Take off on cheap flights from Pensacola to Chicago, your adventure starts now!

Find cheap airline tickets from Pensacola to Chicago by date

  • any
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • any
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • price
  • month of departure
  • month of return
$126
outward: Aug 22, 2018
9:40p PNS » 12:19a ORD
Frontier Airlines direct (2h39m)
inbound: Aug 29, 2018
6:30p ORD » 8:52p PNS
Frontier Airlines direct (2h22m)
$126
outward: Aug 22, 2018
9:40p PNS » 12:19a ORD
Frontier Airlines direct (2h39m)
inbound: Aug 29, 2018
6:30p ORD » 8:52p PNS
Frontier Airlines direct (2h22m)
$126
outward: Sep 12, 2018
9:20p PNS » 12:11a ORD
Frontier Airlines direct (2h51m)
inbound: Sep 19, 2018
6:24p ORD » 8:35p PNS
Frontier Airlines direct (2h11m)
$127
outward: Sep 12, 2018
9:20p PNS » 12:11a ORD
Frontier Airlines direct (2h51m)
inbound: Sep 19, 2018
6:24p ORD » 8:35p PNS
Frontier Airlines direct (2h11m)
$157
outward: Aug 15, 2018
9:40p PNS » 12:19a ORD
Frontier Airlines direct (2h39m)
inbound: Aug 18, 2018
6:30p ORD » 8:52p PNS
Frontier Airlines direct (2h22m)
$157
outward: Aug 15, 2018
9:40p PNS » 12:19a ORD
Frontier Airlines direct (2h39m)
inbound: Aug 18, 2018
6:30p ORD » 8:52p PNS
Frontier Airlines direct (2h22m)
$157
outward: Oct 31, 2018
8:46p PNS » 11:23p ORD
Frontier Airlines direct (2h37m)
inbound: Nov 3, 2018
5:39p ORD » 8:01p PNS
Frontier Airlines direct (2h22m)
$226
outward: Aug 15, 2018
9:40p PNS » 12:19a ORD
Frontier Airlines direct (2h39m)
inbound: Aug 18, 2018
6:30p ORD » 8:52p PNS
Frontier Airlines direct (2h22m)
$236
outward: Aug 1, 2018
9:15p PNS » 11:54p ORD
Frontier Airlines direct (2h39m)
inbound: Aug 4, 2018
6:05p ORD » 8:27p PNS
Frontier Airlines direct (2h22m)
$244
outward: Jul 25, 2018
9:15p PNS » 11:54p ORD
Frontier Airlines direct (2h39m)
inbound: Jul 31, 2018
1:25a ORD » 5:46a PNS
Delta Air Lines 1 stop (4h21m)
$264
outward: Aug 15, 2018
2:16a PNS » 6:52a ORD
Delta Air Lines 1 stop (4h36m)
inbound: Aug 18, 2018
6:30p ORD » 8:52p PNS
Frontier Airlines direct (2h22m)
$264
outward: Aug 15, 2018
2:16a PNS » 6:52a ORD
Delta Air Lines 1 stop (4h36m)
inbound: Aug 18, 2018
6:30p ORD » 8:52p PNS
Frontier Airlines direct (2h22m)
$267
outward: Aug 4, 2018
9:15p PNS » 11:54p ORD
Frontier Airlines direct (2h39m)
inbound: Aug 11, 2018
6:05p ORD » 8:27p PNS
Frontier Airlines direct (2h22m)
$292
outward: Sep 14, 2018
1:52a PNS » 6:54a ORD
American Airlines 1 stop (5h02m)
inbound: Sep 17, 2018
10:05p ORD » 5:30a PNS
American Airlines 1 stop (7h25m)
$292
outward: Sep 14, 2018
1:52a PNS » 6:54a ORD
American Airlines 1 stop (5h02m)
inbound: Sep 17, 2018
10:05p ORD » 5:30a PNS
American Airlines 1 stop (7h25m)
$308
outward: Aug 5, 2018
11:30p PNS » 1:40a MDW
Southwest Airlines direct (2h10m)
inbound: Aug 10, 2018
11:15p MDW » 3:45a PNS
Southwest Airlines 2 stops (4h30m)
$321
outward: Sep 13, 2018
6:10p PNS » 10:25p MDW
Delta Air Lines 1 stop (4h15m)
inbound: Sep 17, 2018
7:53p MDW » 11:50p PNS
Delta Air Lines 1 stop (3h57m)
