HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Gulfport

$124+ Cheap flights from Illinois 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — GPT
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois 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 Illinois to Gulfport

Cheapest flights from Illinois to Gulfport
Explore the most affordable flight options available from Illinois to Gulfport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:12 am
STL
-
GPT
1 stop5h 01m
American Airlines
Tue 2/2410:43 am
GPT
-
STL
1 stop6h 30m
American Airlines
Deal found 1/28$269
This Delta deal was found by Cheapflights users on 1/27. 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 3/76:45 am
ORD
-
GPT
1 stop7h 21m
Delta
Wed 3/112:44 pm
GPT
-
ORD
1 stop6h 26m
Delta
Deal found 1/27$269
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:00 am
ORD
-
GPT
1 stop5h 13m
American Airlines
Tue 2/246:31 am
GPT
-
ORD
1 stop7h 45m
American Airlines
Deal found 1/28$274
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 5/145:30 am
ORD
-
GPT
1 stop13h 40m
Multiple Airlines
Sun 5/177:50 pm
GPT
-
ORD
1 stop12h 09m
Multiple Airlines
Deal found 1/27$277
This Delta deal was found by Cheapflights users on 1/27. 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 2/72:59 pm
ORD
-
GPT
1 stop6h 54m
Delta
Tue 3/102:44 pm
GPT
-
ORD
1 stop6h 26m
Delta
Deal found 1/27$304
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/74:04 pm
ORD
-
GPT
2 stops7h 53m
American Airlines
Wed 3/114:29 pm
GPT
-
ORD
1 stop7h 37m
American Airlines
Deal found 1/27$309
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/1912:22 pm
MDW
-
GPT
2 stops20h 38m
Multiple Airlines
Sun 2/227:20 pm
GPT
-
MDW
1 stop25h 07m
Multiple Airlines
Deal found 1/28$326
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/128:10 am
ORD
-
GPT
1 stop7h 49m
American Airlines
Mon 3/164:29 pm
GPT
-
ORD
1 stop7h 37m
American Airlines
Deal found 1/27$329
This Delta deal was found by Cheapflights users on 1/28. 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 2/512:46 pm
MDW
-
GPT
1 stop4h 29m
Delta
Mon 2/96:08 pm
GPT
-
MDW
1 stop4h 14m
Delta
Deal found 1/28$339
This Delta deal was found by Cheapflights users on 1/28. 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 2/511:15 am
ORD
-
GPT
1 stop6h 00m
Delta
Sun 2/86:05 am
GPT
-
ORD
1 stop7h 35m
Delta
Deal found 1/28$339
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/74:02 pm
ORD
-
GPT
2 stops7h 06m
American Airlines
Tue 3/1010:43 am
GPT
-
ORD
1 stop7h 47m
American Airlines
Deal found 1/27$344
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/53:55 pm
ORD
-
GPT
1 stop17h 05m
Multiple Airlines
Mon 2/96:54 pm
GPT
-
ORD
2 stops15h 57m
Multiple Airlines
Deal found 1/28$353

Find flight deals from Illinois to Gulfport

Keep the following information in mind while searching for Illinois to Gulfport flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(American Airlines)

One-way from

$124
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$430
Provider with most accurate pricing for Chicago (CHI)-Gulfport Biloxi Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Gulfport Biloxi Regional flights.
Search Deals
From Illinois to Gulfport Biloxi Regional
Search Deals
One-way flight from Illinois to Gulfport Biloxi Regional
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 January 29, 2026.
Use the filters below to find and compare flights from Illinois to Gulfport that are best for you.

