Direct (nonstop) flights from Key West to Chicago
2 airlines fly nonstop from Key West International (EYW) to Chicago O Hare International (ORD). It's 1,251 miles (2,014 km), about 3h 38m in the air. Operated by American Airlines, United Airlines.
American Airlines
United Airlines
Route data last updated: May 29, 2026
Airlines with non-stop flights
AA
American Airlines
UA
United Airlines
Alternative Routes
Other ways to fly from Key West to Chicago with one stop · direct emits 211 kg CO₂ per passenger
Looking for the return flight?
ORD → EYW: Flights from Chicago to Key WestOther direct flights from Key West
Direct flights from Chicago (ORD)
Frequently Asked Questions
How long is the direct flight from Key West to Chicago?
A nonstop flight from Key West (EYW) to Chicago (ORD) takes approximately 3 hours and 38 minutes. The distance is 1,251 miles (2,014 km).
Which airlines fly nonstop from Key West to Chicago?
2 airlines: American Airlines, United Airlines.
Is there a nonstop flight from Key West to Chicago?
Yes. 2 airlines: American Airlines, United Airlines.
How far is Key West from Chicago?
The flight distance from Key West to Chicago 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 Key West to Chicago?
At 3h 38m, 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 Key West to Chicago?
Roughly 211 kg CO2 per passenger one-way. That's about the same as driving 1,055 km.
Is the return flight from Chicago to Key West 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 Key West to Chicago?
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 Key West International for this flight?
1.5-2 hours for domestic. Add more time during holidays or busy travel weekends.