$332
outward: Sep 13, 2018
2:35p PNS » 6:30p ORD
Unknown Airline 1 stop (3h55m)
inbound: Sep 17, 2018
7:53p MDW » 11:50p PNS
Unknown Airline 1 stop (3h57m)
$333
outward: Sep 13, 2018
7:10p PNS » 6:07a ORD
Frontier Airlines 1 stop (10h57m)
inbound: Sep 18, 2018
12:35a ORD » 6:20p PNS
Frontier Airlines 1 stop (17h45m)
$333
outward: Sep 13, 2018
2:35p PNS » 6:30p ORD
Unknown Airline 1 stop (3h55m)
inbound: Sep 17, 2018
10:59p MDW » 3:05a PNS
Unknown Airline 1 stop (4h06m)
$334
outward: Sep 13, 2018
2:35p PNS » 6:30p ORD
Unknown Airline 1 stop (3h55m)
inbound: Sep 17, 2018
7:53p MDW » 11:50p PNS
Unknown Airline 1 stop (3h57m)
$336
outward: Sep 13, 2018
7:10p PNS » 6:07a ORD
Frontier Airlines 1 stop (10h57m)
inbound: Sep 18, 2018
12:35a ORD » 6:20p PNS
Frontier Airlines 1 stop (17h45m)
$336
outward: Sep 13, 2018
2:35p PNS » 6:30p ORD
Unknown Airline 1 stop (3h55m)
inbound: Sep 17, 2018
7:53p MDW » 11:50p PNS
Unknown Airline 1 stop (3h57m)
$365
outward: Sep 13, 2018
1:03p PNS » 5:45p ORD
American Airlines 1 stop (4h42m)
inbound: Sep 17, 2018
8:45p ORD » 1:20a PNS
American Airlines 1 stop (4h35m)
$365
outward: Nov 2, 2018
12:52a PNS » 5:56a ORD
American Airlines 1 stop (5h04m)
inbound: Nov 4, 2018
2:24p ORD » 7:04p PNS
American Airlines 1 stop (4h40m)
$366
outward: Aug 16, 2018
8:16p PNS » 12:22a MDW
Unknown Airline 1 stop (4h06m)
inbound: Aug 19, 2018
1:00p MDW » 5:22p PNS
Unknown Airline 1 stop (4h22m)
$375
outward: Aug 2, 2018
4:09p PNS » 11:10p ORD
American Airlines 1 stop (7h01m)
inbound: Aug 4, 2018
12:16a ORD » 6:04a PNS
American Airlines 1 stop (5h48m)
$524
outward: Aug 1, 2018
12:40p PNS » 2:39p ORD
American Airlines 1 stop (25h59m)
inbound: Aug 4, 2018
12:16a ORD » 6:04a PNS
American Airlines 1 stop (5h48m)
Return
Departure
Choose when you'd like to depart to Chicago (USA):
Find the cheapest Pensacola Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Pensacola - Chicago with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - Chicago New York - Chicago London - Chicago Miami - Chicago San Francisco - Chicago See more routes

Airlines operating flights from Pensacola to Chicago

  • any
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • all
  • Frontier Airlines
  • Southwest Airlines
  • United Airlines
Southwest Airlines
outbound: Aug 16, 2018
Southwest Airlines 2 stops
return: Aug 19, 2018
Southwest Airlines 1 stop
Frontier Airlines
outbound: Aug 15, 2018
Frontier Airlines direct
return: Aug 18, 2018
Frontier Airlines direct
United Airlines
outbound: Sep 13, 2018
United Airlines direct
return: Sep 17, 2018
United Airlines direct

Travel tips for flights Pensacola - Chicago

Average flight duration: 2h31m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jul 18, 2018 9:18 PM, GMT-5
  • Weather:
  • min. 67ºF, max. 76ºF
  • Departure city:
  • Pensacola, USA
  • Airport(s):
  • Pensacola International Airport (PNS)
  • Naval Air Station Pensacola, Forrest Sherman Field (NPA)
  • Local time:
  • Jul 18, 2018 9:18 PM, GMT-5
  • Weather:
  • min. 77ºF, max. 85ºF