American Airlines
Oneworld
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Naples International Airport
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O'Hare International Airport
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Scan through all non-stop flights from Naples to Chicago. The full flight schedule below gives an overview of all non-stop flights from NAP 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.

Currently, there is only one airline operating non-stop flights from Naples NAP to Chicago ORD, which is American Airlines. 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 NAP ORD flight schedule.
Flights from NAP to ORD are operated 5 times a week, with an average of 1 flight per day. All flights depart at 15:00.
You can fly in Economy, Premium Economy and Business Class. First Class is not available on this route (at least not as a non-stop flight).
The fastest direct flight from Naples to Chicago takes 10 hours and 55 minutes. The flight distance between Naples and Chicago is 4,930 miles (or 7,934 km).
There are 2 airports in Chicago: O'Hare International Airport (ORD) and Midway International Airport (MDW).
There are 5 flights per week flying from Naples to Chicago (as of April 2026).
10 hours and 55 minutes is the average flight time from Naples to Chicago.
The distance from Naples to Chicago is 4,930 miles (7,934 kilometers).
American Airlines is the only airline flying nonstop from Naples to Chicago.
Oneworld is currently the only alliance flying nonstop from Naples to Chicago.
You can fly non-stop in Economy, Premium Economy and Business Class.
Aircraft types that fly from Naples to Chicago:
The earliest flight departs at 15:00 from Naples and arrives at 18:55 at Chicago.
The latest flight departs at 15:00 from Naples and arrives at 18:55 at Chicago.
4,930 miles (7,934 km) · 10h 55m
15:00
18:55
American Airlines
Oneworld
AA 181
American Airlines
Boeing 787-8
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W
J
F
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