Cheap Flights from Chicago, IL to Pensacola, FL from $110
On Cheapflightsplus.com you will find 3 direct and 103 connecting flights from Chicago to Pensacola. You can compare airfare deals from 2 airlines and multiple travel sites from $110, book and save on cheap plane tickets and last minute offers. Also check out CHI-PNS flight schedule to find best flight time, convenient departure and arrival airports.
Flight Information
Below we will explain in detail what the flights cost on the destination from Chicago to Pensacola depends on and how to choose the most interesting flight option for you.
Distance between Chicago and Pensacola is 1269 miles. Time difference between the cities is 0h. Airplanes depart 05:15 to 22:10 from 7 Chicago airports and arrive 05:15 to 22:10 to 4 Pensacola airports. Average flight time is 2h 24m.
- The fastest flight 2h 15m
- Average flight time 2h 24m
- The earliest flight 05:15
- The latest flight 22:10
- Distance 789 ml
Best Flights from Chicago to Pensacola Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $212 | 11:42 Chicago O'Hare International | 14:06 Pensacola Pensacola Regional | 2h 24m | United Airlines | UA3916 |
from $264 | 11:29 Chicago O'Hare International | 13:55 Pensacola Pensacola Regional | 2h 26m | United Airlines | UA3809 |
from $110 | 13:53 Chicago O'Hare International | 18:27 Pensacola Pensacola Regional | 4h 34m layover 0h 46m - Charlotte | American Airlines | AA864 AA5463 |
from $127 | 06:08 Chicago O'Hare International | 11:15 Pensacola Pensacola Regional | 5h 7m layover 0h 53m - Houston | United Airlines | UA2043 UA6136 |
What is the lowest airfare Chicago to Pensacola?
The cheapest plane ticket found by our users is $110. This airfare is for economy class on one-way AA593 flight by American Airlines for December 7, 2018 which leaves O'Hare International in Chicago at 08:50 am and arrives at Pensacola Pensacola Regional at 15:43.
Flight Schedule Chicago (Illinois) to Pensacola (Florida)
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Popular Airlines on the Route
The flight Chicago — Pensacola is served by 2 regular airlines . Most of the flights on this route are operated by American Airlines - 76 departures per week at the price of from $ 110 . And the most expensive tickets are offered by American Airlines airline - from $ 427.
Direct flights
There are 3 nonstop flights on the route. The fastest direct flight is UA5803 by United Airlines takes 2h 15m and the cheapest is AA593 by American Airlines for $212.
- UA - United Airlinesfrom $212Find
Connecting Flights
There are 103 flights with layovers on the route. The fastest connecting flight is AA2764 by American Airlines takes 4h 31m and the cheapest is AA593 by American Airlines for $110.
- AA - American Airlinesfrom $110Find
- UA - United Airlinesfrom $127Find
Airports
You can fly from Chicago to Pensacola from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).
Chicago airports
- O'Hare International-ORDfrom $110Find
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Pensacola airports
- Ellyson NAS-NDPFind
- Pensacola Regional-PNSFind
- Pensacola NAS-NPAFind
- Saufley NAS-NUNFind
Airplanes
There are flights to Pensacola from Chicago by 2 airlines that use 8 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737from $110Find
- Airbus A321from $110Find
- Boeing 787from $112Find
- Boeing 757from $131Find
- Canadair JETfrom $212Find
- Airbus A320from $238Find
- Airbus A319from $267Find
- Boeing 767from $267Find
Top Domestic Destinations from Chicago
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Top International Destinations from Chicago
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?

- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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