$224+ Cheap flights from Midway (MDW) to Gulfport (GPT)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GPT
Apr 9 — Apr 161
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
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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 March 10, 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 March 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Thu 4/95:01 am
MDW
- GPT
1 stop13h 39m
Multiple Airlines
Thu 4/167:20 pm
GPT
- MDW
1 stop12h 39m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Thu 5/72:20 pm
MDW
- GPT
2 stops17h 21m
Multiple Airlines
Sun 5/107:50 pm
GPT
- MDW
1 stop12h 14m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 3/10. 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 5/65:21 pm
MDW
- GPT
1 stop4h 52m
Delta
Sat 5/93:00 pm
GPT
- MDW
1 stop6h 09m
Delta
Deal found 3/10![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 3/7. 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.
Mon 4/610:45 am
MDW
- GPT
1 stop6h 26m
Delta
Mon 4/135:55 pm
GPT
- MDW
1 stop4h 33m
Delta
Deal found 3/7![Delta logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 3/6. 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.
Sun 6/218:05 am
MDW
- GPT
2 stops23h 36m
Multiple Airlines
Sun 6/287:50 pm
GPT
- MDW
1 stop22h 46m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 3/6. 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 4/2212:52 pm
MDW
- GPT
1 stop4h 17m
Delta
Tue 4/285:55 pm
GPT
- MDW
1 stop4h 33m
Delta
Deal found 3/6![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 3/6. 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 3/74:13 pm
MDW
- GPT
1 stop5h 41m
Delta
Mon 3/95:57 pm
GPT
- MDW
1 stop4h 34m
Delta
Deal found 3/6![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 3/10. 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.
Thu 5/76:23 am
MDW
- GPT
1 stop6h 46m
Delta
Sun 5/101:55 pm
GPT
- MDW
1 stop7h 14m
Delta
Deal found 3/10![Delta logo]()
$497
This Delta deal was found by Cheapflights users on 3/5. 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 4/312:47 pm
MDW
- GPT
1 stop4h 24m
Delta
Fri 5/81:55 pm
GPT
- MDW
1 stop7h 14m
Delta
Deal found 3/5![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 3/9. 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.
Thu 12/101:05 pm
MDW
- GPT
1 stop4h 12m
Delta
Tue 12/226:00 am
GPT
- MDW
1 stop5h 56m
Delta
Deal found 3/9![Delta logo]()
$517
This Kiwi.com deal was found by Cheapflights users on 3/7. 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.
Sun 3/88:00 am
MDW
- GPT
1 stop10h 40m
Multiple Airlines
Thu 3/127:20 pm
GPT
- MDW
1 stop28h 31m
Multiple Airlines
Deal found 3/7![Multiple Airlines logo]()
$524
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 March 10, 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 March 10, 2026.
This Delta deal was found by Cheapflights users on 3/9. 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.
Mon 4/610:45 am
MDW
- GPT
1 stop6h 26m
Delta
Mon 4/135:55 pm
GPT
- MDW
1 stop4h 33m
Delta
Deal found 3/9![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 3/10. 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.
Thu 5/76:23 am
MDW
- GPT
1 stop6h 46m
Delta
Sun 5/101:55 pm
GPT
- MDW
1 stop7h 14m
Delta
Deal found 3/10![Delta logo]()
$497
This Delta deal was found by Cheapflights users on 3/6. 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.
Thu 4/212:47 pm
MDW
- GPT
1 stop4h 24m
Delta
Sat 4/119:48 am
GPT
- MDW
1 stop5h 37m
Delta
Deal found 3/6![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 3/10. 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 5/226:23 am
MDW
- GPT
1 stop6h 46m
Delta
Mon 5/251:55 pm
GPT
- MDW
1 stop7h 14m
Delta
Deal found 3/10![Delta logo]()
$699
This Delta deal was found by Cheapflights users on 3/7. 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 3/144:30 pm
MDW
- GPT
1 stop5h 45m
Delta
Wed 3/185:57 pm
GPT
- MDW
1 stop4h 34m
Delta
Deal found 3/7![Delta logo]()
$744
This Delta deal was found by Cheapflights users on 3/9. 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 4/112:47 pm
MDW
- GPT
1 stop4h 24m
Delta
Mon 4/65:57 pm
GPT
- MDW
1 stop4h 34m
Delta
Deal found 3/9![Delta logo]()
$775
This Delta deal was found by Cheapflights users on 3/5. 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.
