GPT - MDW

$317 Find Cheap Flights from Gulfport to Chicago Midway Airport

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Gulfport to Midway departing on 2/5. 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
0 bags

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Gulfport to Chicago, 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 Gulfport to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

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Cheap Flight Deals from Gulfport to Chicago Midway Airport (GPT-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Gulfport to Chicago Midway Airport 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.

Recent round-trip flight deals from Gulfport to Midway

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Gulfport to Midway.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:10 am - 4:20 pmGPT-MDW
6h 10m1 stop
10:57 am - 3:49 pmMDW-GPT
4h 52m1 stop
$317Delta
Find Deal
Wed, Feb 5 - Wed, Feb 12
5:00 pm - 10:20 pmGPT-MDW
5h 20m1 stop
10:57 am - 5:15 pmMDW-GPT
6h 18m1 stop
$447Delta
Find Deal
Thu, Feb 6 - Mon, Feb 10
5:00 pm - 10:20 pmGPT-MDW
5h 20m1 stop
9:33 am - 8:52 pmMDW-GPT
11h 19m2 stops
$780Delta
Find Deal
Wed, Feb 5 - Wed, Feb 12
10:10 am - 6:11 pmGPT-MDW
8h 01m2 stops
12:44 pm - 5:15 pmMDW-GPT
4h 31m1 stop
$840Delta
Find Deal
Thu, Feb 6 - Mon, Feb 10
6:05 am - 10:12 amGPT-MDW
4h 07m1 stop
6:00 am - 11:44 amMDW-GPT
5h 44m1 stop
$859Delta
Find Deal
Sun, Jan 19 - Mon, Jan 20
10:10 am - 6:11 pmGPT-MDW
8h 01m2 stops
9:33 am - 3:49 pmMDW-GPT
6h 16m2 stops
$1,174Delta
Find Deal
Wed, Feb 5 - Wed, Feb 12

Good to know

Cheapest flight

$317
Flight from Gulfport to Chicago Midway Airport

When to book flights from Gulfport to Midway

Are your dates flexible? Find out the best times to travel from Gulfport to Midway 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 Gulfport to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Gulfport to Chicago Midway Airport was $380 for a one-way ticket and $317 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

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

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

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

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

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

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

    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 Gulfport to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Gulfport 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 Gulfport to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Gulfport with another airline. Booking your flights between Gulfport and MDW 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 Gulfport to Chicago Midway Airport?

    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 Chicago Midway Airport from Gulfport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Gulfport to Midway

 
See real verified KAYAK customer reviews for airlines flying from Gulfport to Chicago. 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 Gulfport to Midway? 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.
8.0
DeltaOverall score based on 8501 reviews
8.2Boarding
8.0Comfort
7.3Food
7.9Entertainment
8.6Crew
Airline reviews

Seats were really tight and the seat belts did not give enough slack.

8.0 ExcellentElizabeth, Jan 2025LGA - RIC
Read more Delta reviews

Seats were really tight and the seat belts did not give enough slack.

I like in St George and prefer to fly out of CDC than SGU. Hopefully, they will continue the flights out of Cedar

Broken jer bridge. Poor communication about it. Lost 2 of 4 luggage pieces

Overall, it was okay. Seat was a little cramped. Would’ve liked more substantial snacks or opportunity to buy some.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Everything was great. Great service, excellent communication, and early arrival

Book cheap flights from Gulfport to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Gulfport to Chicago found on KAYAK in the last 72 hours.
1/15Wed
1 stopDelta
6h 11mGPT-MDW
$380
1/14Tue
1 stopDelta
6h 11mGPT-MDW
$434
1/15Wed
2 stopsDelta
8h 04mGPT-MDW
$607
1/14Tue
2 stopsDelta
8h 04mGPT-MDW
$771
1/20Mon
2 stopsDelta
8h 04mGPT-MDW
$970

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Last minute flights from Gulfport to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Gulfport to Chicago that are departing in the next 10 days.
1/13Mon
multi-stopDelta
4h 07mGPT-MDW
1/19Sun
multi-stopDelta
11h 18mMDW-GPT
$1,016
1/13Mon
multi-stopDelta
5h 20mGPT-MDW
1/19Sun
multi-stopDelta
5h 11mMDW-GPT
$1,079
1/13Mon
multi-stopDelta
8h 04mGPT-MDW
1/19Sun
multi-stopDelta
6h 15mMDW-GPT
$1,417

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

Information on your arrival and departure airports

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