$303+ Cheap flights from Midway (MDW) to Gulfport (GPT)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GPT
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Gulfport with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Gulfport
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Best
Last-minute
One-way
Cheapest flights from Midway to GulfportExplore the most affordable flight options available from Midway to Gulfport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from Midway to Gulfport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:08 pm -
1 stop4h 45m
Mon 12/76:09 pm -
1 stop4h 45m
Deal found 10/21![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:28 am -
1 stop5h 56m
Mon 12/76:09 pm -
1 stop4h 45m
Deal found 10/21![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:13 pm -
1 stop4h 39m
Sun 11/226:26 am -
1 stop5h 33m
Deal found 10/22![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:19 pm -
1 stop4h 27m
Wed 11/116:04 pm -
1 stop4h 50m
Deal found 10/23![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:29 am -
2 stops11h 17m
Sat 11/74:00 pm -
1 stop6h 33m
Deal found 10/24![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:00 am -
1 stop7h 09m
Tue 12/86:15 am -
2 stops10h 35m
Deal found 10/22![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/259:58 am -
1 stop5h 45m
Fri 1/14:40 pm -
1 stop5h 42m
Deal found 10/23![Delta logo]()
$599
Best flights from Midway to GulfportDiscover carefully curated flight deals from Midway to Gulfport that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Midway to Gulfport that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:13 pm -
1 stop4h 39m
Sun 11/226:26 am -
1 stop5h 33m
Deal found 10/22![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:29 am -
2 stops11h 17m
Wed 11/116:26 am -
1 stop5h 33m
Deal found 10/23![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/812:30 pm -
2 stops9h 37m
Tue 1/1210:30 am -
2 stops8h 07m
Deal found 10/23![Delta logo]()
$462
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/259:58 am -
1 stop5h 45m
Fri 1/14:40 pm -
1 stop5h 42m
Deal found 10/23![Delta logo]()
$599
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/312:30 pm -
2 stops9h 37m
Sat 4/106:00 pm -
1 stop4h 10m
Deal found 10/24![Delta logo]()
$615
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:05 pm -
1 stop4h 14m
Thu 11/1210:04 am -
1 stop6h 14m
Deal found 10/25![Delta logo]()
$632
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:13 pm -
1 stop4h 39m
Fri 11/136:04 pm -
1 stop4h 50m
Deal found 10/25![Delta logo]()
$632
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:04 am -
1 stop6h 57m
Thu 11/1210:04 am -
1 stop6h 14m
Deal found 10/24![Delta logo]()
$671
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/251:31 pm -
2 stops8h 21m
Mon 11/306:26 am -
1 stop5h 33m
Deal found 10/24![Delta logo]()
$754
Last-minute flights from Midway to GulfportDiscover last-minute flight deals from Midway to Gulfport. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Gulfport. Data last updated October 25, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:29 am -
2 stops11h 17m
Sat 11/74:00 pm -
1 stop6h 33m
Deal found 10/24![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:19 pm -
1 stop4h 27m
Wed 11/116:04 pm -
1 stop4h 50m
Deal found 10/23![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:05 pm -
1 stop4h 14m
Thu 11/1210:04 am -
1 stop6h 14m
Deal found 10/25![Delta logo]()
$632
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:13 pm -
1 stop4h 39m
Sun 11/226:26 am -
1 stop5h 33m
Deal found 10/22![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/201:31 pm -
2 stops8h 21m
Sun 11/226:04 pm -
1 stop4h 50m
Deal found 10/23![Delta logo]()
$654
One-way flights from Midway to GulfportSearch for one-way flight options from Midway to Gulfport. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Midway to Gulfport. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:16 am -
3 stops58h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:30 pm -
2 stops9h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Delta logo]()
$415
Find flight deals from Midway to Gulfport
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Gulfport (GPT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $318 (Delta) |
One-way from | $303 (Kiwi.com) |
Popular in | April |
Cheapest in | February |
Average price | $429 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Gulfport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 25, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Gulfport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Tue 11/17
5:13 pm-9:52 pm
1 stop4h 39m
Gulfport Biloxi Regional
Sun 11/22
6:26 am-11:59 am
1 stop5h 33m
$338
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Sat 11/7
9:29 am-8:46 pm
2 stops11h 17m
Gulfport Biloxi Regional
Wed 11/11
6:26 am-11:59 am
1 stop5h 33m
$394
Quickest round-trip
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Fri 11/20
12:30 pm-9:52 pm
2 stops9h 22m
Gulfport Biloxi Regional
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$415
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Fri 1/8
12:30 pm-10:07 pm
2 stops9h 37m
Gulfport Biloxi Regional
Tue 1/12
10:30 am-6:37 pm
2 stops8h 07m
$462
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Fri 12/25
9:58 am-3:43 pm
1 stop5h 45m
Gulfport Biloxi Regional
Fri 1/1
4:40 pm-10:22 pm
1 stop5h 42m
$599
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Sat 4/3
12:30 pm-10:07 pm
2 stops9h 37m
Gulfport Biloxi Regional
Sat 4/10
6:00 pm-10:10 pm
1 stop4h 10m
$615
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Tue 11/10
1:05 pm-5:19 pm
1 stop4h 14m
Gulfport Biloxi Regional
Thu 11/12
10:04 am-4:18 pm
1 stop6h 14m
$632
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Wed 11/11
5:13 pm-9:52 pm
1 stop4h 39m
Gulfport Biloxi Regional
Fri 11/13
6:04 pm-10:54 pm
1 stop4h 50m
$632
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Sun 11/8
6:04 am-1:01 pm
1 stop6h 57m
Gulfport Biloxi Regional
Thu 11/12
10:04 am-4:18 pm
1 stop6h 14m
$671
ChicagoGulfport
MDW Chicago Midway - GPT Gulfport Biloxi Regional
MDWGPT
Chicago Midway
Wed 11/25
1:31 pm-9:52 pm
2 stops8h 21m
Gulfport Biloxi Regional
Mon 11/30
6:26 am-11:59 am
1 stop5h 33m
$754
Sorted by cheapest first
Compare providers for flights from Midway to Gulfport
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Gulfport in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Gulfport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Gulfport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Gulfport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Gulfport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Gulfport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Gulfport
Have a flexible travel schedule? Discover the best time to fly to Gulfport from Midway with our price prediction graph.
MDW-GPT
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Gulfport
How often are flights from Chicago to Gulfport delayed?
About 57% of weekly flights between Chicago and Gulfport have experienced delays in the past year, with the average delay time being 158 minutes.
What is the most punctual flight time for Chicago to Gulfport flights?
Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Tuesday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Gulfport flights?
Over the last year, Sun Country Air have had the lowest number of delays on this route, with just 57% of flights being delayed.
Reviews of airlines servicing Gulfport
Get insights into the airlines that provide service to Gulfport. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Gulfport. Reviews last updated October 25, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Gulfport, such as Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Boarding
8.1
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Comfort
7.8
Boarding
8.1
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Related info for your journey
Find useful and relevant information for your journey from Midway to Gulfport. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Gulfport?
Book flights to Gulfport if you plan to visit one of these locationsD'Iberville
Ocean Springs
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Complete your trip
Complete your trip to Gulfport by adding a car rental and/or hotel reservation to your travel itinerary.
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Other flights to Gulfport
Explore flights to Gulfport departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Midway and Gulfport flights
Browse other Midway and Gulfport flight options. Last updated on October 25, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to Gulfport
Discover the top airline that operate flights from Midway to Gulfport. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$269 | Average$812 | FlexibilityNo cancel fee | On-timeN/A |