GPT - MDW

$191 Find Cheap Flights from Gulfport to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$305
Typical prices: $268-$343
Delta
Wed 10/17Wed 10/24
GPT - MDW • 1 stop
Cheapest one-way
$191
Typical prices: $168-$272
Multiple Airlines
Tue 11/13
GPT - MDW • 3 stops
Nonstop flights
Not available
There are currently no direct flights between Gulfport and Chicago Midway Airport. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
November
Cheapest • 9% price drop
March
Most popular
Good to know
+1
Good to know
+1
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We hope you love your trip to Chicago Midway Airport!
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Booking Insights
Flight Deals

Cheap Flights from Gulfport to Midway (GPT-MDW)

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

Recent round-trip flight deals from Gulfport to Midway

Sat, Oct 17 - Sat, Oct 24
Delta Logo
4:00 pm - 10:33 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
6h 33m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:19 pm - 8:46 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
4h 27m1 stop Atlanta Hartsfield-Jackson
$305Delta
Thu, Nov 12 - Mon, Nov 16
Delta Logo
6:20 am - 11:59 amGPT  Gulfport Biloxi Regional-MDW Chicago Midway
5h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 1:05 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
7h 05m1 stop Atlanta Hartsfield-Jackson
$319Delta
Fri, Nov 13 - Mon, Nov 16
Delta Logo
6:04 pm - 10:54 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
4h 50m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 1:05 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
7h 05m1 stop Atlanta Hartsfield-Jackson
$319Delta
Fri, Nov 13 - Mon, Nov 16
Delta Logo
6:04 pm - 10:54 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
4h 50m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:30 pm - 9:52 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
9h 22m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$324Delta
Thu, Nov 12 - Mon, Nov 16
Delta Logo
6:20 am - 10:24 amGPT  Gulfport Biloxi Regional-MDW Chicago Midway
4h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:30 pm - 9:52 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
9h 22m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$324Delta
Thu, Nov 12 - Mon, Nov 16
Delta Logo
6:20 am - 12:51 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
6h 31m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
12:30 pm - 9:52 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
9h 22m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$329Delta
Wed, Oct 14 - Mon, Oct 19
Delta Logo
6:26 am - 11:54 amGPT  Gulfport Biloxi Regional-MDW Chicago Midway
5h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 1:01 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
6h 57m1 stop Atlanta Hartsfield-Jackson
$330Delta
Wed, Oct 14 - Mon, Oct 19
Delta Logo
6:26 am - 12:47 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
6h 21m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
6:04 am - 1:01 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
6h 57m1 stop Atlanta Hartsfield-Jackson
$335Delta
Fri, Nov 13 - Mon, Nov 16
Delta Logo
6:04 pm - 10:54 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
4h 50m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 1:05 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
7h 05m1 stop Atlanta Hartsfield-Jackson
$339Delta
Thu, Nov 12 - Mon, Nov 16
Delta Logo
6:20 am - 11:59 amGPT  Gulfport Biloxi Regional-MDW Chicago Midway
5h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 1:05 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
7h 05m1 stop Atlanta Hartsfield-Jackson
$339Delta
Booking Insights

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

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

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

Round-trip flights from Gulfport to Chicago Midway Airport start at $305. Prices are typical for this route right now, with typical round-trip fares ranging from $268 to $343. The lowest price found in the past 5 days was $305 on Delta.

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Key details for Gulfport to Chicago Midway Airport flights

Low season

September

Cheapest flight

$191
Most popular time to fly with an average 25% increase in price.
Flight from Gulfport to Chicago Midway Airport

When to book flights from Gulfport to Midway

Are your dates flexible? Find out the best times to travel from Gulfport to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Gulfport to Chicago Midway Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

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

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

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

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

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

    Most connecting flights from Gulfport to Chicago Midway Airport pass through Atlanta Hartsfield-Jackson (ATL), which handles 100% of one-stop traffic on this route. Other layover airports each see under 5%.

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

    Yes. Being flexible with your travel dates can save you up to 75% on the Gulfport to Chicago Midway Airport route. Wednesday is the cheapest departure day at $248 round-trip on average, while Monday is the most expensive at $966, a difference of $718. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

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

    A nonstop flight from Gulfport to Chicago Midway Airport takes 0h 00m, covering 789 miles.

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

    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.

  • Have flight prices from Gulfport to Chicago Midway Airport 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 $305 to $1,610. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Gulfport to Chicago Midway Airport looking right now?

    One-way fares from Gulfport to Chicago Midway Airport are currently in line with typical prices for this route. Average one-way fares are about $269.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

Your guide to booking Gulfport to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Monday. On this route, Wednesday flights average $248 - about $718 less than Monday (74% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Gulfport to Chicago Midway Airport trip for November. Fares historically average $248 round-trip in that month - typically $718 less than the most expensive month, which is April (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

More options for your flight from Gulfport to Midway

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

Car rentals in Chicago
Hotels in Chicago
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