Nonstop flights from Chicago to Pensacola
2 airlines fly this route, with up to 2 flights a day.
ORDChicago O'Hare International
795 mi · 14 flights a week
PNSPensacola International
When they leave
Chicago time10:40a12:00pFirst departure 10:40 AM, last 12:00 PM
One morning flight at 10:40 AM, then one afternoon flight at 12:00 PM. Every flight runs daily.
Every flight
Earliest first
Schedules last checked Sep 19, 2026. Times are local.
Flying from Chicago to Pensacola
American Airlines flies daily on the Embraer 175. United Airlines flies daily on the Boeing 737.
There are 2 flights every day of the week. The first arrival in Pensacola is at 1:09 PM and the last at 2:24 PM. The flight covers 795 miles.
American Airlines is back on Nov 1.
Flying back, Pensacola to Chicago has 12 nonstop flights a week.
Return flights
More from Chicago
Find the cheapest day to fly from Chicago to Pensacola.
Schedules as of Oct 9, 2026.