Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Gulfport from $215

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Gulfport departing on 4/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Gulfport

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
10:45 am - 5:11 pm
MDW
-
GPT
6h 26m
1 stop
Delta Logo
5:57 pm - 10:31 pm
GPT
-
MDW
4h 34m
1 stop
$269Delta
Wed, Apr 1 - Fri, Apr 10
Multiple Airlines Logo
7:30 am - 6:40 pm
MDW
-
GPT
35h 10m
2 stops
Multiple Airlines Logo
7:20 pm - 8:04 am
GPT
-
MDW
12h 44m
1 stop
$292Multiple Airlines
Wed, Apr 15 - Sun, Apr 19
Multiple Airlines Logo
7:30 am - 6:40 pm
MDW
-
GPT
11h 10m
1 stop
Multiple Airlines Logo
7:20 pm - 1:08 pm
GPT
-
MDW
17h 48m
1 stop
$294Multiple Airlines
Sun, Mar 1 - Thu, Mar 5
Multiple Airlines Logo
7:30 am - 6:40 pm
MDW
-
GPT
35h 10m
2 stops
Multiple Airlines Logo
7:20 pm - 8:04 am
GPT
-
MDW
12h 44m
1 stop
$300Multiple Airlines
Wed, Apr 22 - Sun, Apr 26
Delta Logo
10:41 am - 5:08 pm
MDW
-
GPT
6h 27m
1 stop
Delta Logo
5:55 pm - 10:28 pm
GPT
-
MDW
4h 33m
1 stop
$409Delta
Wed, Apr 15 - Sun, Apr 19
Delta Logo
10:45 am - 5:11 pm
MDW
-
GPT
6h 26m
1 stop
Delta Logo
9:48 am - 3:25 pm
GPT
-
MDW
5h 37m
1 stop
$472Delta
Wed, Apr 1 - Sat, Apr 11
Delta Logo
12:52 pm - 5:09 pm
MDW
-
GPT
4h 17m
1 stop
Delta Logo
5:55 pm - 10:28 pm
GPT
-
MDW
4h 33m
1 stop
$477Delta
Wed, Apr 22 - Sun, Apr 26
Multiple Airlines Logo
9:10 am - 6:40 pm
MDW
-
GPT
9h 30m
1 stop
Multiple Airlines Logo
7:20 pm - 8:53 pm
GPT
-
MDW
25h 33m
1 stop
$487Multiple Airlines
Sun, Mar 22 - Sun, Mar 29
Delta Logo
10:45 am - 5:11 pm
MDW
-
GPT
6h 26m
1 stop
Delta Logo
5:57 pm - 10:31 pm
GPT
-
MDW
4h 34m
1 stop
$507Delta
Fri, Apr 10 - Sun, Apr 12
Delta Logo
12:47 pm - 5:11 pm
MDW
-
GPT
4h 24m
1 stop
Delta Logo
5:57 pm - 10:31 pm
GPT
-
MDW
4h 34m
1 stop
$524Delta
Thu, Mar 12 - Mon, Mar 16

Delta flights from Chicago Midway Airport to Gulfport

Our best Delta deals on Chicago Midway Airport to Gulfport flight tickets
Delta
Apr 1
MDW10:45 amChicago Midway
6h 26m
1 stop
GPT5:11 pmGulfport Biloxi Regional
Apr 10
GPT5:57 pmGulfport Biloxi Regional
4h 34m
1 stop
MDW10:31 pmChicago Midway
$269
Delta
Apr 15
MDW10:41 amChicago Midway
6h 27m
1 stop
GPT5:08 pmGulfport Biloxi Regional
Apr 19
GPT5:55 pmGulfport Biloxi Regional
4h 33m
1 stop
MDW10:28 pmChicago Midway
$409
Delta
Apr 1
MDW10:45 amChicago Midway
6h 26m
1 stop
GPT5:11 pmGulfport Biloxi Regional
Apr 11
GPT9:48 amGulfport Biloxi Regional
5h 37m
1 stop
MDW3:25 pmChicago Midway
$472

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated February 18, 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

