Direct (nonstop) flights from Chicago to Key West
2 airlines fly nonstop from Chicago O Hare International (ORD) to Key West International (EYW). It's 1,251 miles (2,014 km), about 3h 24m in the air. Operated by American Airlines, United Airlines.
American Airlines
United Airlines
Route data last updated: May 31, 2026
Airlines with non-stop flights
AA
American Airlines
UA
United Airlines
Alternative Routes
Other ways to fly from Chicago to Key West with one stop · direct emits 211 kg CO₂ per passenger
Looking for the return flight?
EYW → ORD: Flights from Key West to ChicagoOther direct flights from Chicago
Direct flights from Key West (EYW)
Frequently Asked Questions
How long is the direct flight from Chicago to Key West?
A nonstop flight from Chicago (ORD) to Key West (EYW) takes approximately 3 hours and 24 minutes. The distance is 1,251 miles (2,014 km).
Which airlines fly nonstop from Chicago to Key West?
2 airlines: American Airlines, United Airlines.
Is there a nonstop flight from Chicago to Key West?
Yes. 2 airlines: American Airlines, United Airlines.
How far is Chicago from Key West?
The flight distance from Chicago to Key West is 1,251 miles (2,014 km), measured as the great-circle (shortest air) distance. That's roughly the same distance as New York to Miami.
What type of aircraft flies from Chicago to Key West?
At 3h 24m, this route typically uses narrow-body or mid-range jets — Boeing 737 MAX or Airbus A320neo. Varies by airline.
What is the carbon footprint of a flight from Chicago to Key West?
Roughly 211 kg CO2 per passenger one-way. That's about the same as driving 1,055 km.
Is the return flight from Key West to Chicago also nonstop?
Yes — nonstop flights run both ways. Flight time may differ slightly due to wind patterns.
When is the cheapest time to fly from Chicago to Key West?
Midweek flights (Tue/Wed) outside holiday peaks are usually cheapest. 3-6 weeks ahead is a good window for this route. Use "Check Prices" above to compare.
How early should I arrive at Chicago O Hare International for this flight?
1.5-2 hours for domestic. Add more time during holidays or busy travel weekends.