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$122+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — ORD
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find 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 October 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Fri 12/126:51 pmGPT - ORD
2 stops17h 03mMultiple Airlines
Sun 12/148:45 amORD - GPT
1 stop24h 14mMultiple Airlines
Deal found 10/28$209
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Tue 11/255:55 pmGPT - ORD
1 stop15h 52mMultiple Airlines
Wed 11/266:15 pmORD - GPT
1 stop25h 00mMultiple Airlines
Deal found 10/28$230
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:11 pmGPT - STL
1 stop4h 47mUnited Airlines
Sat 12/64:45 pmSTL - GPT
1 stop4h 37mUnited Airlines
Deal found 10/27$249
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 12/245:21 pmGPT - MDW
1 stop5h 01mDelta
Sat 12/276:00 amMDW - GPT
1 stop4h 40mDelta
Deal found 10/28$249
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/55:32 pmGPT - ORD
1 stop6h 07mAmerican Airlines
Sun 12/77:10 amORD - GPT
1 stop5h 17mAmerican Airlines
Deal found 10/28$249
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/412:54 pmGPT - STL
1 stop6h 36mAmerican Airlines
Sat 12/61:59 pmSTL - GPT
2 stops9h 54mAmerican Airlines
Deal found 10/27$254
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1111:52 amGPT - STL
1 stop6h 55mUnited Airlines
Sat 11/158:20 amSTL - GPT
1 stop7h 42mUnited Airlines
Deal found 10/26$259
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/125:26 pmGPT - ORD
1 stop6h 11mAmerican Airlines
Sun 11/165:00 amORD - GPT
1 stop7h 23mAmerican Airlines
Deal found 10/28$259
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:15 pmGPT - STL
1 stop5h 07mUnited Airlines
Mon 11/248:20 amSTL - GPT
1 stop7h 42mUnited Airlines
Deal found 10/27$263
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:15 pmGPT - ORD
1 stop5h 55mUnited Airlines
Sun 11/236:00 amORD - GPT
1 stop5h 17mUnited Airlines
Deal found 10/28$264
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 12/245:21 pmGPT - STL
1 stop6h 17mDelta
Fri 1/23:41 pmSTL - GPT
1 stop5h 59mDelta
Deal found 10/28$274
This Delta deal was found by Cheapflights users on 10/27. 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 12/1310:35 amGPT - MDW
1 stop5h 09mDelta
Tue 12/165:39 pmMDW - GPT
1 stop4h 24mDelta
Deal found 10/27$274

Cheap flight deals from Gulfport to Illinois

Keep the following information in mind while searching for Gulfport to Illinois flight deals. Data was last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$209
(Kiwi.com)

One-way from

$122
(Kiwi.com)

Popular in

February

Cheapest in

April

Average price

$357
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. 14% potential increase in price ($72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 29, 2025.
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

Fri 12/12

6:51 pm-11:54 am

2 stops17h 03m

Chicago O'Hare Intl

Sun 12/14

8:45 am-8:59 am

1 stop24h 14m

$209

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 11/25

5:55 pm-9:47 am

1 stop15h 52m

Chicago O'Hare Intl

Wed 11/26

6:15 pm-7:15 pm

1 stop25h 00m

$230

GulfportSt. Louis

GPT - STL

GPTSTL

Gulfport Biloxi Regional

Thu 12/4

5:11 pm-9:58 pm

1 stop4h 47m

Lambert-St Louis

Sat 12/6

4:45 pm-9:22 pm

1 stop4h 37m

$249

GulfportSt. Louis

GPT - STL

GPTSTL

Gulfport Biloxi Regional

Thu 12/11

2:53 pm-9:02 pm

1 stop6h 09m

Lambert-St Louis

Thu 12/18

6:00 am-9:50 am

1 stop3h 50m

$249

GulfportSt. Louis

GPT - STL

GPTSTL

Gulfport Biloxi Regional

Sat 2/21

3:00 pm-7:14 pm

1 stop4h 14m

Lambert-St Louis

Tue 2/24

7:30 am-1:37 pm

1 stop6h 07m

$249

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Wed 11/26

6:03 pm-11:40 pm

1 stop5h 37m

Chicago Midway

Sun 11/30

10:47 am-5:13 pm

1 stop6h 26m

$249

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Fri 12/12

6:01 pm-11:47 pm

1 stop5h 46m

Chicago Midway

Sun 12/14

5:13 pm-10:03 pm

1 stop4h 50m

$249

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

Wed 12/24

5:21 pm-10:22 pm

1 stop5h 01m

Chicago Midway

Sat 12/27

6:00 am-10:40 am

1 stop4h 40m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 12/24

5:21 pm-12:02 am

1 stop6h 41m

Chicago O'Hare Intl

Sat 12/27

5:31 pm-9:40 pm

1 stop4h 09m

$249

GulfportSt. Louis

GPT - STL

GPTSTL

Gulfport Biloxi Regional

Thu 12/4

12:54 pm-7:30 pm

1 stop6h 36m

Lambert-St Louis

Sat 12/6

1:59 pm-11:53 pm

2 stops9h 54m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 43 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, March is the cheapest month in which you can book a flight from Gulfport to Illinois (average of $58). Flying from Gulfport to Illinois in January is currently the most expensive (average of $168). 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.

How much does it cost to fly round-trip from Gulfport to Illinois?

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 October 29, 2025.
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
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 $249, United Airlines can have you in Illinois from Gulfport in 4h 47m. Airlines will cover a distance of 581 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The most popular flight routes from Gulfport to Illinois are Gulfport Biloxi Regional - Chicago O'Hare Intl, Gulfport Biloxi Regional - Lambert-St Louis 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, March is the cheapest month in which you can book a flight from Gulfport to Illinois (average of $58). Flying from Gulfport to Illinois in January is currently the most expensive (average of $168). 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.

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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$116Average$480FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$441FlexibilityNo cancel feeOn-time71%

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