Good to know - Cheap tickets Chicago — Pensacola
| Cheapest flight found | $91 |
|---|---|
| Minimal flight time | 2h 10m |
| Flight distance | 1274 km |
| Most popular airline | United Express |
Airfare Chicago – Pensacola by month
Here you can find out in what months how much a ticket Chicago – Pensacola costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| December 2025 | ||
| October 2025 | ||
| September 2025 | ||
| August 2025 | ||
| May 2025 | ||
| December 2024 |
Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Chicago — Pensacola
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 08:00 | 10:20 | sun | WN2457 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Pensacola International Airport | Select dates |
| 09:00 | 11:15 | mon, thu, fri, sat | WN2457 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Pensacola International Airport | Select dates |
| 10:16 | 12:39 | daily | AA3795 | American Airlines | 2h 23m | O'Hare International Airport — Pensacola International Airport | Select dates |
| 10:40 | 13:07 | daily | UA2672 | United Express | 2h 27m | O'Hare International Airport — Pensacola International Airport | Select dates |
| 10:50 | 13:16 | daily | UA2672 | United Express | 2h 26m | O'Hare International Airport — Pensacola International Airport | Select dates |
| 11:50 | 14:13 | daily | AA3706 | American Airlines | 2h 23m | O'Hare International Airport — Pensacola International Airport | Select dates |
| 12:15 | 14:25 | tue, wed | WN2115 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Pensacola International Airport | Select dates |
| 12:50 | 15:27 | mon, thu, fri, sat, sun | UA3712 | United Express | 2h 37m | O'Hare International Airport — Pensacola International Airport | Select dates |
| 16:55 | 19:10 | sat | WN152 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Pensacola International Airport | Select dates |
| 18:02 | 20:28 | wed, thu, sat, sun | UA2171 | United Express | 2h 26m | O'Hare International Airport — Pensacola International Airport | Select dates |
Popular airlines flying Chicago — Pensacola
Flight Chicago – Pensacola is served by 8 airlines. 3 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Sales of tickets from Chicago to Pensacola in the last 48 hours
Flights Chicago — Pensacola
The selection of cheap flights Chicago — Pensacola
Here you can find and purchase the cheapest flights Chicago — Pensacola from $91 and Chicago — Pensacola — Chicago from $142.
The price of the flight Chicago — Pensacola (United States) — Chicago from $142 (round-trip).
The average price of the flight Chicago — Pensacola (United States) — Chicago $283 (round-trip).
- Departure city: Chicago
- IATA code of the city of origin: CHI
- Departure airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Departure country: United States
- Destination city: Pensacola
- IATA code of the destination city: PNS
- Destination airports: Ellyson NAS, Pensacola NAS, Saufley NAS, Pensacola International Airport
- Destination country: United States
Low cost flights Chicago — Pensacola (CHI — PNS)
The distance between Chicago and Pensacola 792 miles (or 1274 kilometres).
The time difference between Chicago and Pensacola is 0 h.
Minimal flight time from Chicago to Pensacola 2h 10m.
LowCostClub always do a comparison of airfares Chicago — Pensacola with several airlines (include Southwest Airlines, American Airlines, United Express). They will always give you all available options so you can find the cheapest flight to Pensacola. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Chicago — Pensacola. Last week, for instance, the cheapest round-trip prices stood at $142 while the cheapest one-way price that was available within the last week cost $91
Routes from nearby cities to Pensacola
A flight from a neighbouring city can help you save money on plane tickets.
The most frequent flight to Pensacola is from South Bend. The cheapest airfare can be purchased with a flight from Kalamazoo from $98. The nearest airports from Chicago with a flight to Pensacola are in Bloomington.
Popular International routes from Chicago
Popular routes from Pensacola
If you are going to fly from Pensacola, then study the popular flights. The most popular flights from Pensacola:
Popular domestic routes from Chicago
FAQ about Chicago — Pensacola
Are there any direct flights Chicago — Pensacola?
Yes, they do: WN2457, AA3795, UA2672, AA3706, WN2115, UA3712, WN152, UA2171
Can we fly from Chicago to Pensacola?
Yes, you can fly from Chicago to Pensacola. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. Southwest Airlines, American Airlines, United Express depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Breeze Airways, Delta Air Lines, Frontier (Crystal the Florida Manatee Livery), Jet Linx Aviation, NetJets, PSA Airlines, Spirit Airlines, UPS.
How long does it take to fly from Chicago to Pensacola?
A direct flight lasts an average of 2h 10m, during which time the aircraft covers a distance of 1274 km.
How much do flights Chicago — Pensacola cost?
The price of flights Chicago — Pensacola starts from $91.
What days does the plane fly Chicago — Pensacola?
Planes fly Chicago — Pensacola 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Chicago and Pensacola?
In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Pensacola — Ellyson NAS, Pensacola NAS, Saufley NAS, Pensacola International Airport.
What flights are currently flying from Chicago to Pensacola?
The following flights fly between Chicago and Pensacola: WN2457, WN2457, AA3795, UA2672, UA2672, AA3706, WN2115, UA3712, WN152, UA2171, UA2171
What month is the cheapest to fly from Chicago to Pensacola?
High season is considered to be December and the cheapest month is May. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Pensacola flight deals.
Which airlines direct fly from Chicago to Pensacola?
The following airlines have direct flights Chicago — Pensacola: Southwest Airlines, American Airlines, United Express.
Which airlines fly from Chicago to Pensacola?
All the following airlines flights Chicago — Pensacola: American Airlines, Breeze Airways, Delta Air Lines, Frontier (Crystal the Florida Manatee Livery), Jet Linx Aviation, NetJets, PSA Airlines, Southwest Airlines, Spirit Airlines, United Express, UPS.