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Cheap flights from Gulfport to Chicago from $191

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 5/29. 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
0 bags

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Find the cheapest flights from Gulfport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:35 pm - 12:01 am
GPT
-
ORD
5h 26m
1 stop
American Airlines Logo
5:07 am - 10:11 am
ORD
-
GPT
5h 04m
1 stop
$291American Airlines
Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
6:38 pm - 11:58 pm
GPT
-
ORD
5h 20m
1 stop
American Airlines Logo
6:47 pm - 11:59 pm
ORD
-
GPT
5h 12m
1 stop
$309American Airlines
Fri, Jun 5 - Mon, Jun 8
American Airlines Logo
6:38 pm - 11:58 pm
GPT
-
ORD
5h 20m
1 stop
American Airlines Logo
6:47 pm - 11:59 pm
ORD
-
GPT
5h 12m
1 stop
$319American Airlines
Sat, Jun 6 - Mon, Jun 8
American Airlines Logo
6:38 pm - 11:58 pm
GPT
-
ORD
5h 20m
1 stop
American Airlines Logo
5:29 pm - 11:59 pm
ORD
-
GPT
6h 30m
1 stop
$325American Airlines
Wed, Jun 10 - Sat, Jun 13
Delta Logo
6:01 pm - 11:58 pm
GPT
-
ORD
5h 57m
1 stop
Delta Logo
6:40 am - 1:03 pm
ORD
-
GPT
6h 23m
1 stop
$334Delta
Thu, Aug 27 - Sun, Aug 30
Delta Logo
10:01 am - 4:54 pm
GPT
-
ORD
6h 53m
1 stop
Delta Logo
6:40 am - 1:03 pm
ORD
-
GPT
6h 23m
1 stop
$339Delta
Thu, Aug 27 - Sun, Aug 30
American Airlines Logo
6:35 pm - 12:01 am
GPT
-
ORD
5h 26m
1 stop
American Airlines Logo
4:51 pm - 10:57 pm
ORD
-
GPT
6h 06m
1 stop
$341American Airlines
Tue, Jul 7 - Tue, Jul 14
American Airlines Logo
6:35 pm - 12:01 am
GPT
-
ORD
5h 26m
1 stop
American Airlines Logo
3:52 pm - 10:57 pm
ORD
-
GPT
7h 05m
1 stop
$350American Airlines
Wed, Jul 15 - Sat, Jul 18
Delta Logo
6:00 pm - 11:53 pm
GPT
-
ORD
5h 53m
1 stop
Delta Logo
12:27 pm - 10:14 pm
ORD
-
GPT
9h 47m
2 stops
$364Delta
Tue, Jul 7 - Tue, Jul 14
American Airlines Logo
6:38 pm - 11:59 pm
GPT
-
ORD
5h 21m
1 stop
American Airlines Logo
6:47 pm - 12:01 am
ORD
-
GPT
5h 14m
1 stop
$365American Airlines
Wed, May 27 - Mon, Jun 1

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

Our best United Airlines deals on Gulfport to Chicago O'Hare Intl Airport flight tickets
United Airlines
Oct 27
GPT5:15 pmGulfport Biloxi Regional
7h 00m
1 stop
ORD12:15 amChicago O'Hare Intl
Oct 31
ORD2:15 pmChicago O'Hare Intl
7h 12m
1 stop
GPT9:27 pmGulfport Biloxi Regional
$463
United Airlines
Oct 27
GPT5:15 pmGulfport Biloxi Regional
7h 00m
1 stop
ORD12:15 amChicago O'Hare Intl
Oct 31
ORD9:25 amChicago O'Hare Intl
6h 37m
1 stop
GPT4:02 pmGulfport Biloxi Regional
$464
United Airlines
Jun 27
GPT5:19 pmGulfport Biloxi Regional
7h 26m
1 stop
ORD12:45 amChicago O'Hare Intl
Jun 30
ORD8:51 amChicago O'Hare Intl
7h 20m
1 stop
GPT4:11 pmGulfport Biloxi Regional
$477

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
Jul 14
GPT6:35 pmGulfport Biloxi Regional
5h 26m
1 stop
ORD12:01 amChicago O'Hare Intl
Jul 21
ORD5:07 amChicago O'Hare Intl
5h 04m
1 stop
GPT10:11 amGulfport Biloxi Regional
$291
American Airlines
Jun 5
GPT6:38 pmGulfport Biloxi Regional
5h 20m
1 stop
ORD11:58 pmChicago O'Hare Intl
Jun 8
ORD6:47 pmChicago O'Hare Intl
5h 12m
1 stop
GPT11:59 pmGulfport Biloxi Regional
$309
American Airlines
Jun 6
GPT6:38 pmGulfport Biloxi Regional
5h 20m
1 stop
ORD11:58 pmChicago O'Hare Intl
Jun 8
ORD6:47 pmChicago O'Hare Intl
5h 12m
1 stop
GPT11:59 pmGulfport Biloxi Regional
$319

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 May 15, 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
Quickest round-trip

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 7/14

6:35 pm-12:01 am

1 stop5h 26m

Chicago O'Hare Intl

Tue 7/21

5:07 am-10:11 am

1 stop5h 04m

$291

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 6/5

6:38 pm-11:58 pm

1 stop5h 20m

Chicago O'Hare Intl

Mon 6/8

6:47 pm-11:59 pm

1 stop5h 12m

$309

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 6/6

6:38 pm-11:58 pm

1 stop5h 20m

Chicago O'Hare Intl

Mon 6/8

6:47 pm-11:59 pm

1 stop5h 12m

$319

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 6/10

6:38 pm-11:58 pm

1 stop5h 20m

Chicago O'Hare Intl

Sat 6/13

5:29 pm-11:59 pm

1 stop6h 30m

$325

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 8/27

6:01 pm-11:58 pm

1 stop5h 57m

Chicago O'Hare Intl

Sun 8/30

6:40 am-1:03 pm

1 stop6h 23m

$334

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 8/27

10:01 am-4:54 pm

1 stop6h 53m

Chicago O'Hare Intl

Sun 8/30

6:40 am-1:03 pm

1 stop6h 23m

$339

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 7/7

6:35 pm-12:01 am

1 stop5h 26m

Chicago O'Hare Intl

Tue 7/14

4:51 pm-10:57 pm

1 stop6h 06m

$341

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 7/15

6:35 pm-12:01 am

1 stop5h 26m

Chicago O'Hare Intl

Sat 7/18

3:52 pm-10:57 pm

1 stop7h 05m

$350

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 7/7

6:00 pm-11:53 pm

1 stop5h 53m

Chicago O'Hare Intl

Tue 7/14

12:27 pm-10:14 pm

2 stops9h 47m

$364

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 5/27

6:38 pm-11:59 pm

1 stop5h 21m

Chicago O'Hare Intl

Mon 6/1

6:47 pm-12:01 am

1 stop5h 14m

$365

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

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 Spirit Airlines 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 38% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 5 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
11,665 reviews
Search American Airlines flights
DeltaPriceFrom $319Free CancellationRating
7.9
8,456 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

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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