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Cheap flights from Gulfport to Chicago from $186

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 8/6. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
3:00 pm - 8:16 pm
GPT
-
ORD
5h 16m
1 stop
Delta Logo
5:15 am - 9:24 am
ORD
-
GPT
4h 09m
1 stop
$329Delta
Sat, May 2 - Sun, May 3
American Airlines Logo
6:09 pm - 11:54 pm
GPT
-
ORD
5h 45m
1 stop
American Airlines Logo
5:00 am - 10:33 am
ORD
-
GPT
5h 33m
1 stop
$334American Airlines
Thu, Apr 9 - Sun, Apr 12
American Airlines Logo
5:49 pm - 11:54 pm
GPT
-
ORD
6h 05m
1 stop
American Airlines Logo
5:00 am - 10:33 am
ORD
-
GPT
5h 33m
1 stop
$339American Airlines
Tue, Apr 7 - Sat, Apr 11
Multiple Airlines Logo
6:54 pm - 1:10 am
GPT
-
ORD
6h 16m
1 stop
Multiple Airlines Logo
9:06 am - 6:40 pm
ORD
-
GPT
9h 34m
1 stop
$367Multiple Airlines
Fri, Apr 3 - Sun, Apr 5
Multiple Airlines Logo
7:20 pm - 1:19 pm
GPT
-
ORD
17h 59m
2 stops
Multiple Airlines Logo
4:21 pm - 6:40 pm
ORD
-
GPT
26h 19m
1 stop
$381Multiple Airlines
Sun, Apr 5 - Wed, Apr 8
Delta Logo
1:50 pm - 6:45 pm
GPT
-
ORD
4h 55m
1 stop
Delta Logo
6:30 am - 1:05 pm
ORD
-
GPT
6h 35m
1 stop
$384Delta
Thu, Jul 16 - Mon, Jul 20
Multiple Airlines Logo
7:20 pm - 9:58 pm
GPT
-
ORD
26h 38m
2 stops
Multiple Airlines Logo
9:06 am - 6:40 pm
ORD
-
GPT
9h 34m
1 stop
$388Multiple Airlines
Thu, Apr 9 - Sun, Apr 12
Delta Logo
5:57 pm - 11:54 pm
GPT
-
ORD
5h 57m
1 stop
Delta Logo
7:10 am - 2:00 pm
ORD
-
GPT
6h 50m
1 stop
$389Delta
Fri, Apr 3 - Sun, Apr 5
Multiple Airlines Logo
6:54 pm - 11:08 am
GPT
-
ORD
16h 14m
2 stops
Multiple Airlines Logo
9:06 am - 6:40 pm
ORD
-
GPT
9h 34m
1 stop
$391Multiple Airlines
Fri, Apr 3 - Sun, Apr 5
Multiple Airlines Logo
7:20 pm - 10:53 am
GPT
-
ORD
15h 33m
1 stop
Multiple Airlines Logo
4:21 pm - 6:40 pm
ORD
-
GPT
26h 19m
1 stop
$421Multiple Airlines
Sun, Apr 5 - Wed, Apr 8

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
May 2
GPT3:00 pmGulfport Biloxi Regional
5h 16m
1 stop
ORD8:16 pmChicago O'Hare Intl
May 3
ORD5:15 amChicago O'Hare Intl
4h 09m
1 stop
GPT9:24 amGulfport Biloxi Regional
$329
Delta
Jul 16
GPT1:50 pmGulfport Biloxi Regional
4h 55m
1 stop
ORD6:45 pmChicago O'Hare Intl
Jul 20
ORD6:30 amChicago O'Hare Intl
6h 35m
1 stop
GPT1:05 pmGulfport Biloxi Regional
$384
Delta
Apr 3
GPT5:57 pmGulfport Biloxi Regional
5h 57m
1 stop
ORD11:54 pmChicago O'Hare Intl
Apr 5
ORD7:10 amChicago O'Hare Intl
6h 50m
1 stop
GPT2:00 pmGulfport Biloxi Regional
$389

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
Apr 4
GPT4:26 pmGulfport Biloxi Regional
17h 21m
2 stops
ORD9:47 amChicago O'Hare Intl
Apr 5
ORD12:43 pmChicago O'Hare Intl
7h 10m
1 stop
GPT7:53 pmGulfport Biloxi Regional
$444
United Airlines
May 9
GPT2:00 pmGulfport Biloxi Regional
7h 51m
1 stop
ORD9:51 pmChicago O'Hare Intl
May 12
ORD5:30 amChicago O'Hare Intl
7h 51m
1 stop
GPT1:21 pmGulfport Biloxi Regional
$451
United Airlines
Apr 18
GPT4:26 pmGulfport Biloxi Regional
6h 49m
1 stop
ORD11:15 pmChicago O'Hare Intl
Apr 25
ORD12:43 pmChicago O'Hare Intl
7h 10m
1 stop
GPT7:53 pmGulfport Biloxi Regional
$468

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 March 24, 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

Sat 5/2

3:00 pm-8:16 pm

1 stop5h 16m

Chicago O'Hare Intl

Sun 5/3

5:15 am-9:24 am

1 stop4h 09m

$329

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 4/9

6:09 pm-11:54 pm

1 stop5h 45m

Chicago O'Hare Intl

Sun 4/12

5:00 am-10:33 am

1 stop5h 33m

$334

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Tue 4/7

5:49 pm-11:54 pm

1 stop6h 05m

Chicago O'Hare Intl

Sat 4/11

5:00 am-10:33 am

1 stop5h 33m

$339

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 4/3

6:54 pm-1:10 am

1 stop6h 16m

Chicago O'Hare Intl

Sun 4/5

9:06 am-6:40 pm

1 stop9h 34m

$367

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 4/5

7:20 pm-1:19 pm

2 stops17h 59m

Chicago O'Hare Intl

Wed 4/8

4:21 pm-6:40 pm

1 stop26h 19m

$381

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 7/16

1:50 pm-6:45 pm

1 stop4h 55m

Chicago O'Hare Intl

Mon 7/20

6:30 am-1:05 pm

1 stop6h 35m

$384

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 4/9

7:20 pm-9:58 pm

2 stops26h 38m

Chicago O'Hare Intl

Sun 4/12

9:06 am-6:40 pm

1 stop9h 34m

$388

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 4/3

5:57 pm-11:54 pm

1 stop5h 57m

Chicago O'Hare Intl

Sun 4/5

7:10 am-2:00 pm

1 stop6h 50m

$389

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Fri 4/3

6:54 pm-11:08 am

2 stops16h 14m

Chicago O'Hare Intl

Sun 4/5

9:06 am-6:40 pm

1 stop9h 34m

$391

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Sun 4/5

7:20 pm-10:53 am

1 stop15h 33m

Chicago O'Hare Intl

Wed 4/8

4:21 pm-6:40 pm

1 stop26h 19m

$421

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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?

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 33m

Direct flights

None
The fastest flight from Gulfport to Chicago O'Hare Intl Airport takes 5h 33m
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 33m.

  • 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
11,492 reviews
Search American Airlines flights
DeltaPriceFrom $319Free CancellationRating
7.9
8,320 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Rosemont
Naperville
New Buffalo
Orland Park
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Joliet
Janesville
Racine
Hammond
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Elgin
Tinley Park
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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