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O'Hare Intl

$169+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — ORD
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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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 agosto 14, 2025.

Round-trip from

$249
(United Airlines)

One-way from

$169
(American Airlines)

Popular in

May

Cheapest in

September

Average price

$436
From Gulfport Biloxi Regional to Chicago O'Hare Intl
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One-way flight from Gulfport Biloxi Regional to Chicago O'Hare Intl
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Highest demand for flights based on searches. 5% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 agosto 14, 2025.

This United Airlines deal was found by Cheapflights users on 8/13. 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.
vie. 9/55:00 pmGPT - ORD
1 stop5h 41mUnited Airlines
dom. 9/712:45 pmORD - GPT
1 stop7h 14mUnited Airlines
Deal found 8/13$249
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mié. 8/201:48 pmGPT - ORD
1 stop6h 52mAmerican Airlines
sáb. 8/305:20 amORD - GPT
1 stop6h 53mAmerican Airlines
Deal found 8/13$284
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sáb. 8/161:34 pmGPT - ORD
1 stop7h 23mAmerican Airlines
mié. 8/274:21 pmORD - GPT
1 stop7h 00mAmerican Airlines
Deal found 8/13$299
This United Airlines deal was found by Cheapflights users on 8/14. 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.
vie. 9/55:00 pmGPT - ORD
1 stop5h 41mUnited Airlines
lun. 9/82:20 pmORD - GPT
1 stop5h 39mUnited Airlines
Deal found 8/14$308
This Delta deal was found by Cheapflights users on 8/13. 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.
vie. 8/222:06 pmGPT - ORD
1 stop7h 29mDelta
mié. 8/279:47 amORD - GPT
1 stop6h 26mDelta
Deal found 8/13$309
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mié. 9/105:30 amGPT - ORD
1 stop5h 30mAmerican Airlines
mié. 9/105:08 pmORD - GPT
1 stop5h 34mAmerican Airlines
Deal found 8/13$317
This American Airlines deal was found by Cheapflights users on 8/14. 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.
jue. 9/186:34 pmGPT - ORD
1 stop5h 05mAmerican Airlines
lun. 9/225:08 pmORD - GPT
1 stop5h 34mAmerican Airlines
Deal found 8/14$318
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sáb. 12/1312:49 pmGPT - ORD
1 stop6h 37mAmerican Airlines
mar. 12/1610:30 amORD - GPT
1 stop5h 05mAmerican Airlines
Deal found 8/13$319
This American Airlines deal was found by Cheapflights users on 8/14. 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.
dom. 8/175:10 amGPT - ORD
1 stop5h 35mAmerican Airlines
sáb. 8/234:21 pmORD - GPT
1 stop7h 00mAmerican Airlines
Deal found 8/14$324
This American Airlines deal was found by Cheapflights users on 8/14. 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.
lun. 9/296:29 pmGPT - ORD
1 stop5h 30mAmerican Airlines
mié. 10/16:00 amORD - GPT
1 stop5h 42mAmerican Airlines
Deal found 8/14$327
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mié. 8/276:12 pmGPT - ORD
1 stop5h 31mAmerican Airlines
sáb. 9/64:18 pmORD - GPT
1 stop7h 14mAmerican Airlines
Deal found 8/13$334
This United Airlines deal was found by Cheapflights users on 8/14. 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.
lun. 9/295:25 pmGPT - ORD
1 stop6h 49mUnited Airlines
jue. 10/26:00 amORD - GPT
1 stop5h 06mUnited Airlines
Deal found 8/14$337

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 agosto 14, 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

vie. 10/3

6:29 pm-11:59 pm

1 stop5h 30m

Chicago O'Hare Intl

lun. 10/6

6:36 pm-11:59 pm

1 stop5h 23m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

vie. 9/5

5:00 pm-10:41 pm

1 stop5h 41m

Chicago O'Hare Intl

dom. 9/7

12:45 pm-7:59 pm

1 stop7h 14m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

mié. 9/10

5:30 am-11:00 am

1 stop5h 30m

Chicago O'Hare Intl

mié. 9/17

10:03 am-5:59 pm

1 stop7h 56m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

vie. 9/5

5:00 pm-10:41 pm

1 stop5h 41m

Chicago O'Hare Intl

lun. 9/8

2:20 pm-7:59 pm

1 stop5h 39m

$308

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

mié. 9/10

5:30 am-11:00 am

1 stop5h 30m

Chicago O'Hare Intl

mié. 9/10

5:08 pm-10:42 pm

1 stop5h 34m

$317

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

jue. 9/18

6:34 pm-11:39 pm

1 stop5h 05m

Chicago O'Hare Intl

lun. 9/22

6:30 pm-11:32 pm

1 stop5h 02m

$318

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

vie. 9/19

6:29 pm-11:59 pm

1 stop5h 30m

Chicago O'Hare Intl

lun. 9/22

7:02 am-1:31 pm

1 stop6h 29m

$318

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

vie. 10/3

6:29 pm-11:59 pm

1 stop5h 30m

Chicago O'Hare Intl

dom. 10/5

5:00 am-12:22 pm

1 stop7h 22m

$318

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

jue. 9/4

2:01 pm-7:05 pm

1 stop5h 04m

Chicago O'Hare Intl

lun. 9/8

5:16 pm-11:32 pm

1 stop6h 16m

$318

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

sáb. 12/13

4:49 pm-12:14 am

1 stop7h 25m

Chicago O'Hare Intl

mar. 12/16

10:15 am-3:55 pm

1 stop5h 40m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 18 results
1
2

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.

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 agosto 14, 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

Crew

8.0

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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.

  • 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 41% 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
Beloit
Hoffman Estates
Skokie
Des Plaines
Elgin
Gurnee
Arlington Heights
Racine
Rockford
Great Lakes
Orland Park
Merrillville
Naperville
Waukegan
Elk Grove Village
Downers Grove
Tinley Park
Evanston

Browse thousands of different options on Cheapflights for your next trip

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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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$436FlexibilityNo cancel feeOn-time71%

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