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O'Hare Intl

$144+ Cheap flights from Gulfport (GPT) to O'Hare Intl (ORD)

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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — ORD
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Gulfport to O'Hare Intl

Cheapest flights from Gulfport to O'Hare Intl
Explore the most affordable flight options available from Gulfport to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/271:57 pmGPT - ORD
1 stop5h 58mUnited Airlines
Sun 2/17:35 amORD - GPT
1 stop5h 47mUnited Airlines
Deal found 12/26$340
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/292:06 pmGPT - ORD
1 stop7h 08mDelta
Fri 1/25:29 pmORD - GPT
1 stop4h 11mDelta
Deal found 12/26$354
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:21 pmGPT - ORD
1 stop6h 41mDelta
Thu 1/15:31 pmORD - GPT
1 stop4h 09mDelta
Deal found 12/26$369
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/292:06 pmGPT - ORD
1 stop7h 08mDelta
Sun 1/46:45 amORD - GPT
1 stop6h 41mDelta
Deal found 12/26$414
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/271:57 pmGPT - ORD
1 stop7h 34mUnited Airlines
Fri 1/27:35 amORD - GPT
1 stop5h 47mUnited Airlines
Deal found 12/26$424
This American Airlines deal was found by Cheapflights users on 12/27. 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.
Wed 12/3112:35 pmGPT - ORD
2 stops8h 02mAmerican Airlines
Thu 1/15:28 pmORD - GPT
1 stop6h 44mAmerican Airlines
Deal found 12/27$427
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/271:57 pmGPT - ORD
1 stop7h 34mUnited Airlines
Tue 12/305:49 amORD - GPT
1 stop7h 33mUnited Airlines
Deal found 12/26$439
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/292:06 pmGPT - ORD
1 stop7h 08mDelta
Sat 1/35:30 amORD - GPT
1 stop5h 10mDelta
Deal found 12/26$464
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:21 pmGPT - ORD
2 stops24h 33mDelta
Fri 1/25:29 pmORD - GPT
1 stop4h 11mDelta
Deal found 12/26$486
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/271:57 pmGPT - ORD
1 stop5h 58mUnited Airlines
Mon 1/58:54 amORD - GPT
1 stop7h 09mUnited Airlines
Deal found 12/26$509
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/271:57 pmGPT - ORD
1 stop7h 34mUnited Airlines
Thu 1/18:54 amORD - GPT
1 stop7h 09mUnited Airlines
Deal found 12/26$517

Find flight deals from Gulfport to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Gulfport (GPT) to O'Hare Intl (ORD). 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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(Delta)

One-way from

$144
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$587
Provider with most accurate pricing for Gulfport Biloxi Regional-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Gulfport Biloxi Regional-Chicago O'Hare Intl flights.
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From Gulfport Biloxi Regional to Chicago O'Hare Intl
Search Deals
One-way flight from Gulfport Biloxi Regional to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Gulfport to O'Hare Intl 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 December 28, 2025.
Use the filters below to find and compare flights from Gulfport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Gulfport

Fly to

O'Hare Intl

Route

Depart

Return

Price

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 1/22

10:21 am-4:55 pm

1 stop6h 34m

Chicago O'Hare Intl

Tue 1/27

7:05 am-1:51 pm

1 stop6h 46m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 1/25

5:29 pm-11:27 pm

1 stop5h 58m

Chicago O'Hare Intl

Sun 2/1

6:54 am-12:31 pm

1 stop5h 37m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 6/9

5:15 pm-12:10 am

1 stop6h 55m

Chicago O'Hare Intl

Tue 6/16

9:25 am-4:02 pm

1 stop6h 37m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 3/13

5:57 pm-11:59 pm

1 stop6h 02m

Chicago O'Hare Intl

Mon 3/16

5:59 pm-10:15 pm

1 stop4h 16m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 2/26

6:07 am-12:35 pm

1 stop6h 28m

Chicago O'Hare Intl

Sat 2/28

4:05 pm-11:59 pm

1 stop7h 54m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 1/10

5:13 pm-12:28 am

1 stop7h 15m

Chicago O'Hare Intl

Wed 1/14

5:40 am-1:22 pm

1 stop7h 42m

$279

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 1/10

1:45 pm-7:50 pm

1 stop6h 05m

Chicago O'Hare Intl

Wed 1/14

8:12 am-1:19 pm

1 stop5h 07m

$279

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 1/29

5:13 pm-10:58 pm

1 stop5h 45m

Chicago O'Hare Intl

Sat 1/31

2:17 pm-7:48 pm

1 stop5h 31m

$339

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Mon 4/6

6:54 pm-4:56 pm

1 stop22h 02m

$144

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 4/5

7:20 pm-9:10 am

2 stops37h 50m

$213

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 16 results
1
2

Compare providers for flights from Gulfport to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Gulfport to O'Hare Intl in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Gulfport-Chicago O'Hare Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Gulfport-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Gulfport-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Gulfport-Chicago O'Hare Intl Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Gulfport-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Gulfport to O'Hare Intl

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

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

Currently, February is the cheapest month in which you can book a flight from Gulfport to Chicago O'Hare Intl Airport (average of $57). Flying from Gulfport to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $187). 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 O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated December 28, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Gulfport to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,019 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

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
8,019 reviews
Delta
7.9
Good
8,019 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

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
11,072 reviews
Delta
7.9
Good
8,019 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

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 O'Hare Intl. 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 Chicago O'Hare Intl?

    Located just 3.1 mi from the city center, Gulfport Biloxi Regional is the airport most travelers will use when flying to Chicago O'Hare Intl from Gulfport. Booking flights from Biloxi Regional (GPT) to Chicago O'Hare Intl should be relatively easy as there are 0 daily outbound flights to Chicago O'Hare Intl from 2 different airlines.

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

    Delta, American Airlines, and United Airlines can get you from Gulfport to Chicago O'Hare Intl Airport in just under 5h 58m. Your travel time can differ by up to 57m. Gulfport and Chicago O'Hare Intl Airport are separated by a distance of 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 Gulfport to Chicago O'Hare Intl Airport round-trip?

    Flying on American Airlines is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $248. Another option worth looking into is Delta, starting at $327 round trip. American Airlines is currently priced 43% below the average price you’ll pay for this route.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Gulfport to Chicago O'Hare Intl Airport (average of $57). Flying from Gulfport to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $187). 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Gurnee
Elgin
Naperville
Hoffman Estates
Beloit
Delavan
Oak Brook
Downers Grove
Des Plaines
Elk Grove Village
Skokie
Lake Geneva
Bridgeview
Kenosha
Warrenville
Waukegan
Aurora
Evanston

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Top 2 airlines flying from Gulfport to O'Hare Intl

Discover the top 2 airlines that operate flights from Gulfport to O'Hare Intl. 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$436FlexibilityNo cancel feeOn-time71%
DeltaCheapest$327Average$553FlexibilityNo cancel feeOn-timeN/A

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