Illinois

$153+ Cheap flights from Gulfport (GPT) to Illinois

GPT — ORD
Dec 3 — Dec 101
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Cheap flight deals from Gulfport to Illinois

Cheapest flights from Gulfport to Illinois

Tue 12/16:09 pm -
1 stop4h 45m
Tue 12/86:00 am -
1 stop7h 11m
Deal found 10/31$321
Tue 12/16:28 pm -
1 stop5h 52m
Tue 12/88:10 am -
1 stop5h 07m
Deal found 10/31$321
Tue 12/16:09 pm -
1 stop5h 47m
Tue 12/811:35 am -
2 stops10h 22m
Deal found 10/31$326
Thu 12/31:54 pm -
1 stop5h 15m
Wed 12/910:36 am -
1 stop6h 48m
Deal found 11/2$330
Wed 12/210:04 am -
2 stops8h 22m
Wed 12/911:35 am -
2 stops10h 22m
Deal found 11/2$331
Fri 12/116:09 pm -
1 stop4h 45m
Sun 12/136:00 am -
1 stop7h 07m
Deal found 10/31$339
Fri 12/111:52 pm -
1 stop5h 17m
Fri 12/186:49 am -
1 stop6h 17m
Deal found 10/30$339
Fri 11/206:28 pm -
1 stop5h 52m
Mon 11/234:58 pm -
1 stop7h 03m
Deal found 11/2$354
Fri 12/116:09 pm -
1 stop4h 45m
Fri 12/186:00 am -
1 stop7h 06m
Deal found 10/30$359
Fri 11/206:04 pm -
1 stop5h 50m
Mon 11/232:44 pm -
2 stops7h 08m
Deal found 11/2$359
Fri 11/136:26 am -
1 stop5h 33m
Tue 11/176:00 am -
1 stop7h 04m
Deal found 10/29$369
Fri 11/136:21 pm -
1 stop5h 38m
Mon 11/166:00 am -
1 stop5h 11m
Deal found 10/29$369

Find flight deals from Gulfport to Illinois

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$321
(Delta)

One-way from

$153
(Kiwi.com)
Provider with most accurate pricing for Gulfport Biloxi Regional-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Gulfport Biloxi Regional-Chicago (CHI) flights.
From Gulfport Biloxi Regional to Illinois
One-way flight from Gulfport Biloxi Regional to Illinois

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Fri 12/11

6:46 pm-10:00 pm

2 stops27h 14m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$153

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Sun 12/13

7:45 pm-11:33 am

2 stops39h 48m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$181

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Fri 12/11

6:46 pm-11:33 am

3 stops16h 47m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$186

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Wed 2/10

6:00 am-5:19 pm

2 stops11h 19m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$211
Quickest round-trip

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Fri 12/11

6:09 pm-10:54 pm

1 stop4h 45m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$221

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Wed 2/10

10:00 am-6:00 pm

2 stops8h 00m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$245

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Tue 12/1

6:09 pm-10:54 pm

1 stop4h 45m

Chicago Midway

Tue 12/8

6:00 am-1:11 pm

1 stop7h 11m

$321

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Tue 12/1

6:09 pm-11:56 pm

1 stop5h 47m

Chicago O'Hare Intl

Tue 12/8

11:35 am-9:57 pm

2 stops10h 22m

$326

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Wed 12/2

10:04 am-6:26 pm

2 stops8h 22m

Chicago O'Hare Intl

Wed 12/9

11:35 am-9:57 pm

2 stops10h 22m

$331

GulfportChicago

GPT Gulfport Biloxi Regional - ORD Chicago O'Hare Intl

GPTORD

Gulfport Biloxi Regional

Fri 11/20

6:04 pm-11:54 pm

1 stop5h 50m

Chicago O'Hare Intl

Mon 11/23

2:44 pm-9:52 pm

2 stops7h 08m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 21 resultsSorted by cheapest first
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Best time to book a flight from Gulfport to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Gulfport with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Gulfport to Illinois

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Illinois

Peruse reviews from past customers who have flown with American Airlines from Gulfport to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

6.4

Crew

7.9

Comfort

7.2

Overall

7.0

Entertainment

6.8

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Food

6.4

Crew

7.9

Comfort

7.2

Overall

7.0

Entertainment

6.8

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

  • What airport do you fly from for flights from Gulfport to Illinois?

    Gulfport Biloxi Regional (GPT) is the airport you will fly out of if you book a flight from Gulfport to Illinois. It is only a 3.1 mi journey to Biloxi Regional (GPT) from Gulfport’s city center.

  • How long is the flight from Gulfport to Illinois?

    For as low as $321, Delta can have you in Illinois from Gulfport in 4h 45m. Airlines will cover a distance of 789 mi.

  • What are the most popular routes from Gulfport to Illinois?

  • Can I find deals for flights from Gulfport to Illinois that include hotel bookings?

    Yes. In addition to deals on Gulfport to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Gulfport to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Gulfport to Illinois.

  • Can I find deals for business class flights from Gulfport to Illinois?

    Yes. Cheapflights offers flight deals from Gulfport to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Gulfport to Illinois

Top airline flying from Gulfport to Illinois

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$309Average$460FlexibilityNo cancel feeOn-time71%

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