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$139+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — GPT
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Illinois to Gulfport

Keep the following information in mind while searching for Illinois to Gulfport flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$219
(Kiwi.com)

One-way from

$139
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$380
Provider with most accurate pricing for Chicago (CHI)-Gulfport Biloxi Regional flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Gulfport Biloxi Regional flights.
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From Illinois to Gulfport Biloxi Regional
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One-way flight from Illinois to Gulfport Biloxi Regional
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Highest demand for flights based on searches. 13% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 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.
Thu 11/1310:12 amMDW - GPT
1 stop9h 03mMultiple Airlines
Mon 11/176:51 pmGPT - MDW
1 stop5h 39mMultiple Airlines
Deal found 10/28$241
This Delta deal was found by Cheapflights users on 10/29. 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 11/206:00 amSTL - GPT
1 stop3h 49mDelta
Sun 11/236:00 amGPT - STL
1 stop7h 00mDelta
Deal found 10/29$249
This Delta deal was found by Cheapflights users on 10/29. 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 12/134:29 pmMDW - GPT
1 stop5h 34mDelta
Thu 12/255:21 pmGPT - MDW
1 stop5h 01mDelta
Deal found 10/29$249
This Delta deal was found by Cheapflights users on 10/29. 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 11/224:26 pmORD - GPT
1 stop5h 41mDelta
Mon 11/246:03 pmGPT - ORD
1 stop5h 59mDelta
Deal found 10/29$249
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Wed 11/196:05 pmORD - GPT
2 stops25h 10mMultiple Airlines
Sun 11/237:55 pmGPT - ORD
1 stop21h 20mMultiple Airlines
Deal found 10/30$252
This Delta deal was found by Cheapflights users on 10/30. 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.
Tue 11/189:51 amORD - GPT
1 stop4h 17mDelta
Sat 11/223:30 pmGPT - ORD
1 stop7h 00mDelta
Deal found 10/30$264
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.
Thu 11/136:48 amORD - GPT
1 stop12h 27mMultiple Airlines
Mon 11/176:51 pmGPT - ORD
2 stops24h 47mMultiple Airlines
Deal found 10/28$267
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/135:34 pmORD - GPT
1 stop6h 19mAmerican Airlines
Sat 12/274:48 pmGPT - ORD
1 stop7h 11mAmerican Airlines
Deal found 10/29$274
This Delta deal was found by Cheapflights users on 10/30. 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 11/154:28 pmMDW - GPT
1 stop5h 39mDelta
Wed 11/1910:35 amGPT - MDW
1 stop6h 04mDelta
Deal found 10/30$279
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.
Thu 11/135:23 amORD - GPT
1 stop4h 26mDelta
Mon 11/176:03 pmGPT - ORD
1 stop5h 59mDelta
Deal found 10/28$279
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Sun 11/167:05 amORD - GPT
1 stop25h 54mMultiple Airlines
Mon 11/176:51 pmGPT - ORD
2 stops24h 47mMultiple Airlines
Deal found 10/29$289
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/206:15 amSTL - GPT
1 stop7h 05mUnited Airlines
Sun 11/2311:52 amGPT - STL
1 stop6h 55mUnited Airlines
Deal found 10/29$294

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 October 30, 2025.
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

MDW - GPT

MDWGPT

Chicago Midway

Thu 11/13

10:12 am-7:15 pm

1 stop9h 03m

Gulfport Biloxi Regional

Mon 11/17

6:51 pm-12:30 am

1 stop5h 39m

$241

St. LouisGulfport

STL - GPT

STLGPT

Lambert-St Louis

Fri 12/5

6:00 am-9:50 am

1 stop3h 50m

Gulfport Biloxi Regional

Mon 12/8

6:01 pm-11:42 pm

1 stop5h 41m

$249

St. LouisGulfport

STL - GPT

STLGPT

Lambert-St Louis

Wed 11/19

9:33 am-2:08 pm

1 stop4h 35m

Gulfport Biloxi Regional

Sun 11/23

6:00 am-1:00 pm

1 stop7h 00m

$249

St. LouisGulfport

STL - GPT

STLGPT

Lambert-St Louis

Thu 12/4

7:05 am-2:08 pm

1 stop7h 03m

Gulfport Biloxi Regional

Mon 12/8

6:01 pm-11:42 pm

1 stop5h 41m

$249

St. LouisGulfport

STL - GPT

STLGPT

Lambert-St Louis

Thu 11/20

6:00 am-9:49 am

1 stop3h 49m

Gulfport Biloxi Regional

Sun 11/23

6:00 am-1:00 pm

1 stop7h 00m

$249

ChicagoGulfport

MDW - GPT

MDWGPT

Chicago Midway

Sat 12/13

4:29 pm-10:03 pm

1 stop5h 34m

Gulfport Biloxi Regional

Thu 12/25

5:21 pm-10:22 pm

1 stop5h 01m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 3/17

7:10 am-1:37 pm

1 stop6h 27m

Gulfport Biloxi Regional

Sat 3/21

3:00 pm-7:29 pm

1 stop4h 29m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sat 11/22

4:26 pm-10:07 pm

1 stop5h 41m

Gulfport Biloxi Regional

Mon 11/24

6:03 pm-12:02 am

1 stop5h 59m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Fri 12/12

11:15 am-5:16 pm

1 stop6h 01m

Gulfport Biloxi Regional

Thu 12/25

5:21 pm-12:02 am

1 stop6h 41m

$249

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 11/19

6:05 pm-7:15 pm

2 stops25h 10m

Gulfport Biloxi Regional

Sun 11/23

7:55 pm-5:15 pm

1 stop21h 20m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 45 results
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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 $161). 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 3h 50m. Illinois and Gulfport are separated by a distance of 581 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $170 on Delta. Other airlines that offer cheap prices include United Airlines from $218 and American Airlines from $223 one-way.

  • 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 $161). 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

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Alternative routes for Illinois to Gulfport

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$380FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$378FlexibilityNo cancel feeOn-time71%

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