Chicago to Key West (ORD–EYW) — Airlines, Schedules & Connections
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No nonstop flights on this route. connecting options below.
ORD–EYW is served by 2 airlines with nonstop service. American Airlines and United Airlines lead the route. The flight covers 1,254 miles in approximately 3h 16m. Beyond nonstop, 53 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| AA American Airlines | 22 | E70, E75 | 3h26-3h34 | Oneworld | – | |
| UA United Airlines Also: NZ | 18 | 737, E7W | 3h16-3h24 | Star Alliance | NZ |
Weekly Schedule Pattern
Connection Landscape
Other ways to reach Key West from Chicago
| Metric | ORD→EYW | MDW→EYW | MKE→EYW |
|---|---|---|---|
| Distance from ORD | – | 15 mi | 67 mi |
| Nonstop airlines | 2 | 1 | 2 |
| Weekly flights | 47 | 1 | – |
| Flight time | 3h 16m | 2h 28m | 3h 27m |
| Departure OTP | 38% | – | – |
Travel Essentials
ORD: CDT · EYW: EDT
When it's 6:00 PM in Chicago, it's 7:00 PM in Key West.
CTA Blue Line runs 24/7 from downtown Loop stations to O'Hare (45 min, $5). Pace buses serve suburbs. Ride-shares cost $35–55 from downtown depending on traffic; add 30+ minutes during rush hour on the Kennedy Expressway.Economy parking lots E/F connect via ATS people mover. Terminal 5 (international) is separate from Terminals 1–3; allow extra time for inter-terminal transfers.
ORD–EYW Quick Facts
Frequently Asked Questions
Flights from ORD to EYW
Chicago O'Hare International Airport (ORD) and Key West International Airport (EYW) are connected by nonstop service from American Airlines and United Airlines. With 47 weekly departures, this is a heavily served route.
ORD to EYW Flight Duration and Schedule
Nonstop flight time from ORD to EYW ranges from 3 hours 16 minutes to 3 hours 34 minutes. The route covers a distance of 1,254 miles (2,018 km). There are approximately 47 weekly flights outbound and 48 return, totaling 95 flights per week in both directions.
Connecting Options and Alternatives
53 one-stop connections are available, with the fastest taking approximately 3 hours via DSI. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (MDW), Milwaukee (MKE) and South Bend (SBN).