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Cheap flights from Gulfport to Chicago from $142

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.
Delta Logo
4:00 pm - 10:33 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
6h 33m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:19 pm - 8:46 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
4h 27m1 stop Atlanta Hartsfield-Jackson
$305Delta
Sat, Oct 17 - Sat, Oct 24
Delta Logo
6:26 am - 10:37 amGPT  Gulfport Biloxi Regional-MDW Chicago Midway
4h 11m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:19 pm - 8:46 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
4h 27m1 stop Atlanta Hartsfield-Jackson
$305Delta
Sat, Oct 31 - Sat, Nov 7
American Airlines Logo
6:11 am - 2:20 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
8h 09m1 stop Charlotte Douglas
American Airlines Logo
5:57 pm - 11:31 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
5h 34m1 stop Dallas/Fort Worth
$305American Airlines
Sat, Oct 31 - Sat, Nov 7
American Airlines Logo
6:27 pm - 11:59 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
5h 32m1 stop Dallas/Fort Worth
American Airlines Logo
4:53 pm - 11:31 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
6h 38m1 stop Dallas/Fort Worth
$305American Airlines
Tue, Nov 10 - Sat, Nov 14
Delta Logo
4:00 pm - 8:38 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
4h 38m1 stop Atlanta Hartsfield-Jackson
Delta Logo
8:05 am - 2:21 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
6h 16m1 stop Atlanta Hartsfield-Jackson
$305Delta
Sat, Oct 17 - Sat, Oct 24
Delta Logo
6:26 am - 10:37 amGPT  Gulfport Biloxi Regional-MDW Chicago Midway
4h 11m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:27 pm - 8:46 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
8h 19m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$310Delta
Sat, Oct 31 - Sat, Nov 7
American Airlines Logo
6:38 am - 12:14 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
5h 36m1 stop Charlotte Douglas
American Airlines Logo
11:14 am - 5:18 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
6h 04m1 stop Charlotte Douglas
$313American Airlines
Wed, Jan 13 - Wed, May 5
United Airlines Logo
5:14 pm - 11:27 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
6h 13m1 stop Houston George Bush Intcntl
United Airlines Logo
6:25 am - 1:25 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
7h 00m1 stop Houston George Bush Intcntl
$321United Airlines
Wed, Oct 14 - Sat, Oct 17
United Airlines Logo
5:14 pm - 12:23 amGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
7h 09m1 stop Houston George Bush Intcntl
United Airlines Logo
5:30 am - 11:18 amORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
5h 48m1 stop Houston George Bush Intcntl
$369United Airlines
Wed, Sep 30 - Sun, Oct 4
United Airlines Logo
4:55 pm - 11:26 pmGPT  Gulfport Biloxi Regional-ORD Chicago O'Hare Intl
6h 31m1 stop Houston George Bush Intcntl
United Airlines Logo
6:55 am - 1:18 pmORD  Chicago O'Hare Intl-GPT Gulfport Biloxi Regional
6h 23m1 stop Houston George Bush Intcntl
$385United Airlines
Sat, Nov 7 - Wed, Nov 11

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American Airlines flights from Gulfport to Chicago

Our best American Airlines deals on Gulfport to Chicago flight tickets
American Airlines
Jan 13
GPT6:38 amGulfport Biloxi Regional
5h 36m
1 stop
ORD12:14 pmChicago O'Hare Intl
May 5
ORD11:14 amChicago O'Hare Intl
6h 04m
1 stop
GPT5:18 pmGulfport Biloxi Regional
$313
American Airlines
Nov 10
GPT5:32 pmGulfport Biloxi Regional
6h 29m
1 stop
ORD12:01 amChicago O'Hare Intl
Nov 13
ORD4:40 pmChicago O'Hare Intl
7h 19m
1 stop
GPT11:59 pmGulfport Biloxi Regional
$332
American Airlines
Nov 12
GPT6:19 amGulfport Biloxi Regional
8h 11m
1 stop
ORD2:30 pmChicago O'Hare Intl
Nov 16
ORD6:00 amChicago O'Hare Intl
5h 11m
1 stop
GPT11:11 amGulfport Biloxi Regional
$339

