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MDW - GPT

Find cheap flights from Chicago Midway Airport to Gulfport from $243

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 5/30. 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
Sun 6/2
Sun 6/9

Search 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
In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Filter your dealsChoose cabin class, free Wi-Fi and more.

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
6:48 pm - 11:12 pmMDW-GPT
4h 24m1 stop
5:16 pm - 10:01 pmGPT-MDW
4h 45m1 stop
$243Delta
Find Deal
Thu, May 30 - Tue, Jun 4
1:21 pm - 11:12 pmMDW-GPT
9h 51m2 stops
5:16 pm - 10:01 pmGPT-MDW
4h 45m1 stop
$248Delta
Find Deal
Thu, May 30 - Tue, Jun 4
6:00 am - 1:18 pmMDW-GPT
7h 18m1 stop
6:15 am - 11:55 amGPT-MDW
5h 40m1 stop
$318Delta
Find Deal
Tue, Jun 11 - Thu, Jun 13
1:21 pm - 11:12 pmMDW-GPT
9h 51m2 stops
5:16 pm - 10:01 pmGPT-MDW
4h 45m1 stop
$483Delta
Find Deal
Tue, May 21 - Sat, May 25
6:00 am - 1:18 pmMDW-GPT
7h 18m1 stop
6:15 am - 12:43 pmGPT-MDW
6h 28m2 stops
$555Delta
Find Deal
Tue, Jun 11 - Thu, Jun 13
1:05 pm - 6:17 pmMDW-GPT
5h 12m1 stop
6:00 am - 11:53 amGPT-MDW
5h 53m1 stop
$575Delta
Find Deal
Thu, Aug 1 - Mon, Aug 5
1:24 pm - 11:11 pmMDW-GPT
9h 47m2 stops
6:00 am - 11:53 amGPT-MDW
5h 53m1 stop
$580Delta
Find Deal
Thu, Aug 1 - Mon, Aug 5
1:21 pm - 11:12 pmMDW-GPT
9h 51m2 stops
6:20 am - 4:55 pmGPT-MDW
10h 35m2 stops
$648Delta
Find Deal
Tue, May 21 - Sat, May 25
4:41 pm - 11:12 pmMDW-GPT
6h 31m1 stop
5:16 pm - 10:01 pmGPT-MDW
4h 45m1 stop
$688Delta
Find Deal
Tue, May 21 - Sat, May 25
6:00 am - 1:18 pmMDW-GPT
7h 18m1 stop
6:15 am - 11:55 amGPT-MDW
5h 40m1 stop
$703Delta
Find Deal
Fri, Jun 7 - Mon, Jun 10

Flights from Midway to Gulfport - Travel Insights & Trends

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.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Gulfport?

The average price of all flights from Chicago Midway Airport to Gulfport clicked on KAYAK for each day over the last 12 months.
When flying from Chicago Midway Airport to Gulfport, you should consider leaving on a Tuesday and avoid Mondays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Tuesdays and the most expensive ones on Thursdays.

What is the cheapest month to fly from Chicago Midway Airport to Gulfport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Gulfport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Gulfport is August, where tickets cost $186 on average. On the other hand, the most expensive months are January and April, where the average cost of tickets is $669 and $567 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Gulfport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Gulfport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Gulfport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 days before departure.

Good to know

Low season

June

High season

April

Cheapest flight

$243
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 17% increase in price.
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 $258 for a one-way ticket and $243 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.

See more FAQs

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.
8.0
DeltaOverall score based on 10848 reviews
8.2Boarding
7.9Comfort
8.6Crew
7.4Food
8.0Entertainment
Airline reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

8.0 ExcellentAnonymous, May 2024ATL - ATW
Read more about Delta reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

Book cheap flights from Chicago to Gulfport

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Gulfport found on KAYAK in the last 72 hours.
5/24Fri
1 stopDelta
4h 24mMDW-GPT
$258
5/24Fri
2 stopsDelta
9h 51mMDW-GPT
$306
5/12Sun
1 stopDelta
4h 24mMDW-GPT
$364
5/10Fri
2 stopsDelta
9h 51mMDW-GPT
$369
5/6Mon
1 stopDelta
6h 20mMDW-GPT
$408
5/7Tue
2 stopsDelta
6h 49mMDW-GPT
$413
5/10Fri
1 stopDelta
4h 24mMDW-GPT
$469
5/6Mon
2 stopsDelta
6h 50mMDW-GPT
$494
5/8Wed
2 stopsDelta
6h 49mMDW-GPT
$619
5/13Mon
2 stopsDelta
6h 49mMDW-GPT
$1,055

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Chicago Midway Airport - Gulfport Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Gulfport (GPT)United States

Return flight deals:

Gulfport - Chicago Midway Airport

Cabin classes: