Find cheap flights from Chicago to Pensacola starting at $41.
Book one-way or return flights from Chicago to Pensacola from as little as $41. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- ORD10:586h 33m1 stopPNS17:31Tue, May 21|Chicago - Pensacola|Spirit Airlines$41$9957% OFF57% OFF$99$41
- ORD18:2723h1 stopPNS17:27Thu, May 2|Chicago - Pensacola|Frontier Airlines$57$9943% OFF43% OFF$99$57
- ORD10:586h 33m1 stopPNS17:31Tue, May 14|Chicago - Pensacola|Spirit Airlines$62$9937% OFF37% OFF$99$62
- ORD06:096h 9m1 stopPNS12:18Tue, May 7|Chicago - Pensacola|Spirit Airlines$63$63
- ORD06:107h 5m1 stopPNS13:15Mon, May 20|Chicago - Pensacola|Spirit Airlines$75$75
- ORD05:395h 39m1 stopPNS11:18Tue, Jun 11|Chicago - Pensacola|Spirit Airlines$79$79
- MDW06:0010h 55m1 stopPNS16:55Tue, May 21|Chicago - Pensacola|Frontier Airlines$81$81
- MDW05:5115h 22m1 stopPNS21:13Tue, Jun 25|Chicago - Pensacola|Frontier Airlines$83$83
- ORD21:2511h 36m1 stopPNS09:01Mon, May 6|Chicago - Pensacola|Spirit Airlines$83$83
- ORD21:2511h 41m1 stopPNS09:06Fri, May 3|Chicago - Pensacola|Spirit Airlines$83$83
- CHI13:003h 5mDirectPNS14:00Wed, May 8|Chicago - Pensacola|Spirit AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Find more flights and airlines
Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Pensacola.
- CheapestORD10:586h 33m1 transferPNS17:31O'Hare International Airport - Pensacola International AirportTue, May 21Spirit Airlines$41
- MDW05:5115h 22m1 transferPNS21:13Midway International Airport - Pensacola International AirportTue, Jun 25Frontier Airlines$83
- MDW05:5115h 22m1 transferPNS21:13Midway International Airport - Pensacola International AirportTue, Jun 25Frontier Airlines$83Find More Flights
Frequently Asked Questions
How to find a cheap flight from Chicago to Pensacola
Cheapest nonstop flight price | $41 |
---|---|
Cheapest round-trip ticket price | $253 |
Off-season for travel | January |
Peak season for travel | July |
Flight distance | 1,269.14km |
Average flight time | 2 hours 51 minutes |
Popular airline | Delta Air Lines |
Plan Your Trip Around Pensacola
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