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Cheap flights from Gulfport to Chicago from $181

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Gulfport to Chicago departing on 8/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Gulfport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:04 am - 2:20 pm
GPT
-
ORD
7h 16m
1 stop
American Airlines Logo
4:53 pm - 10:30 pm
ORD
-
GPT
5h 37m
1 stop
$291American Airlines
Sat, Aug 1 - Sat, Aug 8
American Airlines Logo
6:35 pm - 12:01 am
GPT
-
ORD
5h 26m
1 stop
American Airlines Logo
4:53 pm - 10:30 pm
ORD
-
GPT
5h 37m
1 stop
$292American Airlines
Sat, Aug 1 - Sat, Aug 8
Delta Logo
6:00 pm - 11:57 pm
GPT
-
ORD
5h 57m
1 stop
Delta Logo
11:22 am - 8:53 pm
ORD
-
GPT
9h 31m
2 stops
$296Delta
Tue, Aug 18 - Sat, Aug 22
Delta Logo
1:56 pm - 6:45 pm
GPT
-
ORD
4h 49m
1 stop
Delta Logo
8:05 am - 1:11 pm
ORD
-
GPT
5h 06m
1 stop
$300Delta
Wed, Sep 30 - Mon, Oct 5
Delta Logo
6:25 am - 4:30 pm
GPT
-
ORD
10h 05m
2 stops
Delta Logo
8:05 am - 1:11 pm
ORD
-
GPT
5h 06m
1 stop
$305Delta
Wed, Sep 30 - Mon, Oct 5
American Airlines Logo
6:34 pm - 12:18 am
GPT
-
ORD
5h 44m
1 stop
American Airlines Logo
5:00 am - 10:41 am
ORD
-
GPT
5h 41m
1 stop
$309American Airlines
Thu, Aug 27 - Sun, Aug 30
Delta Logo
6:25 am - 4:30 pm
GPT
-
ORD
10h 05m
2 stops
Delta Logo
1:55 pm - 10:08 pm
ORD
-
GPT
8h 13m
2 stops
$310Delta
Wed, Sep 30 - Mon, Oct 5
Delta Logo
1:48 pm - 8:30 pm
GPT
-
ORD
6h 42m
2 stops
Delta Logo
8:05 am - 1:03 pm
ORD
-
GPT
4h 58m
1 stop
$314Delta
Fri, Aug 14 - Mon, Aug 17
American Airlines Logo
6:35 pm - 12:01 am
GPT
-
ORD
5h 26m
1 stop
American Airlines Logo
6:47 pm - 11:56 pm
ORD
-
GPT
5h 09m
1 stop
$324American Airlines
Wed, Jul 15 - Mon, Jul 20
Multiple Airlines Logo
5:31 pm - 12:15 pm
GPT
-
ORD
18h 44m
2 stops
Multiple Airlines Logo
5:13 pm - 6:45 pm
ORD
-
GPT
25h 32m
1 stop
$335Multiple Airlines
Mon, Jul 27 - Wed, Jul 29

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Delta flights from Gulfport to Chicago O'Hare Intl Airport

Our best Delta deals on Gulfport to Chicago O'Hare Intl Airport flight tickets
Delta
Aug 18
GPT6:00 pmGulfport Biloxi Regional
5h 57m
1 stop
ORD11:57 pmChicago O'Hare Intl
Aug 22
ORD11:22 amChicago O'Hare Intl
9h 31m
2 stops
GPT8:53 pmGulfport Biloxi Regional
$296
Delta
Jul 28
GPT10:06 amGulfport Biloxi Regional
8h 23m
2 stops
ORD6:29 pmChicago O'Hare Intl
Aug 4
ORD6:40 amChicago O'Hare Intl
6h 23m
1 stop
GPT1:03 pmGulfport Biloxi Regional
$305
Delta
Aug 18
GPT10:01 amGulfport Biloxi Regional
10h 48m
2 stops
ORD8:49 pmChicago O'Hare Intl
Aug 22
ORD11:22 amChicago O'Hare Intl
9h 31m
2 stops
GPT8:53 pmGulfport Biloxi Regional
$310

