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$159+ Cheap flights from O'Hare Intl (ORD) 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — GPT
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Gulfport

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Gulfport (GPT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$249
(American Airlines)

One-way from

$159
(American Airlines)

Popular in

November

Cheapest in

June

Average price

$368
From Chicago O'Hare Intl to Gulfport Biloxi Regional
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One-way flight from Chicago O'Hare Intl to Gulfport Biloxi Regional
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Highest demand for flights based on searches. 14% potential increase in price ($64 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from O'Hare Intl to Gulfport

Cheapest flights from O'Hare Intl to Gulfport
Explore the most affordable flight options available from O'Hare Intl to Gulfport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/9. 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 9/308:38 amORD - GPT
1 stop4h 53mAmerican Airlines
Mon 10/66:18 pmGPT - ORD
1 stop5h 35mAmerican Airlines
Deal found 9/9$249
This Delta deal was found by Cheapflights users on 9/10. 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 9/247:20 amORD - GPT
1 stop6h 00mDelta
Sat 9/273:45 pmGPT - ORD
1 stop6h 29mDelta
Deal found 9/10$259
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/95:50 amORD - GPT
1 stop27h 09mMultiple Airlines
Thu 10/167:55 pmGPT - ORD
1 stop11h 39mMultiple Airlines
Deal found 9/9$295
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 9/1910:35 amORD - GPT
1 stop5h 30mUnited Airlines
Sun 9/215:00 pmGPT - ORD
1 stop7h 15mUnited Airlines
Deal found 9/10$309
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 9/262:20 pmORD - GPT
1 stop5h 35mUnited Airlines
Tue 9/305:25 pmGPT - ORD
1 stop5h 12mUnited Airlines
Deal found 9/11$312
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 9/262:20 pmORD - GPT
1 stop5h 35mUnited Airlines
Sat 9/272:00 pmGPT - ORD
1 stop7h 36mUnited Airlines
Deal found 9/10$313
This American Airlines deal was found by Cheapflights users on 9/11. 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 11/208:20 amORD - GPT
1 stop8h 04mAmerican Airlines
Sun 11/234:54 pmGPT - ORD
1 stop7h 02mAmerican Airlines
Deal found 9/11$314
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/226:45 amORD - GPT
1 stop6h 00mAmerican Airlines
Fri 10/245:45 pmGPT - ORD
1 stop5h 09mAmerican Airlines
Deal found 9/11$317
This American Airlines deal was found by Cheapflights users on 9/9. 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 9/125:16 pmORD - GPT
1 stop6h 16mAmerican Airlines
Fri 9/195:32 pmGPT - ORD
1 stop5h 40mAmerican Airlines
Deal found 9/9$324
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/269:45 amORD - GPT
1 stop7h 15mAmerican Airlines
Mon 9/292:01 pmGPT - ORD
1 stop6h 26mAmerican Airlines
Deal found 9/10$339
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/225:34 pmORD - GPT
1 stop6h 42mAmerican Airlines
Tue 11/254:54 pmGPT - ORD
1 stop7h 02mAmerican Airlines
Deal found 9/9$341

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 September 11, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Gulfport that are best for you.

Fly from

O'Hare Intl

Fly to

Gulfport

Route

Depart

Return

Price

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 9/24

7:20 am-1:20 pm

1 stop6h 00m

Gulfport Biloxi Regional

Sat 9/27

3:45 pm-10:14 pm

1 stop6h 29m

$259

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 10/9

5:50 am-8:59 am

1 stop27h 09m

Gulfport Biloxi Regional

Thu 10/16

7:55 pm-7:34 am

1 stop11h 39m

$295

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 11/20

5:32 am-9:49 am

1 stop4h 17m

Gulfport Biloxi Regional

Sun 11/23

6:03 pm-12:02 am

1 stop5h 59m

$309

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Fri 9/26

2:20 pm-7:55 pm

1 stop5h 35m

Gulfport Biloxi Regional

Tue 9/30

5:25 pm-10:37 pm

1 stop5h 12m

$312

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Fri 9/26

2:20 pm-7:55 pm

1 stop5h 35m

Gulfport Biloxi Regional

Sat 9/27

2:00 pm-9:36 pm

1 stop7h 36m

$313

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Thu 11/20

8:20 am-4:24 pm

1 stop8h 04m

Gulfport Biloxi Regional

Sun 11/23

4:54 pm-11:56 pm

1 stop7h 02m

$314

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Wed 10/22

6:45 am-12:45 pm

1 stop6h 00m

Gulfport Biloxi Regional

Fri 10/24

5:45 pm-10:54 pm

1 stop5h 09m

$317

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 11/11

3:44 pm-10:44 pm

1 stop7h 00m

Gulfport Biloxi Regional

Fri 11/14

6:10 pm-11:37 pm

1 stop5h 27m

$317

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Sat 9/27

9:51 am-5:00 pm

1 stop7h 09m

Gulfport Biloxi Regional

Wed 10/1

6:29 pm-11:59 pm

1 stop5h 30m

$324

ChicagoGulfport

ORD - GPT

ORDGPT

Chicago O'Hare Intl

Tue 10/28

4:17 pm-11:36 pm

1 stop7h 19m

Gulfport Biloxi Regional

Fri 10/31

2:10 pm-7:10 pm

1 stop5h 00m

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 21 results
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Best time to book a flight from O'Hare Intl to Gulfport

Have a flexible travel schedule? Discover the best time to fly to Gulfport from O'Hare Intl 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 Chicago O'Hare Intl Airport to Gulfport

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Gulfport?

Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Gulfport (average of $318). Flying from Chicago O'Hare Intl Airport to Gulfport in March is currently the most expensive (average of $417). 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 Gulfport

Get insights into the airlines that provide service to Gulfport. 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 Gulfport. Reviews last updated September 11, 2025.
Read reviews from past customers who have flown Delta and American Airlines from Chicago O'Hare Intl Airport to Gulfport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 Chicago O'Hare Intl?

    Gulfport Biloxi Regional (GPT), located 3.1 mi from the city center, is the airport you fly into when you book flights from Chicago O'Hare Intl to Gulfport. 2 airlines have flights to Biloxi Regional from Chicago O'Hare Intl on a regular basis. Booking flights from Chicago O'Hare Intl to Gulfport Biloxi Regional should not be difficult; the airport handles an average of 0 inbound flights from Chicago O'Hare Intl per day.

  • How long is the flight from Chicago O'Hare Intl Airport to Gulfport?

    Departing from Chicago O'Hare Intl Airport to Gulfport will take you 5h 35m. The distance between Chicago O'Hare Intl Airport and Gulfport is about 802 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Gulfport round-trip?

    American Airlines, at $248, was found to be the cheapest airline from Chicago O'Hare Intl Airport to Gulfport. An alternate airline flying to your destination would be Delta. These flights start at 34% lower than the current average price 3 months from now.

  • Can I find deals for flights from O'Hare Intl to Gulfport that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Gulfport flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Gulfport?

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

  • Can I find deals for business class flights from O'Hare Intl to Gulfport?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to Gulfport?

    Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Gulfport (average of $318). Flying from Chicago O'Hare Intl Airport to Gulfport in March is currently the most expensive (average of $417). 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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Top 2 airlines flying from O'Hare Intl to Gulfport

Discover the top 2 airlines that operate flights from O'Hare Intl 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$342FlexibilityNo cancel feeOn-time71%
DeltaCheapest$253Average$411FlexibilityNo cancel feeOn-timeN/A

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