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Cheap flights from Gulfport to Chicago from $149

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 12/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:55 pm - 1:16 pmGPT-ORD
17h 21m1 stop
Multiple Airlines Logo
7:20 am - 7:15 pmORD-GPT
11h 55m1 stop
$208Multiple Airlines
Find Deal
Thu, Dec 4 - Thu, Dec 11
Multiple Airlines Logo
7:55 pm - 2:21 pmGPT-ORD
18h 26m1 stop
Multiple Airlines Logo
11:44 am - 8:59 amORD-GPT
21h 15m2 stops
$224Multiple Airlines
Find Deal
Thu, Dec 4 - Thu, Dec 11
Delta Logo
5:21 pm - 12:02 amGPT-ORD
6h 41m1 stop
Delta Logo
5:30 am - 10:40 amORD-GPT
5h 10m1 stop
$249Delta
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Wed, Dec 24 - Sat, Dec 27
American Airlines Logo
1:07 pm - 9:21 pmGPT-ORD
8h 14m1 stop
American Airlines Logo
6:35 pm - 12:16 amORD-GPT
5h 41m1 stop
$279American Airlines
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Tue, Nov 18 - Sat, Nov 22
United Airlines Logo
5:15 pm - 12:15 amGPT-ORD
7h 00m1 stop
United Airlines Logo
6:00 am - 11:17 amORD-GPT
5h 17m1 stop
$290United Airlines
Find Deal
Fri, Nov 21 - Sun, Nov 23
Delta Logo
6:00 am - 10:59 amGPT-ORD
4h 59m1 stop
Delta Logo
9:53 am - 3:11 pmORD-GPT
5h 18m1 stop
$304Delta
Find Deal
Thu, Jan 8 - Sun, Jan 11
American Airlines Logo
12:10 pm - 5:17 pmGPT-ORD
5h 07m1 stop
American Airlines Logo
6:35 pm - 12:16 amORD-GPT
5h 41m1 stop
$309American Airlines
Find Deal
Sat, Nov 15 - Sat, Nov 22
Delta Logo
6:00 am - 10:59 amGPT-ORD
4h 59m1 stop
Delta Logo
5:20 pm - 3:11 pmORD-GPT
21h 51m2 stops
$321Delta
Find Deal
Thu, Jan 8 - Sun, Jan 11
Delta Logo
6:01 pm - 10:43 pmGPT-ORD
4h 42m1 stop
Delta Logo
6:45 am - 1:26 pmORD-GPT
6h 41m1 stop
$394Delta
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Fri, Dec 19 - Sun, Dec 28
United Airlines Logo
7:00 am - 6:22 pmGPT-ORD
11h 22m2 stops
United Airlines Logo
7:10 am - 1:20 pmORD-GPT
6h 10m1 stop
$488United Airlines
Find Deal
Wed, Nov 19 - Sun, Nov 23

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
Dec 24
GPT5:21 pmGulfport Biloxi Regional
6h 41m
1 stop
ORD12:02 amChicago O'Hare Intl
Dec 27
ORD5:30 amChicago O'Hare Intl
5h 10m
1 stop
GPT10:40 amGulfport Biloxi Regional
$249
Find similar
Delta
Jan 8
GPT6:00 amGulfport Biloxi Regional
4h 59m
1 stop
ORD10:59 amChicago O'Hare Intl
Jan 11
ORD9:53 amChicago O'Hare Intl
5h 18m
1 stop
GPT3:11 pmGulfport Biloxi Regional
$304
Find similar
Delta
Jan 8
GPT6:00 amGulfport Biloxi Regional
4h 59m
1 stop
ORD10:59 amChicago O'Hare Intl
Jan 11
ORD5:20 pmChicago O'Hare Intl
21h 51m
2 stops
GPT3:11 pmGulfport Biloxi Regional
$321
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
Nov 18
GPT1:07 pmGulfport Biloxi Regional
8h 14m
1 stop
ORD9:21 pmChicago O'Hare Intl
Nov 22
ORD6:35 pmChicago O'Hare Intl
5h 41m
1 stop
GPT12:16 amGulfport Biloxi Regional
$279
Find similar
American Airlines
Nov 15
GPT12:10 pmGulfport Biloxi Regional
5h 07m
1 stop
ORD5:17 pmChicago O'Hare Intl
Nov 22
ORD6:35 pmChicago O'Hare Intl
5h 41m
1 stop
GPT12:16 amGulfport Biloxi Regional
$309
Find similar
American Airlines
Nov 22
GPT4:54 pmGulfport Biloxi Regional
6h 46m
1 stop
ORD11:40 pmChicago O'Hare Intl
Nov 30
ORD6:30 pmChicago O'Hare Intl
5h 27m
1 stop
GPT11:57 pmGulfport Biloxi Regional
$409
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 November 5, 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 12/4

7:55 pm-1:16 pm

1 stop17h 21m

Chicago O'Hare Intl

Thu 12/11

7:20 am-7:15 pm

1 stop11h 55m

$208

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 12/4

7:55 pm-2:21 pm

1 stop18h 26m

Chicago O'Hare Intl

Thu 12/11

11:44 am-8:59 am

2 stops21h 15m

$224

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 12/24

5:21 pm-12:02 am

1 stop6h 41m

Chicago O'Hare Intl

Sat 12/27

5:30 am-10:40 am

1 stop5h 10m

$249

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 11/18

1:07 pm-9:21 pm

1 stop8h 14m

Chicago O'Hare Intl

Sat 11/22

6:35 pm-12:16 am

1 stop5h 41m

$279

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 11/21

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Sun 11/23

6:00 am-11:17 am

1 stop5h 17m

$290

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 1/8

6:00 am-10:59 am

1 stop4h 59m

Chicago O'Hare Intl

Sun 1/11

9:53 am-3:11 pm

1 stop5h 18m

$304

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sat 11/15

12:10 pm-5:17 pm

1 stop5h 07m

Chicago O'Hare Intl

Sat 11/22

6:35 pm-12:16 am

1 stop5h 41m

$309

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 1/8

6:00 am-10:59 am

1 stop4h 59m

Chicago O'Hare Intl

Sun 1/11

5:20 pm-3:11 pm

2 stops21h 51m

$321

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 12/19

6:01 pm-10:43 pm

1 stop4h 42m

Chicago O'Hare Intl

Sun 12/28

6:45 am-1:26 pm

1 stop6h 41m

$394

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Wed 11/19

7:00 am-6:22 pm

2 stops11h 22m

Chicago O'Hare Intl

Sun 11/23

7:10 am-1:20 pm

1 stop6h 10m

$488

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 month to fly to Chicago O'Hare Intl Airport?

The month of June is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Gulfport averaging around $345.

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

Direct flights

None
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.
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  • 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 4h 42m.

  • 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
11,042 reviews
Search American Airlines flights
DeltaPriceFrom $327Free CancellationRating
7.9
8,004 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
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
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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