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

Find cheap airline tickets from Pensacola to Chicago by date

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • price
  • month of departure
  • month of return
$185
outward: Oct 3, 2018
9:37p PNS » 12:22a ORD
Frontier Airlines direct (2h45m)
inbound: Oct 6, 2018
6:39p ORD » 8:52p PNS
Frontier Airlines direct (2h13m)
$261
outward: Oct 10, 2018
9:37p PNS » 12:22a ORD
Frontier Airlines direct (2h45m)
inbound: Oct 13, 2018
6:39p ORD » 8:52p PNS
Frontier Airlines direct (2h13m)
$321
outward: Dec 26, 2018
9:09p PNS » 11:44p ORD
Frontier Airlines direct (2h35m)
inbound: Jan 2, 2019
5:56p ORD » 8:17p PNS
Frontier Airlines direct (2h21m)
$349
outward: Oct 11, 2018
1:52a PNS » 6:56a ORD
American Airlines 1 stop (5h04m)
inbound: Oct 14, 2018
2:24p ORD » 7:14p PNS
American Airlines 1 stop (4h50m)
$350
outward: Dec 27, 2018
2:27p PNS » 4:56p ORD
United Airlines direct (2h29m)
inbound: Jan 1, 2019
6:35p ORD » 9:01p PNS
United Airlines direct (2h26m)
$402
outward: Nov 17, 2018
1:15a PNS » 5:24a MDW
Delta Air Lines 1 stop (4h09m)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$413
outward: Nov 16, 2018
6:25p PNS » 1:40a MDW
Delta Air Lines 1 stop (7h15m)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$427
outward: Nov 16, 2018
10:55p PNS » 3:54a MDW
Delta Air Lines 1 stop (4h59m)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$427
outward: Nov 17, 2018
1:30a PNS » 5:30a MDW
Delta Air Lines 1 stop (4h)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$428
outward: Nov 17, 2018
1:30a PNS » 5:30a MDW
Delta Air Lines 1 stop (4h)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$428
outward: Nov 17, 2018
1:30a PNS » 5:30a MDW
Delta Air Lines 1 stop (4h)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$431
outward: Nov 17, 2018
1:30a PNS » 5:30a MDW
Delta Air Lines 1 stop (4h)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$456
outward: Nov 17, 2018
1:15a PNS » 5:24a MDW
Delta Air Lines 1 stop (4h09m)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$458
outward: Nov 16, 2018
10:55p PNS » 3:49a MDW
Delta Air Lines 1 stop (4h54m)
inbound: Nov 25, 2018
1:00p ORD » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$459
outward: Nov 16, 2018
12:25p PNS » 6:32p ORD
Delta Air Lines 1 stop (6h07m)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$459
outward: Nov 16, 2018
2:35p PNS » 9:05p ORD
Delta Air Lines 1 stop (6h30m)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$459
outward: Nov 16, 2018
2:35p PNS » 9:05p ORD
Delta Air Lines 1 stop (6h30m)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$460
outward: Nov 16, 2018
2:35p PNS » 9:05p ORD
Delta Air Lines 1 stop (6h30m)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$460
outward: Nov 16, 2018
2:35p PNS » 9:05p ORD
Delta Air Lines 1 stop (6h30m)
inbound: Nov 25, 2018
1:00p MDW » 5:27p PNS
Delta Air Lines 1 stop (4h27m)
$472
outward: Oct 2, 2018
1:03p PNS » 5:45p ORD
American Airlines 1 stop (4h42m)
inbound: Oct 5, 2018
10:46p ORD » 3:40a PNS
American Airlines 1 stop (4h54m)
$472
outward: Oct 2, 2018
1:03p PNS » 5:45p ORD
American Airlines 1 stop (4h42m)
inbound: Oct 5, 2018
10:46p ORD » 3:40a PNS
American Airlines 1 stop (4h54m)
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
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • all
  • Delta Air Lines
  • Frontier Airlines
  • JetBlue
  • United Airlines
JetBlue
outbound: Dec 27, 2018
JetBlue 2 stops
return: Jan 1, 2019
JetBlue 2 stops
Frontier Airlines
outbound: Oct 3, 2018
Frontier Airlines direct
return: Oct 6, 2018
Frontier Airlines direct
Delta Air Lines
outbound: Oct 2, 2018
Delta Air Lines 1 stop
return: Oct 5, 2018
Delta Air Lines 1 stop
United Airlines
outbound: Dec 27, 2018
United Airlines direct
return: Jan 1, 2019
United Airlines direct

Travel tips for flights Pensacola - Chicago

Average flight duration: 2h29m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 21, 2018 4:17 PM, GMT-5
  • Weather:
  • min. 55ºF, max. 67ºF
  • Departure city:
  • Pensacola, USA
  • Airport(s):
  • Pensacola International Airport (PNS)
  • Naval Air Station Pensacola, Forrest Sherman Field (NPA)
  • Local time:
  • Sep 21, 2018 4:17 PM, GMT-5
  • Weather:
  • min. 73ºF, max. 85ºF