Cheap flights from Pensacola to Chicago
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Travel tip: Don't miss to visit The Renaissance Society in Hyde Park.Check our current prices for flights from Pensacola to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Pensacola to Chicago, you will need to run a search below.
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Cheap Chicago airfares from $188/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/12/2025, 05:23 pm from Pensacola Regional (PNS) airport and arrives at Chicago Midway (MDW) at 12:17 am. The flight time is 6 hours and 54 minutes. The Returning flight departes on 02/20/2025, 06:40 am (other return dates are also available). Date posted: 31 Dec 2024
Price evolution for flights From Pensacola To Chicago
Recent Deals on Flights from Pensacola to Chicago:Roundtrip / Oneway
- $188
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (MDW) 02/12/2025 05:23 pm Chicago, IL (MDW) Pensacola, FL (PNS) 02/20/2025 06:40 am - $188
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (MDW) 02/12/2025 05:23 pm Chicago, IL (MDW) Pensacola, FL (PNS) 02/20/2025 02:29 pm - $193 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (ORD) 02/12/2025 05:23 pm Chicago, IL (ORD) Pensacola, FL (PNS) 02/20/2025 02:29 pm - $240
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (ORD) 03/12/2025 05:23 pm Chicago, IL (ORD) Pensacola, FL (PNS) 03/23/2025 08:53 pm - $316 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (ORD) 03/12/2025 07:27 pm Chicago, IL (ORD) Pensacola, FL (PNS) 03/23/2025 08:53 pm - $65 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (ORD) 01/30/2025 07:17 pm - $92 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (ORD) 01/30/2025 10:20 am - $130 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (MDW) 02/12/2025 05:23 pm - $139 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (ORD) 02/19/2025 05:52 pm - $200 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Pensacola, FL (PNS) Chicago, IL (MDW) 02/19/2025 05:23 pm
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Know what to do when flying to Chicago?
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