Mon 3/2312:47 pm
MDW
- GPT
1 stop4h 24m
Delta
Thu 3/266:00 am
GPT
- MDW
1 stop6h 02m
Delta
Deal found 3/5![Delta logo]()
$809
This Delta deal was found by Cheapflights users on 3/6. 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 3/214:30 pm
MDW
- GPT
1 stop5h 45m
Delta
Wed 3/255:57 pm
GPT
- MDW
1 stop4h 34m
Delta
Deal found 3/6![Delta logo]()
$874
This Delta deal was found by Cheapflights users on 3/9. 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 3/1312:47 pm
MDW
- GPT
1 stop4h 24m
Delta
Sun 3/155:57 pm
GPT
- MDW
1 stop4h 34m
Delta
Deal found 3/9![Delta logo]()
$924
This Delta deal was found by Cheapflights users on 3/6. 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 4/221:24 pm
MDW
- GPT
2 stops8h 49m
Delta
Tue 4/285:55 pm
GPT
- MDW
1 stop4h 33m
Delta
Deal found 3/6![Delta logo]()
$932
This Delta deal was found by Cheapflights users on 3/8. 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 3/1312:47 pm
MDW
- GPT
1 stop4h 24m
Delta
Mon 3/165:57 pm
GPT
- MDW
1 stop4h 34m
Delta
Deal found 3/8![Delta logo]()
$954
This Delta deal was found by Cheapflights users on 3/10. 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 5/61:24 pm
MDW
- GPT
2 stops8h 49m
Delta
Sat 5/93:00 pm
GPT
- MDW
1 stop6h 09m
Delta
Deal found 3/10![Delta logo]()
$1,007
Last-minute flights from Midway to GulfportDiscover last-minute flight deals from Midway to Gulfport. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Gulfport. Data last updated March 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 3/7. 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.
Thu 3/1210:45 am
MDW
- GPT
1 stop6h 26m
Delta
Mon 3/165:57 pm
GPT
- MDW
1 stop4h 34m
Delta
Deal found 3/7![Delta logo]()
$644
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Sat 3/142:56 pm
MDW
- GPT
1 stop27h 44m
Multiple Airlines
Mon 3/166:54 pm
GPT
- MDW
2 stops26h 00m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$637
This Delta deal was found by Cheapflights users on 3/9. 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 4/112:47 pm
MDW
- GPT
1 stop4h 24m
Delta
Mon 4/65:57 pm
GPT
- MDW
1 stop4h 34m
Delta
Deal found 3/9![Delta logo]()
$539
This Delta deal was found by Cheapflights users on 3/6. 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.
Thu 4/212:47 pm
MDW
- GPT
1 stop4h 24m
Delta
Sat 4/119:48 am
GPT
- MDW
1 stop5h 37m
Delta
Deal found 3/6![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 3/5. 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 4/312:47 pm
MDW
- GPT
1 stop4h 24m
Delta
Fri 5/81:55 pm
GPT
- MDW
1 stop7h 14m
Delta
Deal found 3/5![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 3/7. 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.
Mon 4/610:45 am
MDW
- GPT
1 stop6h 26m
Delta
Mon 4/135:55 pm
GPT
- MDW
1 stop4h 33m
Delta
Deal found 3/7![Delta logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Thu 4/95:01 am
MDW
- GPT
1 stop13h 39m
Multiple Airlines
Thu 4/167:20 pm
GPT
- MDW
1 stop12h 39m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 3/7. 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.
Thu 4/95:01 am
MDW
- GPT
1 stop13h 39m
Multiple Airlines
Sun 4/127:20 pm
GPT
- MDW
2 stops26h 59m
Multiple Airlines
Deal found 3/7![Multiple Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 3/5. 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 4/114:30 pm
MDW
- GPT
1 stop5h 45m
Delta
Tue 4/145:55 pm
GPT
- MDW
1 stop4h 33m
Delta
Deal found 3/5![Delta logo]()
$699
This Delta deal was found by Cheapflights users on 3/6. 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 4/2212:52 pm
MDW
- GPT
1 stop4h 17m
Delta
Tue 4/285:55 pm
GPT
- MDW
1 stop4h 33m
Delta
Deal found 3/6![Delta logo]()
$444
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 March 10, 2026.
