MDW - GPT

$159 Find Cheap Flights from Chicago Midway Airport to Gulfport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Gulfport departing on 8/15. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

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

Flights Deals
Useful Info
Flights 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

Tue, Aug 12 - Tue, Aug 19
Delta Logo
10:31 am - 5:15 pmMDW-GPT
6h 44m1 stop
Delta Logo
6:09 am - 11:48 amGPT-MDW
5h 39m1 stop
$249Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1
Delta Logo
4:25 pm - 9:39 pmMDW-GPT
5h 14m1 stop
Delta Logo
6:08 am - 11:48 amGPT-MDW
5h 40m1 stop
$309Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1
Delta Logo
9:35 am - 9:39 pmMDW-GPT
12h 04m2 stops
Delta Logo
6:08 am - 11:48 amGPT-MDW
5h 40m1 stop
$314Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1
Delta Logo
4:25 pm - 9:39 pmMDW-GPT
5h 14m1 stop
Delta Logo
6:08 am - 11:48 amGPT-MDW
5h 40m1 stop
$317Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1
Delta Logo
9:35 am - 9:39 pmMDW-GPT
12h 04m2 stops
Delta Logo
6:08 am - 11:48 amGPT-MDW
5h 40m1 stop
$323Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1
Delta Logo
9:35 am - 9:39 pmMDW-GPT
12h 04m2 stops
Delta Logo
6:04 pm - 6:35 pmGPT-MDW
24h 31m2 stops
$350Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1
Delta Logo
9:35 am - 9:39 pmMDW-GPT
12h 04m2 stops
Delta Logo
6:04 pm - 6:35 pmGPT-MDW
24h 31m2 stops
$360Delta
Find Deal
Sat, Dec 13 - Mon, Dec 15
Delta Logo
4:25 pm - 10:06 pmMDW-GPT
5h 41m1 stop
Delta Logo
10:30 am - 4:23 pmGPT-MDW
5h 53m1 stop
$522Delta
Find Deal
Sat, Dec 13 - Mon, Dec 15
Delta Logo
4:25 pm - 10:06 pmMDW-GPT
5h 41m1 stop
Delta Logo
10:30 am - 4:23 pmGPT-MDW
5h 53m1 stop
$532Delta
Find Deal
Fri, Aug 15 - Mon, Aug 18
Delta Logo
12:43 pm - 5:15 pmMDW-GPT
4h 32m1 stop
Delta Logo
6:09 am - 11:48 amGPT-MDW
5h 39m1 stop
$568Delta
Find Deal
Useful Info

Good to know

Cheapest flight$159
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 $159 for a one-way ticket and $249 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.
8.0
DeltaOverall score based on 7957 reviews
8.5Crew
7.9Entertainment
8.2Boarding
7.9Comfort
7.3Food
Airline reviews

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

8.0 ExcellentHarry, Jul 2025RDU - ATL
Read more Delta reviews

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.