American Airlines flights from Gulfport to Chicago O'Hare Intl Airport

Our best American Airlines deals on Gulfport to Chicago O'Hare Intl Airport flight tickets
American Airlines
Aug 1
GPT7:04 amGulfport Biloxi Regional
7h 16m
1 stop
ORD2:20 pmChicago O'Hare Intl
Aug 8
ORD4:53 pmChicago O'Hare Intl
5h 37m
1 stop
GPT10:30 pmGulfport Biloxi Regional
$291
American Airlines
Aug 1
GPT6:35 pmGulfport Biloxi Regional
5h 26m
1 stop
ORD12:01 amChicago O'Hare Intl
Aug 8
ORD4:53 pmChicago O'Hare Intl
5h 37m
1 stop
GPT10:30 pmGulfport Biloxi Regional
$292
American Airlines
Jul 23
GPT6:35 pmGulfport Biloxi Regional
5h 26m
1 stop
ORD12:01 amChicago O'Hare Intl
Jul 28
ORD5:45 pmChicago O'Hare Intl
6h 11m
1 stop
GPT11:56 pmGulfport Biloxi Regional
$300

momondo Fare Finder

 
Customize your flight search to find flights from Gulfport to Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated July 1, 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

Sat 8/1

7:04 am-2:20 pm

1 stop7h 16m

Chicago O'Hare Intl

Sat 8/8

4:53 pm-10:30 pm

1 stop5h 37m

$291

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 8/1

6:35 pm-12:01 am

1 stop5h 26m

Chicago O'Hare Intl

Sat 8/8

4:53 pm-10:30 pm

1 stop5h 37m

$292

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 8/18

6:00 pm-11:57 pm

1 stop5h 57m

Chicago O'Hare Intl

Sat 8/22

11:22 am-8:53 pm

2 stops9h 31m

$296
Quickest round-trip

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 9/30

1:56 pm-6:45 pm

1 stop4h 49m

Chicago O'Hare Intl

Mon 10/5

8:05 am-1:11 pm

1 stop5h 06m

$300

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 9/30

6:25 am-4:30 pm

2 stops10h 05m

Chicago O'Hare Intl

Mon 10/5

8:05 am-1:11 pm

1 stop5h 06m

$305

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 8/27

6:34 pm-12:18 am

1 stop5h 44m

Chicago O'Hare Intl

Sun 8/30

5:00 am-10:41 am

1 stop5h 41m

$309

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 9/30

6:25 am-4:30 pm

2 stops10h 05m

Chicago O'Hare Intl

Mon 10/5

1:55 pm-10:08 pm

2 stops8h 13m

$310

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 8/14

1:48 pm-8:30 pm

2 stops6h 42m

Chicago O'Hare Intl

Mon 8/17

8:05 am-1:03 pm

1 stop4h 58m

$314

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 7/15

6:35 pm-12:01 am

1 stop5h 26m

Chicago O'Hare Intl

Mon 7/20

6:47 pm-11:56 pm

1 stop5h 09m

$324

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Mon 7/27

5:31 pm-12:15 pm

2 stops18h 44m

Chicago O'Hare Intl

Wed 7/29

5:13 pm-6:45 pm

1 stop25h 32m

$335

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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2

See travel insights to Chicago from

How to get the cheapest flight ticket from Gulfport to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Gulfport Biloxi Regional to Chicago O'Hare Intl?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Gulfport Biloxi Regional to Chicago O'Hare Intl

What airlines fly to Chicago O'Hare Intl Airport?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Gulfport according to our data. American Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

When to book flights from Gulfport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Gulfport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Gulfport to Chicago O'Hare Intl Airport (GPT to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Gulfport to Chicago O'Hare Intl Airport

Fastest flight time

5h 50m

Direct flights

None
The fastest flight from Gulfport to Chicago O'Hare Intl Airport takes 5h 50m
There are no direct flights from Gulfport to Chicago O'Hare Intl Airport. There are no popular flight routes from Gulfport to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Gulfport to Chicago O'Hare Intl Airport

  • How far is Gulfport Biloxi Regional to Chicago O'Hare Intl by plane?

    There are 804.5 mi between Gulfport Biloxi Regional and Chicago O'Hare Intl. By plane, this route typically takes 5h 50m.

  • When did momondo last update prices for flights from Gulfport Biloxi Regional Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Gulfport Biloxi Regional Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Gulfport Biloxi Regional Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Gulfport Biloxi Regional Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Gulfport Biloxi Regional Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Gulfport to Chicago O'Hare Intl Airport?

Best airlines flying from Gulfport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Gulfport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $248Free CancellationRating
7.1
11,762 reviews
Search American Airlines flights
DeltaPriceFrom $319Free CancellationRating
7.8
8,451 reviews
Search Delta flights

Traveling to a place near Chicago?

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South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Gulfport to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Gulfport to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Gulfport to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Gulfport with this policy.

How can momondo help me find flights from Gulfport to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Gulfport.

I’m not ready to book a flight from Gulfport to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Gulfport to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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