Fly from

Illinois

Fly to

Gulfport

Route

Depart

Return

Price

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sat 3/7

6:45 am-2:06 pm

1 stop7h 21m

Gulfport Biloxi Regional

Wed 3/11

2:44 pm-9:10 pm

1 stop6h 26m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 7/15

9:25 am-4:02 pm

1 stop6h 37m

Gulfport Biloxi Regional

Sat 7/18

5:15 pm-12:10 am

1 stop6h 55m

$269

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 2/17

5:00 am-10:13 am

1 stop5h 13m

Gulfport Biloxi Regional

Tue 2/24

6:31 am-2:16 pm

1 stop7h 45m

$274

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 5/14

5:30 am-7:10 pm

1 stop13h 40m

Gulfport Biloxi Regional

Sun 5/17

7:50 pm-7:59 am

1 stop12h 09m

$277

St. LouisGulfport

STL - GPT

STLGPT

Lambert-St Louis

Sat 2/21

6:13 am-3:59 pm

2 stops9h 46m

Gulfport Biloxi Regional

Tue 2/24

10:43 am-5:13 pm

1 stop6h 30m

$319

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Thu 2/19

12:22 pm-9:00 am

2 stops20h 38m

Gulfport Biloxi Regional

Sun 2/22

7:20 pm-8:27 pm

1 stop25h 07m

$326

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 3/12

8:10 am-3:59 pm

1 stop7h 49m

Gulfport Biloxi Regional

Mon 3/16

4:29 pm-12:06 am

1 stop7h 37m

$329

St. LouisGulfport

STL - GPT

STLGPT

Lambert-St Louis

Sat 2/14

6:53 pm-11:57 pm

1 stop5h 04m

Gulfport Biloxi Regional

Tue 2/24

5:00 am-11:01 am

1 stop6h 01m

$358

St. LouisGulfport

STL - GPT

STLGPT

Lambert-St Louis

Sun 3/8

7:03 am-1:59 pm

1 stop6h 56m

Gulfport Biloxi Regional

Wed 3/11

9:48 am-4:16 pm

1 stop6h 28m

$368

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 2/19

11:18 am-5:15 pm

1 stop5h 57m

Gulfport Biloxi Regional

Sun 2/22

6:00 pm-11:56 pm

1 stop5h 56m

$383

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 42 results
1
2
3
...
5

Best time to book a flight from Illinois to Gulfport

Have a flexible travel schedule? Discover the best time to fly to Gulfport from Illinois with our price prediction graph.
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 Illinois to Gulfport

What is the cheapest month to book a flight from Illinois to Gulfport?

Currently, June is the cheapest month in which you can book a flight from Illinois to Gulfport (average of $80). Flying from Illinois to Gulfport in July is currently the most expensive (average of $135). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Gulfport. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Gulfport from Illinois?

    For a flight from Illinois to Gulfport, you will be flying into Biloxi Regional. Gulfport Biloxi Regional (GPT) is just 3.1 mi from the center of the city.

  • How long is the flight from Illinois to Gulfport?

    Departing from Illinois to Gulfport will take you 5h 13m. Illinois and Gulfport are separated by a distance of 802 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Illinois to Gulfport?

    While some choose either Chicago Midway - Gulfport Biloxi Regional or Lambert-St Louis - Gulfport Biloxi Regional, Chicago O'Hare Intl - Gulfport Biloxi Regional is the most popular route from Illinois to Gulfport.

  • Can I find deals for flights from Illinois to Gulfport that include hotel bookings?

    Yes. In addition to deals on Illinois to Gulfport flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Gulfport?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Gulfport.

  • Can I find deals for business class flights from Illinois to Gulfport?

    Yes. Cheapflights offers flight deals from Illinois to Gulfport by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Gulfport?

    Currently, June is the cheapest month in which you can book a flight from Illinois to Gulfport (average of $80). Flying from Illinois to Gulfport in July is currently the most expensive (average of $135). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Gulfport?

Book flights to Gulfport if you plan to visit one of these locations
Ocean Springs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Gulfport

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to Memphis flights
LaGuardia to Memphis flights
Dulles Intl to Mobile flights
Newark to Memphis flights
Hobby to Memphis flights
John F Kennedy Intl to Memphis flights
Los Angeles to Memphis flights
Detroit to Memphis flights
Dulles Intl to Memphis flights
Baltimore to Memphis flights
Reagan-National to Memphis flights
George Bush Intcntl to Memphis flights
Denver to Memphis flights
O'Hare Intl to Memphis flights
Atlanta to Memphis flights
Newark to Baton Rouge flights
LaGuardia to Baton Rouge flights
Boston to Memphis flights
John F Kennedy Intl to Baton Rouge flights
Dallas/Fort Worth to Baton Rouge flights
Minneapolis to Memphis flights
Madison to Mobile flights
Baltimore to Mobile flights
Dallas/Fort Worth to Mobile flights
Philadelphia to Memphis flights
O'Hare Intl to Mobile flights
Dulles Intl to Baton Rouge flights
Reagan-National to Mobile flights
Midway to Memphis flights
Baltimore to Baton Rouge flights
Reagan-National to Baton Rouge flights
Minneapolis to Gulfport flights
Orlando to Memphis flights
Baltimore to Gulfport flights
O'Hare Intl to Baton Rouge flights
Sky Harbor Intl to Memphis flights
Love Field to Memphis flights
Philadelphia to Mobile flights
Los Angeles to Baton Rouge flights
San Diego to Memphis flights
Seattle to Memphis flights
Salt Lake City to Memphis flights
Reagan-National to Gulfport flights
John F Kennedy Intl to Gulfport flights
Newark to Gulfport flights
San Francisco to Memphis flights
Miami to Memphis flights
Midway to Mobile flights
Denver to Baton Rouge flights
Atlanta to Gulfport flights

Top 2 airlines flying from Illinois to Gulfport

Discover the top 2 airlines that operate flights from Illinois 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$327FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$328FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.