Price

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Wed 4/1

10:45 am-5:11 pm

1 stop6h 26m

Gulfport Biloxi Regional

Fri 4/10

5:57 pm-10:31 pm

1 stop4h 34m

$269

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Wed 4/15

7:30 am-6:40 pm

2 stops35h 10m

Gulfport Biloxi Regional

Sun 4/19

7:20 pm-8:04 am

1 stop12h 44m

$292

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Sun 3/1

7:30 am-6:40 pm

1 stop11h 10m

Gulfport Biloxi Regional

Thu 3/5

7:20 pm-1:08 pm

1 stop17h 48m

$294

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Wed 4/22

7:30 am-6:40 pm

2 stops35h 10m

Gulfport Biloxi Regional

Sun 4/26

7:20 pm-8:04 am

1 stop12h 44m

$300

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Wed 4/15

10:41 am-5:08 pm

1 stop6h 27m

Gulfport Biloxi Regional

Sun 4/19

5:55 pm-10:28 pm

1 stop4h 33m

$409

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Wed 4/1

10:45 am-5:11 pm

1 stop6h 26m

Gulfport Biloxi Regional

Sat 4/11

9:48 am-3:25 pm

1 stop5h 37m

$472

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Wed 4/22

12:52 pm-5:09 pm

1 stop4h 17m

Gulfport Biloxi Regional

Sun 4/26

5:55 pm-10:28 pm

1 stop4h 33m

$477

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Sun 3/22

9:10 am-6:40 pm

1 stop9h 30m

Gulfport Biloxi Regional

Sun 3/29

7:20 pm-8:53 pm

1 stop25h 33m

$487

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Fri 4/10

10:45 am-5:11 pm

1 stop6h 26m

Gulfport Biloxi Regional

Sun 4/12

5:57 pm-10:31 pm

1 stop4h 34m

$507

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Thu 3/12

12:47 pm-5:11 pm

1 stop4h 24m

Gulfport Biloxi Regional

Mon 3/16

5:57 pm-10:31 pm

1 stop4h 34m

$524

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Gulfport from

How to get the cheapest flight ticket from Chicago Midway Airport to Gulfport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Gulfport Biloxi Regional?

Delta is the most popular carrier operating from Chicago Midway to Gulfport Biloxi Regional

What airlines fly to Gulfport?

Southwest, Delta and Frontier are the top three most popular airlines that fly to Gulfport from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 87% of people opting to fly with this airline when traveling to Gulfport. Keep in mind that there are 3 different airlines that fly to Gulfport on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago Midway Airport to Gulfport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Gulfport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Gulfport (MDW to GPT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Gulfport

Fastest flight time

4h 30m

Direct flights

None
The fastest flight from Chicago Midway Airport to Gulfport takes 4h 30m
There are no direct flights from Chicago Midway Airport to Gulfport. There are no popular flight routes from Chicago Midway Airport to Gulfport.
Search flight deals

  • How far is Chicago Midway to Gulfport Biloxi Regional by plane?

    There are 792.0 mi between Chicago Midway and Gulfport Biloxi Regional. Typically, this will take 4h 30m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Gulfport Biloxi Regional Airport?

    Prices for flights from Chicago Midway Airport to Gulfport Biloxi Regional Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Gulfport Biloxi Regional Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Gulfport Biloxi Regional Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Gulfport Biloxi Regional Airport.

  • What documentation or ID do you need to fly to Gulfport Biloxi Regional Airport?

    The travel and health documents required for your trip to Gulfport Biloxi Regional Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Gulfport Biloxi Regional Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago Midway Airport to Gulfport?

Best airlines flying from Chicago Midway Airport to Gulfport

Compare and see reviews for airlines that fly from Chicago Midway Airport to Gulfport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $253Free CancellationRating
7.9
8,208 reviews
Search Delta flights

Traveling to a place near Gulfport?

Book flights to Gulfport if you plan to visit one of these locations
Biloxi
Ocean Springs
D'Iberville

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Gulfport?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Gulfport. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Gulfport with flexible booking policies on momondo?

momondo does allow users to show only those flights to Gulfport from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Gulfport?

momondo helps you find the best flight between Chicago and Gulfport by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Gulfport right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Gulfport, momondo offers a useful price alert feature which will track prices for flights to Gulfport from Chicago and alert you when they change.

An easier way to manage your Gulfport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 3/20
Fri 3/27
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States