
$389Delta
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Tue, Dec 23 - Fri, Dec 26
Delta Logo
6:00 am - 1:26 pmMDW-GPT
7h 26m1 stop
Delta Logo
5:21 pm - 10:22 pmGPT-MDW
5h 01m1 stop
$449Delta
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Thu, Dec 25 - Tue, Dec 30
Delta Logo
3:25 pm - 9:40 pmMDW-GPT
6h 15m1 stop
Delta Logo
5:21 pm - 10:22 pmGPT-MDW
5h 01m1 stop
$465Delta
Find Deal

Everything you should know

Cheapest round-trip
$241
Multiple Airlines
Thu 11/13Mon 11/17
MDW - GPT • 1 stop
Cheapest one-way
$390
Delta
Sun 11/9
MDW - GPT • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Gulfport!
Booking Insights

KAYAK's insights & trends for Midway to Gulfport flights

Get data-powered insights and trends into flights from Midway to Gulfport to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Chicago Midway Airport and Gulfport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Chicago Midway Airport to Gulfport.

There is just one airline that flies from Chicago Midway Airport to Gulfport direct and that is Delta. The best round-trip deal found from Delta for the route is $269.

Find deals

Good to know

Cheapest flight$241
Flight from Chicago Midway Airport to Gulfport

When to book flights from Midway to Gulfport

Are your dates flexible? Find out the best times to travel from Midway to Gulfport based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Gulfport flights

  • What is the cheapest flight from Chicago Midway Airport to Gulfport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Gulfport was $390 for a one-way ticket and $241 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Gulfport?

    A passport is not required to fly from Chicago Midway Airport to Gulfport.

  • Which airports will I be using when flying from Chicago Midway Airport to Gulfport?

    On your way to Gulfport, you’ll fly out from Chicago Midway. You’ll be landing at Gulfport Biloxi Regional.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Gulfport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Gulfport?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Gulfport.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Gulfport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Gulfport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Gulfport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Gulfport from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Gulfport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Gulfport with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and GPT can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Gulfport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Gulfport from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Midway to Gulfport

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Gulfport. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Gulfport? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7992 reviews
8.2Boarding
7.9Entertainment
8.5Crew
7.9Comfort
7.3Food
Airline reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

8.0 ExcellentJulie, Oct 2025LAX - SFO
Read more Delta reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

Everything you need to know for your flight from Midway to Gulfport

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Gulfport (GPT)

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