
Keep the following information in mind while searching for Mississippi to Illinois flight deals. Data was last updated November 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $309 (Delta) |
One-way from | $153 (Kiwi.com) |
Popular in | June |
Cheapest in | April |
Average price | $366 |
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
JacksonChicago
JAN Jackson-Evers Intl - MDW Chicago Midway
JANMDW
Jackson-Evers Intl
Tue 11/24
8:15 pm-1:00 am
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
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
JacksonChicago
JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl
JANORD
Jackson-Evers Intl
Wed 11/18
5:06 pm-11:54 pm
1 stop6h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
JacksonChicago
JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl
JANORD
Jackson-Evers Intl
Sun 4/11
2:40 pm-9:10 pm
1 stop6h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
JacksonChicago
JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl
JANORD
Jackson-Evers Intl
Mon 4/12
6:59 pm-11:50 pm
1 stop4h 51m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
JacksonChicago
JAN Jackson-Evers Intl - MDW Chicago Midway
JANMDW
Jackson-Evers Intl
Fri 1/1
1:10 pm-10:45 pm
1 stop9h 35m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
JacksonChicago
JAN Jackson-Evers Intl - MDW Chicago Midway
JANMDW
Jackson-Evers Intl
Mon 4/12
5:45 am-3:15 pm
2 stops9h 30m
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
Sun 12/13
6:15 am-12:04 pm
1 stop5h 49m
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
6:09 pm-10:54 pm
1 stop4h 45m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Everything you need to know about your flight from Mississippi to Illinois
Overall
Food
Comfort
Crew
Boarding
Entertainment
Reviews
Patricia,Oct 2026
DAL - TPA
Overall
Food
Comfort
Crew
Boarding
Entertainment
Reviews
Patricia,Oct 2026
DAL - TPA
Overall
Food
Comfort
Crew
Boarding
Entertainment
Reviews
Patricia,Oct 2026
DAL - TPA
Overall
Food
Comfort
Crew
Boarding
Entertainment
Reviews
Patricia,Oct 2026
DAL - TPA
Find useful and relevant information for your journey from Mississippi 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$286 | Average$409 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$296 | Average$502 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$308 | Average$462 | FlexibilityNo cancel fee | On-time63% |