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Cheap flights from Gulfport to Chicago from $134

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 1/19. 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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Cheap round-trip flights

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Delta Logo
6:05 am - 10:59 am
GPT
-
ORD
4h 54m1 stop
Delta Logo
2:50 pm - 9:53 pm
ORD
-
GPT
7h 03m1 stop
$269Delta
Thu, Jan 8 - Tue, Jan 13
Delta Logo
6:05 am - 10:59 am
GPT
-
ORD
4h 54m1 stop
Delta Logo
8:00 am - 3:09 pm
ORD
-
GPT
7h 09m1 stop
$294Delta
Wed, Jan 7 - Sat, Jan 17
American Airlines Logo
5:29 pm - 11:27 pm
GPT
-
ORD
5h 58m1 stop
American Airlines Logo
4:02 pm - 11:08 pm
ORD
-
GPT
7h 06m2 stops
$309American Airlines
Tue, Jan 6 - Sat, Jan 17
Delta Logo
6:05 am - 8:47 pm
GPT
-
ORD
14h 42m2 stops
Delta Logo
9:55 am - 3:09 pm
ORD
-
GPT
5h 14m1 stop
$331Delta
Thu, Jan 8 - Wed, Jan 14
Delta Logo
5:21 pm - 12:02 am
GPT
-
ORD
6h 41m1 stop
Delta Logo
5:30 am - 10:40 am
ORD
-
GPT
5h 10m1 stop
$339Delta
Wed, Dec 31 - Sat, Jan 3
Delta Logo
6:05 am - 10:59 am
GPT
-
ORD
4h 54m1 stop
Delta Logo
7:30 pm - 3:09 pm
ORD
-
GPT
19h 39m2 stops
$356Delta
Wed, Jan 7 - Fri, Jan 16
Delta Logo
6:05 am - 10:34 pm
GPT
-
ORD
16h 29m2 stops
Delta Logo
8:00 am - 3:09 pm
ORD
-
GPT
7h 09m1 stop
$361Delta
Sun, Jan 11 - Sat, Jan 17
United Airlines Logo
4:55 pm - 12:26 am
GPT
-
ORD
7h 31m1 stop
United Airlines Logo
7:35 am - 1:20 pm
ORD
-
GPT
5h 45m1 stop
$374United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
5:15 pm - 10:37 pm
GPT
-
ORD
5h 22m1 stop
United Airlines Logo
7:35 am - 4:03 pm
ORD
-
GPT
8h 28m1 stop
$381United Airlines
Thu, Jan 1 - Mon, Jan 5
Delta Logo
6:05 am - 8:47 pm
GPT
-
ORD
14h 42m2 stops
Delta Logo
6:50 am - 9:33 am
ORD
-
GPT
26h 43m2 stops
$392Delta
Wed, Jan 7 - Sat, Jan 17

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
Dec 26
GPT5:15 pmGulfport Biloxi Regional
5h 22m
1 stop
ORD10:37 pmChicago O'Hare Intl
Dec 30
ORD2:17 pmChicago O'Hare Intl
7h 20m
1 stop
GPT9:37 pmGulfport Biloxi Regional
$367
Find similar
United Airlines
Feb 14
GPT4:55 pmGulfport Biloxi Regional
7h 31m
1 stop
ORD12:26 amChicago O'Hare Intl
Feb 18
ORD7:35 amChicago O'Hare Intl
5h 45m
1 stop
GPT1:20 pmGulfport Biloxi Regional
$374
Find similar
United Airlines
Jan 1
GPT5:15 pmGulfport Biloxi Regional
5h 22m
1 stop
ORD10:37 pmChicago O'Hare Intl
Jan 5
ORD7:35 amChicago O'Hare Intl
8h 28m
1 stop
GPT4:03 pmGulfport Biloxi Regional
$381
Find similar

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
Jan 8
GPT6:32 amGulfport Biloxi Regional
6h 50m
1 stop
ORD1:22 pmChicago O'Hare Intl
Jan 14
ORD6:54 amChicago O'Hare Intl
5h 37m
1 stop
GPT12:31 pmGulfport Biloxi Regional
$270
Find similar
American Airlines
Jan 5
GPT5:58 pmGulfport Biloxi Regional
5h 17m
1 stop
ORD11:15 pmChicago O'Hare Intl
Jan 17
ORD5:37 pmChicago O'Hare Intl
6h 22m
1 stop
GPT11:59 pmGulfport Biloxi Regional
$304
Find similar
American Airlines
Jan 6
GPT5:29 pmGulfport Biloxi Regional
5h 58m
1 stop
ORD11:27 pmChicago O'Hare Intl
Jan 17
ORD4:02 pmChicago O'Hare Intl
7h 06m
2 stops
GPT11:08 pmGulfport Biloxi Regional
$309
Find similar

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 December 18, 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

Fly to

Route

Depart

Return

Price

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 1/8

6:05 am-10:59 am

1 stop4h 54m

Chicago O'Hare Intl

Tue 1/13

2:50 pm-9:53 pm

1 stop7h 03m

$269

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 1/7

6:05 am-10:59 am

1 stop4h 54m

Chicago O'Hare Intl

Sat 1/17

8:00 am-3:09 pm

1 stop7h 09m

$294

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 1/6

5:29 pm-11:27 pm

1 stop5h 58m

Chicago O'Hare Intl

Sat 1/17

4:02 pm-11:08 pm

2 stops7h 06m

$309

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 1/8

6:05 am-8:47 pm

2 stops14h 42m

Chicago O'Hare Intl

Wed 1/14

9:55 am-3:09 pm

1 stop5h 14m

$331

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 12/31

5:21 pm-12:02 am

1 stop6h 41m

Chicago O'Hare Intl

Sat 1/3

5:30 am-10:40 am

1 stop5h 10m

$339

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 1/7

6:05 am-10:59 am

1 stop4h 54m

Chicago O'Hare Intl

Fri 1/16

7:30 pm-3:09 pm

2 stops19h 39m

$356

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 1/11

6:05 am-10:34 pm

2 stops16h 29m

Chicago O'Hare Intl

Sat 1/17

8:00 am-3:09 pm

1 stop7h 09m

$361

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 2/14

4:55 pm-12:26 am

1 stop7h 31m

Chicago O'Hare Intl

Wed 2/18

7:35 am-1:20 pm

1 stop5h 45m

$374

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 1/1

5:15 pm-10:37 pm

1 stop5h 22m

Chicago O'Hare Intl

Mon 1/5

7:35 am-4:03 pm

1 stop8h 28m

$381

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 1/7

6:05 am-8:47 pm

2 stops14h 42m

Chicago O'Hare Intl

Sat 1/17

6:50 am-9:33 am

2 stops26h 43m

$392

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 typical price of a round-trip flight between Gulfport and Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as $280. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Gulfport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $672.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Gulfport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $325 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $394. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 22m

Direct flights

None
The fastest flight from Gulfport to Chicago O'Hare Intl Airport takes 5h 22m
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

  • 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 22m.

  • 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
7.2
11,054 reviews
Search American Airlines flights
DeltaPriceFrom $327Free CancellationRating
7.9
8,005 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

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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