
Most accurate provider | eDreams 3 stars  | 
|---|---|
Most trusted provider | eDreams 3 stars  | 
Round-trip from | $209 (American Airlines)  | 
One-way from | $61 (Frontier)  | 
Popular in | March | 
Cheapest in | September | 
Average price | $299 | 
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPensacola
ORD - PNS
ORDPNS
Chicago O'Hare Intl
Thu 12/4
10:50 am-1:17 pm
Nonstop2h 27m
Pensacola
Mon 12/8
2:15 pm-4:47 pm
Nonstop2h 32m
ChicagoPensacola
ORD - PNS
ORDPNS
Chicago O'Hare Intl
Wed 12/10
10:50 am-1:17 pm
Nonstop2h 27m
Pensacola
Sat 12/13
2:39 pm-5:10 pm
Nonstop2h 31m
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Thu 12/11
6:00 am-10:41 am
1 stop4h 41m
Pensacola
Mon 12/15
5:45 pm-11:47 pm
1 stop6h 02m
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Wed 2/18
6:00 am-12:32 pm
1 stop6h 32m
Pensacola
Tue 2/24
6:00 am-12:01 pm
1 stop6h 01m
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Fri 12/12
12:50 pm-4:34 pm
1 stop3h 44m
Pensacola
Mon 12/15
7:15 am-11:55 am
1 stop4h 40m
ChicagoPensacola
ORD - PNS
ORDPNS
Chicago O'Hare Intl
Thu 11/20
10:49 am-1:15 pm
Nonstop2h 26m
Pensacola
Wed 11/26
2:17 pm-4:48 pm
Nonstop2h 31m
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Tue 12/9
12:50 pm-4:34 pm
1 stop3h 44m
Pensacola
Thu 12/11
7:15 am-11:55 am
1 stop4h 40m
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Sat 12/13
6:00 am-12:41 pm
1 stop6h 41m
Pensacola
Mon 12/15
11:46 am-4:34 pm
1 stop4h 48m
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Wed 2/18
12:46 pm-6:44 pm
1 stop5h 58m
Pensacola
Mon 2/23
5:42 pm-10:44 pm
1 stop5h 02m
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Tue 12/9
6:00 am-10:37 am
1 stop4h 37m
Pensacola
Mon 12/15
6:00 am-11:55 am
1 stop5h 55m
To ensure you get the cheapest price possible for a flight from Chicago to Pensacola Beach, you should look to book at least 16 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, July is the cheapest month in which you can book a flight from Chicago to Pensacola Beach (average of $81). Flying from Chicago to Pensacola Beach in August is currently the most expensive (average of $200). 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.
It’s optimal to fly from Chicago to Pensacola Beach in the evening. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight in the afternoon.
Travelers seeking maximum savings on their Chicago to Pensacola Beach flight should consider departing on Sunday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to PB9 are scheduled on a Monday (3 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (1 on average).
Entertainment
Food
Boarding
Overall
Comfort
Crew
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Food
Boarding
Overall
Comfort
Crew
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Food
Boarding
Overall
Comfort
Crew
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Food
Boarding
Overall
Comfort
Crew
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Food
Boarding
Overall
Comfort
Crew
Reviews
Sarah,Aug 2024
MDW - AUS
Entertainment
Food
Boarding
Overall
Comfort
Crew
Reviews
Sarah,Aug 2024
MDW - AUS
| Airline | Cheapest | Average | Flexibility | On-time | 
|---|---|---|---|---|
| Cheapest$85 | Average$168 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$118 | Average$210 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$177 | Average$392 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$212 | Average$385 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$217 | Average$400 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$218 | Average$410 | FlexibilityNo cancel fee | On-time69% |