HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

$125+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — ORD
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Gulfport to O'Hare Intl with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 September 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$232
(Kiwi.com)

One-way from

$125
(Sun Country Air)

Popular in

May

Cheapest in

October

Average price

$481
Provider with most accurate pricing for Gulfport Biloxi Regional-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Gulfport Biloxi Regional-Chicago O'Hare Intl flights.
Search Deals
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. 2% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find 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 September 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/24. 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 10/307:55 pmGPT - ORD
1 stop22h 51mMultiple Airlines
Thu 11/66:05 amORD - GPT
1 stop13h 10mMultiple Airlines
Deal found 9/24$232
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 10/176:51 pmGPT - ORD
1 stop15h 23mMultiple Airlines
Sun 10/195:50 amORD - GPT
1 stop27h 09mMultiple Airlines
Deal found 9/24$242
This Delta deal was found by Cheapflights users on 9/24. 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 10/226:05 pmGPT - ORD
1 stop5h 53mDelta
Wed 10/295:20 amORD - GPT
1 stop3h 56mDelta
Deal found 9/24$249
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 10/197:55 pmGPT - ORD
2 stops27h 49mMultiple Airlines
Thu 10/236:18 pmORD - GPT
1 stop14h 41mMultiple Airlines
Deal found 9/25$258
This Delta deal was found by Cheapflights users on 9/25. 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 12/245:15 pmGPT - ORD
1 stop6h 43mDelta
Sat 12/275:40 amORD - GPT
1 stop4h 51mDelta
Deal found 9/25$279
This Delta deal was found by Cheapflights users on 9/24. 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 12/2711:20 amGPT - ORD
1 stop5h 12mDelta
Sat 1/35:40 amORD - GPT
1 stop4h 51mDelta
Deal found 9/24$311
This Delta deal was found by Cheapflights users on 9/24. 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 12/133:30 pmGPT - ORD
1 stop7h 14mDelta
Tue 12/166:45 amORD - GPT
2 stops15h 22mDelta
Deal found 9/24$317
This American Airlines deal was found by Cheapflights users on 9/23. 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 12/131:00 pmGPT - ORD
1 stop6h 27mAmerican Airlines
Tue 12/163:44 pmORD - GPT
1 stop6h 49mAmerican Airlines
Deal found 9/23$319

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 September 25, 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

Fri 10/17

6:51 pm-10:14 am

1 stop15h 23m

Chicago O'Hare Intl

Sun 10/19

5:50 am-8:59 am

1 stop27h 09m

$242

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 10/22

6:05 pm-11:58 pm

1 stop5h 53m

Chicago O'Hare Intl

Wed 10/29

5:20 am-9:16 am

1 stop3h 56m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 10/19

7:55 pm-11:44 pm

2 stops27h 49m

Chicago O'Hare Intl

Thu 10/23

6:18 pm-8:59 am

1 stop14h 41m

$258

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 10/30

7:55 pm-4:23 pm

2 stops20h 28m

Chicago O'Hare Intl

Thu 11/6

10:18 am-7:15 pm

1 stop8h 57m

$261

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 12/24

5:15 pm-11:58 pm

1 stop6h 43m

Chicago O'Hare Intl

Sat 12/27

5:40 am-10:31 am

1 stop4h 51m

$279

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 12/27

11:20 am-4:32 pm

1 stop5h 12m

Chicago O'Hare Intl

Sat 1/3

5:29 pm-9:39 pm

1 stop4h 10m

$279

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 12/13

3:30 pm-10:44 pm

1 stop7h 14m

Chicago O'Hare Intl

Tue 12/16

11:15 am-5:14 pm

1 stop5h 59m

$279

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 10/26

9:55 am-10:39 am

1 stop24h 44m

$125

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 10/26

7:55 pm-10:50 am

2 stops14h 55m

$128

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 11/23

10:19 am-10:39 am

1 stop24h 20m

$135

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/25

Showing 1-10 of 15 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 September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Gulfport-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, August is the cheapest month in which you can book a flight from Gulfport to Chicago O'Hare Intl Airport (average of $245). Flying from Gulfport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 Chicago O'Hare Intl Airport?

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 September 25, 2025.
Get a feel of what it's like to fly with 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.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Comfort

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Comfort

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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 1 airline.

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

    Delta can get you from Gulfport to Chicago O'Hare Intl Airport in just under 5h 53m. Your travel time can differ by up to . Gulfport and Chicago O'Hare Intl Airport are separated by a distance of 802 mi.

  • What is the cheapest airline to fly 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. 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, August is the cheapest month in which you can book a flight from Gulfport to Chicago O'Hare Intl Airport (average of $245). Flying from Gulfport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Orland Park
Beloit
Racine
Rockford
Oak Brook
Elk Grove Village
Downers Grove
Naperville
Merrillville
Bridgeview
Warrenville
Joliet

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Gulfport to O'Hare Intl

Discover the top airline 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 September 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$436FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.