Search for one-way flight options from Midway to Gulfport. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
Sat 4/42:56 pm
MDW
- GPT
2 stops27h 44m
Multiple Airlines
Deal found 3/5![Multiple Airlines logo]()
$224
This Delta deal was found by Cheapflights users on 3/7. 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 4/145:21 pm
MDW
- GPT
1 stop4h 52m
Delta
Deal found 3/7![Delta logo]()
$230
This Delta deal was found by Cheapflights users on 3/7. 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.
Mon 6/15:08 pm
MDW
- GPT
1 stop4h 43m
Delta
Deal found 3/7![Delta logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 3/8. 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.
Sun 3/159:10 am
MDW
- GPT
1 stop9h 30m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 3/8. 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 3/151:10 pm
MDW
- GPT
2 stops9h 05m
Delta
Deal found 3/8![Delta logo]()
$1,457
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 March 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $329 (Kiwi.com) |
One-way from | $224 (Kiwi.com) |
Popular in | November |
Cheapest in | August |
Average price | $483 |
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 2,558,603 searches. Data last updated March 10, 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 - GPT
MDWGPT
Chicago Midway
Mon 4/6
10:45 am-5:11 pm
1 stop6h 26m
Gulfport Biloxi Regional
Mon 4/13
5:55 pm-10:28 pm
1 stop4h 33m
$384
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Thu 5/7
6:23 am-1:09 pm
1 stop6h 46m
Gulfport Biloxi Regional
Sun 5/10
1:55 pm-9:09 pm
1 stop7h 14m
$497
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Thu 4/2
12:47 pm-5:11 pm
1 stop4h 24m
Gulfport Biloxi Regional
Sat 4/11
9:48 am-3:25 pm
1 stop5h 37m
$652
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Fri 5/22
6:23 am-1:09 pm
1 stop6h 46m
Gulfport Biloxi Regional
Mon 5/25
1:55 pm-9:09 pm
1 stop7h 14m
$699
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Sat 3/14
4:30 pm-10:15 pm
1 stop5h 45m
Gulfport Biloxi Regional
Wed 3/18
5:57 pm-10:31 pm
1 stop4h 34m
$744
Quickest round-trip
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Wed 4/1
12:47 pm-5:11 pm
1 stop4h 24m
Gulfport Biloxi Regional
Mon 4/6
5:57 pm-10:31 pm
1 stop4h 34m
$775
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Mon 3/23
12:47 pm-5:11 pm
1 stop4h 24m
Gulfport Biloxi Regional
Thu 3/26
6:00 am-12:02 pm
1 stop6h 02m
$809
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Sat 3/21
4:30 pm-10:15 pm
1 stop5h 45m
Gulfport Biloxi Regional
Wed 3/25
5:57 pm-10:31 pm
1 stop4h 34m
$874
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Fri 3/13
12:47 pm-5:11 pm
1 stop4h 24m
Gulfport Biloxi Regional
Sun 3/15
5:57 pm-10:31 pm
1 stop4h 34m
$924
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Wed 4/22
1:24 pm-10:13 pm
2 stops8h 49m
Gulfport Biloxi Regional
Tue 4/28
5:55 pm-10:28 pm
1 stop4h 33m
$932
Showing 1-10 of 17 resultsSorted 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 March.
| 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
Prices
Delays
How often are flights from Chicago to Gulfport delayed?
About 36% of weekly flights between Chicago and Gulfport have experienced delays in the past year, with the average delay time being 91 minutes.
What is the most punctual flight time for Chicago to Gulfport flights?
Historically, flights departing in the morning 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?
Monday 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 45% 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 March 10, 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.
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Boarding
8.1
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - 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 locationsOcean Springs
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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 2,558,603 searches. Data last updated March 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$253 | Average$323 | FlexibilityNo cancel fee | On-timeN/A |