United Airlines flights from Gulfport to Chicago

Our best United Airlines deals on Gulfport to Chicago flight tickets
United Airlines
Oct 14
GPT5:14 pmGulfport Biloxi Regional
6h 13m
1 stop
ORD11:27 pmChicago O'Hare Intl
Oct 17
ORD6:25 amChicago O'Hare Intl
7h 00m
1 stop
GPT1:25 pmGulfport Biloxi Regional
$321
United Airlines
Sep 30
GPT5:14 pmGulfport Biloxi Regional
7h 09m
1 stop
ORD12:23 amChicago O'Hare Intl
Oct 4
ORD5:30 amChicago O'Hare Intl
5h 48m
1 stop
GPT11:18 amGulfport Biloxi Regional
$369
United Airlines
Nov 7
GPT4:55 pmGulfport Biloxi Regional
7h 50m
1 stop
ORD12:45 amChicago O'Hare Intl
Nov 11
ORD7:29 amChicago O'Hare Intl
5h 49m
1 stop
GPT1:18 pmGulfport Biloxi Regional
$385

momondo Fare Finder

 
Use the filters below to find and compare flights from Gulfport to Chicago that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Sat 10/17

4:00 pm-10:33 pm

1 stop6h 33m

Chicago Midway

Sat 10/24

4:19 pm-8:46 pm

1 stop4h 27m

$305
Quickest round-trip

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Sat 10/31

6:26 am-10:37 am

1 stop4h 11m

Chicago Midway

Sat 11/7

4:19 pm-8:46 pm

1 stop4h 27m

$305

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Sat 10/31

6:11 am-2:20 pm

1 stop8h 09m

Chicago O'Hare Intl

Sat 11/7

5:57 pm-11:31 pm

1 stop5h 34m

$305

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Tue 11/10

6:27 pm-11:59 pm

1 stop5h 32m

Chicago O'Hare Intl

Sat 11/14

4:53 pm-11:31 pm

1 stop6h 38m

$305

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Sat 10/17

4:00 pm-8:38 pm

1 stop4h 38m

Chicago O'Hare Intl

Sat 10/24

8:05 am-2:21 pm

1 stop6h 16m

$305

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Sat 10/31

6:26 am-10:37 am

1 stop4h 11m

Chicago Midway

Sat 11/7

12:27 pm-8:46 pm

2 stops8h 19m

$310

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Wed 1/13

6:38 am-12:14 pm

1 stop5h 36m

Chicago O'Hare Intl

Wed 5/5

11:14 am-5:18 pm

1 stop6h 04m

$313

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Wed 10/14

5:14 pm-11:27 pm

1 stop6h 13m

Chicago O'Hare Intl

Sat 10/17

6:25 am-1:25 pm

1 stop7h 00m

$321

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Wed 9/30

5:14 pm-12:23 am

1 stop7h 09m

Chicago O'Hare Intl

Sun 10/4

5:30 am-11:18 am

1 stop5h 48m

$369

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Sat 11/7

4:55 pm-11:26 pm

1 stop6h 31m

Chicago O'Hare Intl

Wed 11/11

6:55 am-1:18 pm

1 stop6h 23m

$385

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Gulfport to Chicago

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Can stopping save me money on Gulfport to Chicago flights?

You could potentially save up to 25% on your flight if you consider stops on a Gulfport to Chicago flight.

When to book flights from Gulfport to Chicago

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

Cheap Gulfport to Chicago (GPT to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Gulfport to Chicago

Best Price Found

$142

Fastest flight time

4h 11m

Direct flights

None
The best one-way flight to Chicago from Gulfport in the past 72 hours is $142. The best round-trip flight deal from Gulfport to Chicago found on momondo in the last 72 hours is $305.
The fastest flight from Gulfport to Chicago takes 4h 11m
There are no direct flights from Gulfport to Chicago. There are no popular flight routes from Gulfport to Chicago.
Search flight deals

Frequently asked questions about flying from Gulfport to Chicago

  • How far is Gulfport Biloxi Regional to Chicago by plane?

    There are 798.7 mi between Gulfport Biloxi Regional and Chicago. Flights usually cover this in 4h 11m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Gulfport Biloxi Regional Airport to Chicago are updated daily.

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

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

    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.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Gulfport to Chicago?

Best airlines flying from Gulfport to Chicago

Compare and see reviews for airlines that fly from Gulfport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $248Free CancellationRating
7.1
12,075 reviews
Search American Airlines flights
DeltaPriceFrom $319Free CancellationRating
7.8
8,580 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Gulfport to Chicago. momondo saves you time and could save you money on your trip.

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

Flights from Gulfport to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Gulfport to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Chicago from Gulfport are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport