
Keep the following information in mind while searching for Gulfport to Illinois flight deals. Data was last updated November 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $321 (Delta) |
One-way from | $153 (Kiwi.com) |
Fly from
Fly to
Route
Depart
Return
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
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
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
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
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
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
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
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
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
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
Everything you need to know about your flight from Gulfport to Illinois
Food
Crew
Comfort
Overall
Entertainment
Boarding
Reviews
Anonymous,Aug 2025
BNA - ORD
Food
Crew
Comfort
Overall
Entertainment
Boarding
Reviews
Anonymous,Aug 2025
BNA - ORD
Find useful and relevant information for your journey from Gulfport to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$309 | Average$460 | FlexibilityNo cancel fee | On-time71% |