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Find Flight Deals from Chicago to Pensacola (CHI - PNS)

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

Book cheap flights from Chicago to Pensacola

(Round-trip)
Depart: Tue Aug 18 2015 Return: Wed Aug 19 2015 Trip spans 2 days
US Airways
US Airways
ORD
1:27a
PNS
6:23a
4h 56m
1 stop
PNS
2:05a
ORD
8:54a
6h 49m
1 stop
Depart: Sat Sep 12 2015 Return: Mon Sep 14 2015 Trip spans 3 days
American Airlines
American Airlines
ORD
1:27a
PNS
6:23a
4h 56m
1 stop
PNS
2:05a
ORD
8:54a
6h 49m
1 stop
Depart: Sun Sep 13 2015 Return: Fri Sep 18 2015 Trip spans 6 days
American Airlines
American Airlines
ORD
1:27a
PNS
6:23a
4h 56m
1 stop
PNS
2:05a
ORD
8:54a
6h 49m
1 stop
Depart: Tue Sep 15 2015 Return: Tue Sep 22 2015 Trip spans 8 days
American Airlines
American Airlines
ORD
1:27a
PNS
6:23a
4h 56m
1 stop
PNS
2:05a
ORD
7:19a
5h 14m
1 stop
Depart: Wed Oct 14 2015 Return: Sun Oct 18 2015 Trip spans 5 days
US Airways
US Airways
ORD
1:27a
PNS
6:23a
4h 56m
1 stop
PNS
2:05a
ORD
7:19a
5h 14m
1 stop
Depart: Wed May 27 2015 Return: Wed Jun 3 2015 Trip spans 8 days
American Airlines
American Airlines
ORD
1:35a
PNS
6:26a
4h 51m
1 stop
PNS
2:43p
ORD
8:06p
5h 23m
1 stop
Depart: Tue Jun 2 2015 Return: Tue Jun 9 2015 Trip spans 8 days
American Airlines
American Airlines
ORD
1:35a
PNS
6:26a
4h 51m
1 stop
PNS
1:55p
ORD
7:43p
5h 48m
1 stop
Depart: Wed Sep 16 2015 Return: Sun Sep 20 2015 Trip spans 5 days
American Airlines
American Airlines
ORD
1:00a
PNS
7:58a
6h 58m
1 stop
PNS
2:05a
ORD
7:19a
5h 14m
1 stop
Depart: Thu Sep 17 2015 Return: Sun Sep 20 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
1:00a
PNS
7:58a
6h 58m
1 stop
PNS
2:05a
ORD
7:19a
5h 14m
1 stop
Depart: Wed Sep 23 2015 Return: Wed Sep 30 2015 Trip spans 8 days
American Airlines
American Airlines
ORD
1:00a
PNS
7:58a
6h 58m
1 stop
PNS
2:05a
ORD
8:54a
6h 49m
1 stop
Depart: Thu Sep 24 2015 Return: Sat Sep 26 2015 Trip spans 3 days
American Airlines
American Airlines
ORD
1:00a
PNS
7:58a
6h 58m
1 stop
PNS
2:05a
ORD
8:54a
6h 49m
1 stop
Depart: Fri Sep 25 2015 Return: Sun Sep 27 2015 Trip spans 3 days
American Airlines
American Airlines
ORD
1:00a
PNS
7:58a
6h 58m
1 stop
PNS
2:05a
ORD
7:19a
5h 14m
1 stop
Depart: Sat Oct 10 2015 Return: Tue Oct 13 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
1:00a
PNS
7:58a
6h 58m
1 stop
PNS
2:05a
ORD
8:54a
6h 49m
1 stop
Depart: Sat May 23 2015 Return: Wed May 27 2015 Trip spans 5 days
Delta
Delta
MDW
11:30a
PNS
4:13p
4h 43m
1 stop
PNS
3:15a
MDW
9:51a
6h 36m
1 stop
Depart: Thu Jun 25 2015 Return: Tue Jun 30 2015 Trip spans 6 days
Delta
Delta
ORD
9:49a
PNS
4:25p
6h 36m
1 stop
PNS
2:00a
ORD
5:55a
3h 55m
1 stop
Depart: Sun May 24 2015 Return: Wed May 27 2015 Trip spans 4 days
Delta
Delta
MDW
2:00a
PNS
6:47a
4h 47m
1 stop
PNS
3:15a
MDW
9:51a
6h 36m
1 stop
Depart: Tue May 26 2015 Return: Thu May 28 2015 Trip spans 3 days
Delta
Delta
MDW
2:00p
PNS
6:25p
4h 25m
1 stop
PNS
10:57a
MDW
6:10p
7h 13m
1 stop
Depart: Thu May 28 2015 Return: Sat May 30 2015 Trip spans 3 days
Delta
Delta
MDW
3:00a
PNS
10:07a
7h 07m
1 stop
PNS
12:10p
MDW
6:08p
5h 58m
1 stop
Depart: Fri May 29 2015 Return: Sun May 31 2015 Trip spans 3 days
Delta
Delta
MDW
2:00p
PNS
6:25p
4h 25m
1 stop
PNS
2:00a
MDW
7:47a
5h 47m
1 stop
Depart: Tue Jun 23 2015 Return: Tue Jun 30 2015 Trip spans 8 days
United
United
ORD
5:47a
PNS
8:09a
2h 22m
nonstop
PNS
8:39a
ORD
11:10a
2h 31m
nonstop
Select an airline:  United
Direct flights CHI to PNS on United
Flight # Depart ORD Arrive PNS Sun Mon Tue Wed Thu Fri Sat Valid Between
3940 9:47 am 12:09 pm Jun 4 - Jul 1
3940 10:12 am 12:27 pm May 6 - May 22
3940 10:12 am 12:27 pm May 23 - May 23
3940 10:12 am 12:27 pm May 25 - Jun 3
3940 10:12 am 12:27 pm May 9 - May 16
3940 10:12 am 12:27 pm May 30 - May 30
Airports
Origin

Chicago
only $269
only $272
Destination

Pensacola
$269