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O'Hare Intl

$142+ 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — ORD
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
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 May 10, 2026.

This American Airlines deal was found by Cheapflights users on 5/7. 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 6/96:38 pm
GPT
-
ORD
1 stop5h 20m
American Airlines
Tue 6/165:34 pm
ORD
-
GPT
1 stop6h 25m
American Airlines
Deal found 5/7$291
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/66:38 pm
GPT
-
ORD
1 stop5h 20m
American Airlines
Mon 6/86:47 pm
ORD
-
GPT
1 stop5h 12m
American Airlines
Deal found 5/5$300
This American Airlines deal was found by Cheapflights users on 5/9. 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 6/276:38 pm
GPT
-
ORD
1 stop5h 20m
American Airlines
Sun 6/285:00 am
ORD
-
GPT
1 stop5h 52m
American Airlines
Deal found 5/9$305
This American Airlines deal was found by Cheapflights users on 5/5. 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 7/36:32 pm
GPT
-
ORD
1 stop5h 29m
American Airlines
Sun 7/122:59 pm
ORD
-
GPT
1 stop7h 58m
American Airlines
Deal found 5/5$335
This Delta deal was found by Cheapflights users on 5/8. 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 7/296:00 pm
GPT
-
ORD
1 stop5h 53m
Delta
Mon 8/36:40 am
ORD
-
GPT
1 stop6h 23m
Delta
Deal found 5/8$339
This Delta deal was found by Cheapflights users on 5/8. 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 8/276:01 pm
GPT
-
ORD
1 stop5h 57m
Delta
Sun 8/306:40 am
ORD
-
GPT
1 stop6h 23m
Delta
Deal found 5/8$344
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Mon 8/105:31 pm
GPT
-
ORD
2 stops38h 22m
Multiple Airlines
Sat 8/155:13 pm
ORD
-
GPT
1 stop25h 57m
Multiple Airlines
Deal found 5/8$360
This American Airlines deal was found by Cheapflights users on 5/9. 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.
Thu 5/2110:39 am
GPT
-
ORD
1 stop6h 04m
American Airlines
Tue 5/263:02 pm
ORD
-
GPT
1 stop7h 59m
American Airlines
Deal found 5/9$369
This Delta deal was found by Cheapflights users on 5/5. 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 5/211:55 pm
GPT
-
ORD
1 stop6h 31m
Delta
Tue 5/262:59 pm
ORD
-
GPT
1 stop6h 52m
Delta
Deal found 5/5$379
This American Airlines deal was found by Cheapflights users on 5/5. 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 7/156:32 pm
GPT
-
ORD
1 stop5h 29m
American Airlines
Mon 7/206:47 pm
ORD
-
GPT
1 stop5h 09m
American Airlines
Deal found 5/5$390
This Delta deal was found by Cheapflights users on 5/8. 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 5/93:00 pm
GPT
-
ORD
1 stop6h 53m
Delta
Tue 5/127:07 am
ORD
-
GPT
1 stop6h 02m
Delta
Deal found 5/8$391

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 May 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$291
(American Airlines)

One-way from

$142
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$323
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.
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. 23% potential increase in price ($123 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 18% potential price decrease ($64 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 10, 2026.
Use the filters below to find and compare flights from Gulfport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 7/29

6:00 pm-11:53 pm

1 stop5h 53m

Chicago O'Hare Intl

Mon 8/3

6:40 am-1:03 pm

1 stop6h 23m

$339

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 5/21

10:39 am-4:43 pm

1 stop6h 04m

Chicago O'Hare Intl

Sun 5/24

5:10 am-10:14 am

1 stop5h 04m

$414

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 5/22

1:55 pm-6:35 pm

1 stop4h 40m

Chicago O'Hare Intl

Sat 5/23

3:00 pm-9:51 pm

1 stop6h 51m

$459

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 10/27

5:15 pm-10:36 pm

1 stop5h 21m

Chicago O'Hare Intl

Sat 10/31

9:25 am-4:02 pm

1 stop6h 37m

$468

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 8/21

2:00 pm-9:37 pm

1 stop7h 37m

Chicago O'Hare Intl

Sun 8/23

6:30 am-1:26 pm

1 stop6h 56m

$471
Quickest round-trip

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 10/9

6:00 pm-11:50 pm

1 stop5h 50m

Chicago O'Hare Intl

Mon 10/12

5:30 am-9:39 am

1 stop4h 09m

$488

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 6/6

5:24 pm-11:15 pm

1 stop5h 51m

Chicago O'Hare Intl

Mon 6/8

7:59 pm-4:11 pm

2 stops20h 12m

$515

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 7/18

5:19 pm-11:15 pm

1 stop5h 56m

Chicago O'Hare Intl

Tue 7/21

9:40 pm-1:25 pm

2 stops15h 45m

$603

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 6/27

5:19 pm-12:45 am

1 stop7h 26m

Chicago O'Hare Intl

Sun 6/28

9:20 pm-7:51 pm

2 stops22h 31m

$629

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 10/9

11:57 am-6:38 am

2 stops18h 41m

Chicago O'Hare Intl

Mon 10/12

9:30 pm-1:25 pm

2 stops15h 55m

$648

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 18 resultsSorted by cheapest first
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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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.

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 May 10, 2026.
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
8,454 reviews

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.9
Good
8,454 reviews
Delta
7.9
Good
8,454 reviews

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,667 reviews
Delta
7.9
Good
8,454 reviews

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 21m. Your travel time can differ by up to 43m. 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 $319 round trip.

  • 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.

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
Rosemont
Schaumburg
Naperville
Gurnee
Delavan
Oakbrook Terrace
Lake Geneva
Benton Harbor
Hoffman Estates
Downers Grove
Des Plaines
Oak Brook
South Holland
Libertyville
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Lansing
Arlington Heights

Browse thousands of different options on Cheapflights for your next trip

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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 May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$436FlexibilityNo cancel feeOn-time71%
DeltaCheapest$319Average$553FlexibilityNo cancel feeOn-timeN/A

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