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MDW - GPT

$164 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 5/28. 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
Sat 6/15
Sat 6/22

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 42,211,976 times on KAYAK, and here is why:

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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
1:24 pm - 11:10 pmMDW-GPT
9h 46m2 stops
5:37 pm - 9:46 pmGPT-MDW
4h 09m1 stop
$253Delta
Find Deal
Tue, Jul 23 - Sat, Jul 27
6:55 pm - 11:10 pmMDW-GPT
4h 15m1 stop
5:37 pm - 9:46 pmGPT-MDW
4h 09m1 stop
$258Delta
Find Deal
Tue, Jul 23 - Sat, Jul 27
1:24 pm - 11:22 pmMDW-GPT
9h 58m2 stops
5:33 pm - 9:46 pmGPT-MDW
4h 13m1 stop
$263Delta
Find Deal
Tue, Jun 11 - Sat, Jun 15
6:00 am - 1:18 pmMDW-GPT
7h 18m1 stop
5:33 pm - 9:46 pmGPT-MDW
4h 13m1 stop
$343Delta
Find Deal
Tue, Jun 11 - Sat, Jun 15
1:24 pm - 11:10 pmMDW-GPT
9h 46m2 stops
10:08 am - 5:04 pmGPT-MDW
6h 56m2 stops
$448Delta
Find Deal
Tue, Jul 23 - Sat, Jul 27
6:00 am - 1:18 pmMDW-GPT
7h 18m1 stop
2:04 pm - 6:05 pmGPT-MDW
4h 01m1 stop
$558Delta
Find Deal
Thu, Jun 27 - Fri, Jul 12
6:00 am - 1:18 pmMDW-GPT
7h 18m1 stop
10:08 am - 6:38 pmGPT-MDW
8h 30m2 stops
$563Delta
Find Deal
Thu, Jun 27 - Fri, Jul 12
2:24 pm - 11:22 pmMDW-GPT
8h 58m2 stops
10:13 am - 6:30 pmGPT-MDW
8h 17m2 stops
$618Delta
Find Deal
Tue, Jun 11 - Sat, Jun 15
6:55 pm - 11:10 pmMDW-GPT
4h 15m1 stop
6:00 am - 11:53 amGPT-MDW
5h 53m1 stop
$728Delta
Find Deal
Fri, Aug 2 - Mon, Aug 12
12:45 pm - 6:16 pmMDW-GPT
5h 31m1 stop
10:13 am - 6:36 pmGPT-MDW
8h 23m2 stops
$733Delta
Find Deal
Fri, Jun 21 - Mon, Jun 24

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 $244 on average. On the other hand, the most expensive months are February and October, where the average cost of tickets is $506 and $484 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 2 weeks 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

$164
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 19% 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 $164 for a one-way ticket and $253 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 10673 reviews
8.6Crew
8.0Entertainment
7.4Food
7.9Comfort
8.2Boarding
Airline reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

4.0 OkayReginald, May 2024MCI - LGA
Read more about Delta reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

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.
5/28Tue
1 stopDelta
6h 31mMDW-GPT
$164
10/20Sun
1 stopDelta
5h 01mMDW-GPT
$309
5/28Tue
2 stopsDelta
6h 49mMDW-GPT
$384
5/28Tue
2 stopsDelta
6h 49mMDW-GPT
$474
10/20Sun
2 stopsDelta
10h 08mMDW-GPT
$614
5/23Thu
1 stopDelta
4h 24mMDW-GPT
$674
5/23Thu
2 stopsDelta
9h 51mMDW-GPT
$679

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Chicago Midway Airport - Gulfport Flights

Departure:

Chicago Midway Airport (undefined)United States

Destination:

Gulfport (GPT)United States

Return flight deals:

Gulfport - Chicago Midway Airport

Cabin classes: