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$135+ Cheap flights from Gulfport (GPT) to Illinois

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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — ORD
feb. 28 — mar. 71
sáb. 2/28
sáb. 3/7
1 adult, Economy
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Cheap flight deals from Gulfport to Illinois

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

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.
lun. 3/26:54 pm
GPT
-
ORD
2 stops28h 53m
Multiple Airlines
jue. 3/511:55 am
ORD
-
GPT
1 stop6h 45m
Multiple Airlines
Deal found 1/27$243
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.
dom. 3/227:20 pm
GPT
-
ORD
2 stops16h 01m
Multiple Airlines
mié. 4/14:21 pm
ORD
-
GPT
1 stop26h 19m
Multiple Airlines
Deal found 1/28$251
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.
dom. 3/227:20 pm
GPT
-
ORD
1 stop20h 05m
Multiple Airlines
jue. 4/29:30 am
ORD
-
GPT
1 stop9h 10m
Multiple Airlines
Deal found 1/28$263
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.
mié. 3/185:57 pm
GPT
-
MDW
1 stop4h 34m
Delta
mar. 3/3112:47 pm
MDW
-
GPT
1 stop4h 24m
Delta
Deal found 1/28$269
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.
mié. 3/185:57 pm
GPT
-
ORD
1 stop5h 57m
Delta
mar. 3/315:59 pm
ORD
-
GPT
1 stop4h 16m
Delta
Deal found 1/28$269
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.
jue. 3/197:20 pm
GPT
-
ORD
2 stops37h 50m
Multiple Airlines
mié. 4/14:21 pm
ORD
-
GPT
1 stop26h 19m
Multiple Airlines
Deal found 1/28$272
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.
dom. 3/227:20 pm
GPT
-
MDW
1 stop19h 01m
Multiple Airlines
jue. 4/29:20 am
MDW
-
GPT
1 stop9h 20m
Multiple Airlines
Deal found 1/28$278
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.
jue. 2/125:00 am
GPT
-
STL
1 stop6h 01m
American Airlines
lun. 2/166:57 pm
STL
-
GPT
1 stop5h 00m
American Airlines
Deal found 1/27$279
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.
vie. 2/136:00 pm
GPT
-
ORD
1 stop5h 56m
Delta
lun. 2/169:48 am
ORD
-
GPT
1 stop7h 27m
Delta
Deal found 1/28$279
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.
jue. 5/286:00 am
GPT
-
STL
1 stop6h 54m
Delta
mar. 6/211:51 am
STL
-
GPT
1 stop5h 26m
Delta
Deal found 1/28$294
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.
sáb. 3/213:00 pm
GPT
-
ORD
1 stop5h 02m
Delta
mié. 4/19:40 am
ORD
-
GPT
1 stop4h 20m
Delta
Deal found 1/28$294
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.
jue. 3/57:20 pm
GPT
-
STL
1 stop11h 42m
Multiple Airlines
jue. 3/198:02 am
STL
-
GPT
1 stop10h 38m
Multiple Airlines
Deal found 1/27$296

Find flight deals from Gulfport to Illinois

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$243
(Kiwi.com)

One-way from

$135
(Kiwi.com)

Popular in

February

Cheapest in

November
Provider with most accurate pricing for Gulfport Biloxi Regional-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Gulfport Biloxi Regional-Chicago (CHI) flights.
Search Deals
From Gulfport Biloxi Regional to Illinois
Search Deals
One-way flight from Gulfport Biloxi Regional to Illinois
Search Deals
Highest demand for flights based on searches. 28% potential increase in price ($140 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($31 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

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

Fly from

Gulfport

Fly to

Illinois

Route

Depart

Return

Price

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

lun. 3/2

6:54 pm-11:47 pm

2 stops28h 53m

Chicago O'Hare Intl

jue. 3/5

11:55 am-6:40 pm

1 stop6h 45m

$243

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

mar. 3/24

5:57 pm-10:31 pm

1 stop4h 34m

Chicago Midway

mié. 4/1

10:45 am-5:11 pm

1 stop6h 26m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

jue. 2/19

7:35 pm-12:55 am

1 stop5h 20m

Chicago O'Hare Intl

dom. 2/22

5:00 am-10:13 am

1 stop5h 13m

$269

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

mié. 3/18

5:57 pm-10:31 pm

1 stop4h 34m

Chicago Midway

mié. 4/1

10:45 am-5:11 pm

1 stop6h 26m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

mié. 3/18

5:57 pm-11:54 pm

1 stop5h 57m

Chicago O'Hare Intl

lun. 3/30

5:59 pm-10:15 pm

1 stop4h 16m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

vie. 5/1

2:40 pm-8:16 pm

1 stop5h 36m

Chicago O'Hare Intl

sáb. 5/9

9:30 am-1:34 pm

1 stop4h 04m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

vie. 3/20

5:57 pm-11:54 pm

1 stop5h 57m

Chicago O'Hare Intl

lun. 3/30

5:59 pm-10:15 pm

1 stop4h 16m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

mié. 3/18

5:57 pm-11:54 pm

1 stop5h 57m

Chicago O'Hare Intl

mar. 3/31

5:59 pm-10:15 pm

1 stop4h 16m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

lun. 3/23

5:57 pm-11:54 pm

1 stop5h 57m

Chicago O'Hare Intl

mié. 4/1

5:59 pm-10:15 pm

1 stop4h 16m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

mar. 3/24

5:57 pm-11:54 pm

1 stop5h 57m

Chicago O'Hare Intl

lun. 3/30

5:59 pm-10:15 pm

1 stop4h 16m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 44 results
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Best time to book a flight from Gulfport to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Gulfport 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 Gulfport to Illinois

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

Currently, February is the cheapest month in which you can book a flight from Gulfport to Illinois (average of $53). Flying from Gulfport to Illinois in December is currently the most expensive (average of $159). 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.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated enero 29, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Gulfport to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,128 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,128 reviews
Delta
7.9
Good
8,128 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,205 reviews
Delta
7.9
Good
8,128 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Gulfport to Illinois. 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 from for flights from Gulfport to Illinois?

    Gulfport Biloxi Regional (GPT) is the airport you will fly out of if you book a flight from Gulfport to Illinois. It is only a 3.1 mi journey to Biloxi Regional (GPT) from Gulfport’s city center.

  • How long is the flight from Gulfport to Illinois?

    For as low as $269, Delta can have you in Illinois from Gulfport in 4h 34m. Airlines will cover a distance of 789 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Gulfport to Illinois one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $158. American Airlines flights start at $158 while deals on Delta start at $186 one-way.

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

    The most popular flight routes from Gulfport to Illinois are Gulfport Biloxi Regional - Lambert-St Louis, Gulfport Biloxi Regional - Chicago O'Hare Intl and Gulfport Biloxi Regional - Chicago Midway.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Gulfport to Illinois 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 Gulfport to Illinois?

    Currently, February is the cheapest month in which you can book a flight from Gulfport to Illinois (average of $53). Flying from Gulfport to Illinois in December is currently the most expensive (average of $159). 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

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Top 2 airlines flying from Gulfport to Illinois

Discover the top 2 airlines that operate flights from Gulfport to Illinois. 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 enero 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$436FlexibilityNo cancel feeOn-time71%
DeltaCheapest$319Average$553FlexibilityNo cancel feeOn-timeN/A

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