
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $269 (Delta) |
One-way from | $107 (Kiwi.com) |
Popular in | February |
Cheapest in | August |
Average price | $442 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Fri 1/30
10:48 am-5:15 pm
1 stop6h 27m
Gulfport Biloxi Regional
Tue 2/3
10:21 am-5:29 pm
1 stop7h 08m
ChicagoGulfport
ORD - GPT
ORDGPT
Chicago O'Hare Intl
Wed 1/28
3:23 pm-11:33 pm
1 stop8h 10m
Gulfport Biloxi Regional
Sun 2/1
5:29 pm-11:27 pm
1 stop5h 58m
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Sat 1/24
4:30 pm-9:53 pm
1 stop5h 23m
Gulfport Biloxi Regional
Sat 1/31
10:21 am-3:38 pm
1 stop5h 17m
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Fri 2/6
10:48 am-5:15 pm
1 stop6h 27m
Gulfport Biloxi Regional
Mon 2/9
6:08 pm-10:22 pm
1 stop4h 14m
ChicagoGulfport
ORD - GPT
ORDGPT
Chicago O'Hare Intl
Tue 3/10
9:50 am-1:59 pm
1 stop4h 09m
Gulfport Biloxi Regional
Sat 3/14
3:00 pm-8:02 pm
1 stop5h 02m
ChicagoGulfport
ORD - GPT
ORDGPT
Chicago O'Hare Intl
Wed 1/14
9:55 am-3:09 pm
1 stop5h 14m
Gulfport Biloxi Regional
Sat 1/17
10:21 am-4:44 pm
1 stop6h 23m
ChicagoGulfport
MDW - GPT
MDWGPT
Chicago Midway
Wed 3/18
5:40 pm-10:15 pm
1 stop4h 35m
Gulfport Biloxi Regional
Sun 3/22
5:57 pm-10:31 pm
1 stop4h 34m
ChicagoGulfport
ORD - GPT
ORDGPT
Chicago O'Hare Intl
Tue 2/10
2:50 pm-9:53 pm
1 stop7h 03m
Gulfport Biloxi Regional
Tue 2/17
10:11 am-4:49 pm
1 stop6h 38m
ChicagoGulfport
ORD - GPT
ORDGPT
Chicago O'Hare Intl
Fri 2/6
7:05 am-1:51 pm
1 stop6h 46m
Gulfport Biloxi Regional
Sun 2/8
6:05 am-1:40 pm
1 stop7h 35m
ChicagoGulfport
ORD - GPT
ORDGPT
Chicago O'Hare Intl
Sat 2/14
5:25 am-9:40 am
1 stop4h 15m
Gulfport Biloxi Regional
Tue 2/17
10:11 am-4:49 pm
1 stop6h 38m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
Currently, June is the cheapest month in which you can book a flight from Chicago to Gulfport (average of $80). Flying from Chicago to Gulfport in July is currently the most expensive (average of $161). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
About 39% of weekly flights between Chicago and Gulfport have experienced delays in the past year, with the average delay time being 92 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Monday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Sun Country Air have had the lowest number of delays on this route, with just 50% of flights being delayed.
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Jim,Nov 2025
AVL - ATL
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Jim,Nov 2025
AVL - ATL
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Jim,Nov 2025
AVL - ATL
Food
Overall
Entertainment
Boarding
Comfort
Crew
Reviews
Jim,Nov 2025
AVL - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$336 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$392 | FlexibilityNo cancel fee | On-timeN/A |