Find Deals on Flights from Chicago to Pensacola (CHI - PNS)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Pensacola

(Round-trip)
Depart: Sat Sep 26 2015 Return: Tue Sep 29 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
11:50a
PNS
4:30p
4h 40m
1 stop
PNS
2:05a
ORD
8:33a
6h 28m
1 stop
Depart: Sat Oct 3 2015 Return: Tue Oct 6 2015 Trip spans 4 days
US Airways
US Airways
ORD
11:50a
PNS
4:30p
4h 40m
1 stop
PNS
12:05p
ORD
5:09p
5h 04m
1 stop
Depart: Wed Sep 30 2015 Return: Tue Oct 6 2015 Trip spans 7 days
American Airlines
American Airlines
ORD
6:20a
PNS
11:19a
4h 59m
1 stop
PNS
2:05a
ORD
8:33a
6h 28m
1 stop
Depart: Fri Oct 2 2015 Return: Tue Oct 6 2015 Trip spans 5 days
American Airlines
American Airlines
ORD
1:42a
PNS
6:26a
4h 44m
1 stop
PNS
12:05p
ORD
7:38p
7h 33m
1 stop
Depart: Tue Oct 13 2015 Return: Sat Oct 17 2015 Trip spans 5 days
American Airlines
American Airlines
ORD
1:40a
PNS
6:26a
4h 46m
1 stop
PNS
3:45a
ORD
8:33a
4h 48m
1 stop
Depart: Wed Oct 14 2015 Return: Sat Oct 17 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
1:40a
PNS
6:26a
4h 46m
1 stop
PNS
3:45a
ORD
8:33a
4h 48m
1 stop
Depart: Mon Oct 19 2015 Return: Tue Oct 20 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
1:40a
PNS
6:26a
4h 46m
1 stop
PNS
2:05a
ORD
6:48a
4h 43m
1 stop
Depart: Tue Oct 20 2015 Return: Wed Oct 21 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
6:20a
PNS
11:19a
4h 59m
1 stop
PNS
2:05a
ORD
6:48a
4h 43m
1 stop
Depart: Wed Oct 21 2015 Return: Thu Oct 22 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
9:45a
PNS
4:30p
6h 45m
1 stop
PNS
12:05p
ORD
7:38p
7h 33m
1 stop
Depart: Wed Nov 4 2015 Return: Sat Nov 7 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
12:40a
PNS
5:26a
4h 46m
1 stop
PNS
11:05a
ORD
4:16p
5h 11m
1 stop
Depart: Tue Sep 22 2015 Return: Tue Sep 29 2015 Trip spans 8 days
American Airlines
American Airlines
ORD
12:30p
PNS
6:41p
6h 11m
1 stop
PNS
2:05a
ORD
6:48a
4h 43m
1 stop
Depart: Wed Sep 23 2015 Return: Mon Sep 28 2015 Trip spans 6 days
American Airlines
American Airlines
ORD
9:45a
PNS
4:30p
6h 45m
1 stop
PNS
6:32a
ORD
3:06p
8h 34m
1 stop
Depart: Fri Sep 25 2015 Return: Tue Sep 29 2015 Trip spans 5 days
American Airlines
American Airlines
ORD
12:30p
PNS
6:41p
6h 11m
1 stop
PNS
2:05a
ORD
6:48a
4h 43m
1 stop
Depart: Sat Oct 17 2015 Return: Tue Oct 20 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
4:13a
PNS
11:15a
7h 02m
1 stop
PNS
12:05p
ORD
5:09p
5h 04m
1 stop
Depart: Sun Oct 18 2015 Return: Sat Oct 24 2015 Trip spans 7 days
American Airlines
American Airlines
ORD
1:00a
PNS
8:00a
7h 00m
1 stop
PNS
3:45a
ORD
10:28a
6h 43m
1 stop
Depart: Tue Dec 1 2015 Return: Tue Dec 8 2015 Trip spans 8 days
American Airlines
American Airlines
ORD
12:00a
PNS
6:55a
6h 55m
1 stop
PNS
1:05a
ORD
5:51a
4h 46m
1 stop
Depart: Wed Dec 2 2015 Return: Tue Dec 8 2015 Trip spans 7 days
American Airlines
American Airlines
ORD
1:00a
PNS
7:09a
6h 09m
1 stop
PNS
1:05a
ORD
7:36a
6h 31m
1 stop
Depart: Mon Oct 5 2015 Return: Sun Oct 11 2015 Trip spans 7 days
Delta
Delta
MDW
9:50a
PNS
1:53p
4h 03m
1 stop
PNS
2:00a
MDW
5:52a
3h 52m
1 stop
Depart: Mon Sep 21 2015 Return: Mon Sep 28 2015 Trip spans 8 days
Delta
Delta
ORD
2:00p
PNS
6:33p
4h 33m
1 stop
PNS
10:45a
ORD
4:32p
5h 47m
1 stop
Depart: Sun Sep 20 2015 Return: Tue Sep 29 2015 Trip spans 10 days
United
United
ORD
1:16a
PNS
6:48a
5h 32m
1 stop
PNS
11:01a
ORD
4:40p
5h 39m
1 stop
Select an airline:  Southwest
Direct flights CHI to PNS on Southwest
Flight # Depart MDW Arrive PNS Sun Mon Tue Wed Thu Fri Sat Valid Between
4503 10:00 am 12:15 pm Oct 3 - Oct 24
903 10:00 am 12:15 pm Sep 12 - Sep 26
Airports
Origin

Chicago
only $295
only $298
Destination

Pensacola
$295