MDW - GPT

$339 Find Cheap Flights from Chicago Midway Airport to Gulfport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$339
Typical prices: $383-$893
Delta
Tue 12/4Fri 12/7
MDW - GPT • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago Midway Airport and Gulfport. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
February
Cheapest • 48% price drop
March
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Orlando (MCO)
Cheapest • Avg $512 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 5h 04m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Midway to Gulfport (MDW-GPT)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Gulfport

Fri, Dec 4 - Mon, Dec 7
Delta Logo
6:00 am - 1:09 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
7h 09m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:09 pm - 10:54 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
4h 45m1 stop Atlanta Hartsfield-Jackson
$339Delta
Tue, Nov 10 - Sat, Nov 14
Delta Logo
1:05 pm - 5:19 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
4h 14m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:04 am - 3:12 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
5h 08m1 stop Atlanta Hartsfield-Jackson
$369Delta
Wed, Nov 11 - Sat, Nov 14
Delta Logo
6:00 am - 1:04 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
7h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:00 pm - 10:54 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
6h 54m1 stop Atlanta Hartsfield-Jackson
$369Delta
Tue, Nov 10 - Sat, Nov 14
Delta Logo
10:34 am - 5:19 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
6h 45m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
Delta Logo
4:00 pm - 10:54 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
6h 54m1 stop Atlanta Hartsfield-Jackson
$374Delta
Tue, Nov 10 - Sat, Nov 14
Delta Logo
11:27 am - 5:19 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
5h 52m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:26 am - 4:39 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
10h 13m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
$374Delta
Wed, Nov 11 - Sat, Nov 14
Delta Logo
6:00 am - 1:04 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
7h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:26 am - 4:39 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
10h 13m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
$374Delta
Wed, Nov 11 - Sat, Nov 14
Delta Logo
1:31 pm - 9:52 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
8h 21m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
6:26 am - 4:39 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
10h 13m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
$379Delta
Mon, Dec 21 - Wed, Dec 30
Delta Logo
9:58 am - 4:34 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
6h 36m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:20 pm - 10:22 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
5h 02m1 stop Atlanta Hartsfield-Jackson
$428Delta
Sat, Nov 21 - Wed, Nov 25
Multiple Airlines Logo
8:42 pm - 7:05 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
22h 23m1 stop Orlando
Multiple Airlines Logo
7:45 pm - 12:21 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
16h 36m2 stops Orlando Atlanta Hartsfield-Jackson
$445Multiple Airlines
Wed, Dec 23 - Mon, Dec 28
Multiple Airlines Logo
8:35 pm - 7:05 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
22h 30m1 stop Orlando
Multiple Airlines Logo
6:46 pm - 12:01 amGPT  Gulfport Biloxi Regional-MDW Chicago Midway
29h 15m2 stops Tampa Atlanta Hartsfield-Jackson
$521Multiple Airlines
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Gulfport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Gulfport?

Round-trip flights from Chicago Midway Airport to Gulfport typically range from $383 to $893. The lowest price found in the past 5 days was $339, on Delta.

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Key details for Chicago Midway Airport to Gulfport flights

Low season

January

Cheapest flight

$339
Beat the crowds with an average 59% drop in travelers.
The most popular month to fly with an average 36% increase in travelers.
Round-trip 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

Your Chicago Midway Airport to Gulfport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Chicago Midway Airport to Gulfport?

    Only Economy Class is available on flights from Chicago Midway Airport to Gulfport.

  • How long is a flight from Chicago Midway Airport to Gulfport?

    A nonstop flight from Chicago Midway Airport to Gulfport takes 00m, covering 789 miles.

  • Do I need a passport to fly from Chicago Midway Airport to Gulfport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago Midway Airport to Gulfport flight?

    Round-trip flights from Chicago Midway Airport to Gulfport range from $383 to $893, with an average of $516 over the past 12 months. Anything below $383 counts as a good deal.

  • Have flight prices from Chicago Midway Airport to Gulfport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $339 to $2,147. That means the highest observed fare was about 6x higher than the lowest one.

  • What car rental options are available at Gulfport Biloxi Regional Airport (GPT)?

    Gulfport Biloxi Regional Airport (GPT) hosts 5 major car rental companies, with daily rates averaging $64 for economy cars. Top options include:

    • Hertz
    • Enterprise Rent-A-Car
    • Budget
    • Alamo
    • Avis

  • Which airports can I use when flying from Chicago Midway Airport to Gulfport?

    Flights from Chicago Midway Airport to Gulfport usually depart from Chicago Midway (MDW) and arrive at Gulfport Biloxi Regional (GPT).

  • Which airports do connecting flights from Chicago Midway Airport to Gulfport pass through?

    Connecting flights from Chicago Midway Airport to Gulfport most commonly pass through:

    • Atlanta Hartsfield-Jackson (ATL) - 95% of one-stop connections
    • Orlando (MCO) - 5% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Gulfport?

    Yes. Flexible dates can save you up to 62% on flights from Chicago Midway Airport to Gulfport. Tuesday is the cheapest departure day at $306 round-trip on average, while Thursday is the most expensive at $799, a difference of $493.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to Gulfport?

    Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 5h 04m, compared with 23h 20m via Orlando (MCO).

Your guide to booking Chicago Midway Airport to Gulfport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Thursday. On this route, Tuesday flights average $306, about $493 less than Thursday fares (62% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago Midway Airport to Gulfport trip for February. Fares historically average $269 round-trip in that month - typically $709 less than the most expensive month, which is March (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Gulfport Biloxi Regional Airport.

    • Super 8 by Wyndham Gulfport Airport NW/Near Biloxi
    • Comfort Suites Gulfport Central
    • Extended Stay America Select Suites - Gulfport

More options for your flight from Midway to Gulfport

Complete your trip to Gulfport with a hotel stay or car rental

Car rentals in Gulfport
Hotels in Gulfport
Vacations in Gulfport