United Airlines
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United States
Key West International Airport
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Scan through all non-stop flights from Chicago to Key West. The full flight schedule below gives an overview of all non-stop flights from ORD to EYW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Key West is a tropical destination known for its warm climate, with temperatures between 25°C and 30°C (77°F to 86°F) throughout the year. The area is characterized by high humidity and frequent rainfall.
Being located north of the equator, Key West experiences its dry season from November to April, making this the perfect time to visit. In this period, you can expect mostly dry conditions, while the wet season will see days of rain. Humidity and temperatures are consistently high all year long.
In total there are 2 airlines operating nonstop flights from Chicago ORD to Key West EYW. 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 ORD EYW flight schedule.
Flights from ORD to EYW are operated 19 times a week, with an average of 3 flights per day. Departure times vary between 07:00 - 18:00. The earliest flight departs at 07:00, the last flight departs at 18:00. 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 Chicago to Key West takes 3 hours and 20 minutes. The flight distance between Chicago and Key West is 1,253 miles (or 2,017 km).
There is 1 airport in Key West: Key West International Airport (EYW).
There are 19 flights per week flying from Chicago to Key West (as of April 2026).
3 hours and 20 minutes is the average flight time from Chicago to Key West.
The distance from Chicago to Key West is 1,253 miles (2,017 kilometers).
American Airlines and United Airlines are flying nonstop from Chicago to Key West.
Oneworld and Star Alliance are flying nonstop from Chicago to Key West.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from Chicago to Key West:
The earliest flight departs at 07:00 from Chicago and arrives at 11:24 at Key West.
The latest flight departs at 18:00 from Chicago and arrives at 22:11 at Key West.
1,253 miles (2,017 km) · 3h 20m
07:00
11:24
United Airlines
Star Alliance
UA 3592
United Airlines
Embraer 175
Y
W
J
F
08:10
12:38
American Airlines
Oneworld
AA 3582
American Airlines
Embraer 170
Y
W
J
F
10:35
14:51
United Airlines
Star Alliance
UA 2070
United Airlines
Boeing 737-700
Y
W
J
F
10:43
15:07
United Airlines
Star Alliance
UA 3608
United Airlines
Embraer 175
Y
W
J
F
13:50
18:16
American Airlines
Oneworld
AA 3960
American Airlines
Embraer 170
Y
W
J
F
13:53
18:19
American Airlines
Oneworld
AA 3960
American Airlines
Embraer 170
Y
W
J
F
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