- Cheapest roundtrip flight
- from€392
- Fastest flight
- non-stop flights
- 21x / week
- Flight distance
- 1,271 km
- Time difference
- none
- Airports in Chicago
- O'Hare International Airport, IL
- Midway International Airport, IL
- Rockford, IL
- Most popular airlines
- United Airlines
- American Airlines
- United Airlines
Flight schedule from Chicago (CHI) to Pensacola (PNS)
Select a travel date in the flight schedule for the route from Chicago (CHI) to Pensacola (PNS) and compare affordable flight deals.
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Matching outbound flightsCHI–PNS · 3 of 3
fromto
dep.arr.
durationstopovers
- October 4 – 10, 2026
- October 11 – 17, 2026
- October 18 – 24, 2026
- ORDPNSnonstop
- ORDPNSnonstop
- ORDPNSnonstop
Important flight information
Frequently Asked Questions (FAQ)
How long is the flight from Chicago to Pensacola?
A nonstop flight from Chicago to Pensacola typically takes around 2 hours 19 minutes. This makes the nonstop service the fastest and most convenient way to travel between Chicago and Pensacola. It is worth checking flight times when searching, as they can vary by airline and travel date.
Are there nonstop flights from Chicago to Pensacola?
Yes, there are nonstop flights from Chicago to Pensacola, averaging around 3 to 4 flights per day, operated by, among others, United Airlines and American Airlines. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Which airlines fly from Chicago to Pensacola?
Direct flights from Chicago to Pensacola are operated by, among others, United Airlines and American Airlines. These flights take you to Pensacola nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
On which days are there nonstop flights from Chicago to Pensacola?
Nonstop flights from Chicago to Pensacola operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
How many flights are there per day from Chicago to Pensacola?
On the route from Chicago to Pensacola, there are on average around 3 to 4 flights per day. The number of flights can vary by day of the week and season. If you are flexible with your dates, it is worth comparing several departure days.
How many flights per week are there from Chicago to Pensacola?
From Chicago to Pensacola, there are around 22 to 23 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
When does the first flight from Chicago to Pensacola depart?
The earliest nonstop flight from Chicago to Pensacola usually departs at 9:59 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Pensacola.
When does the last flight from Chicago to Pensacola depart?
The last nonstop flight from Chicago to Pensacola usually departs at 10:40 AM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.