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United States
Pensacola Regional Airport
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United States
O'Hare International Airport
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Scan through all non-stop flights from Pensacola to Chicago. The full flight schedule below gives an overview of all non-stop flights from PNS to ORD, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.

In total there are 2 airlines operating nonstop flights from Pensacola PNS to Chicago ORD. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their PNS ORD flight schedule.
Flights from PNS to ORD are operated 9 times a week, with an average of 1 flight per day. Departure times vary between 07:00 - 17:57. The earliest flight departs at 07:00, the last flight departs at 17:57. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
You can fly in Economy and Business Class. Premium Economy and First Class are not available on this route (at least not as a non-stop flight).
The fastest direct flight from Pensacola to Chicago takes 2 hours and 45 minutes. The flight distance between Pensacola and Chicago is 795 miles (or 1,279 km).
There are 2 airports in Chicago: O'Hare International Airport (ORD) and Midway International Airport (MDW).
There are 9 flights per week flying from Pensacola to Chicago (as of March 2026).
2 hours and 45 minutes is the average flight time from Pensacola to Chicago.
The distance from Pensacola to Chicago is 795 miles (1,279 kilometers).
American Airlines and United Airlines are flying nonstop from Pensacola to Chicago.
Oneworld and Star Alliance are flying nonstop from Pensacola to Chicago.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from Pensacola to Chicago:
The earliest flight departs at 07:00 from Pensacola and arrives at 09:42 at Chicago.
The latest flight departs at 17:57 from Pensacola and arrives at 20:50 at Chicago.
795 miles (1,279 km) · 2h 45m
07:00
09:42
United Airlines
Star Alliance
UA 2241
United Airlines
Boeing 737-800
Y
W
J
F
13:15
16:00
American Airlines
Oneworld
AA 3795
American Airlines
Embraer 175
Y
W
J
F
14:15
16:57
United Airlines
Star Alliance
UA 2005
United Airlines
Boeing 737-700
Y
W
J
F
14:48
17:33
American Airlines
Oneworld
AA 3706
American Airlines
Embraer 175
Y
W
J
F
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