Key West to Chicago (EYW–ORD) — Airlines, Schedules & Connections
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No nonstop flights on this route. connecting options below.
EYW–ORD 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 28m. Beyond nonstop, 58 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| AA American Airlines | 22 | E70, E75 | 3h28-3h53 | – | Oneworld | – |
| UA United Airlines Also: NZ | 19 | 73G, E7W | 3h47-3h55 | – | Star Alliance | NZ |
Weekly Schedule Pattern
Connection Landscape
Other ways to reach Chicago from Key West
| Metric | EYW→ORD | MIA→ORD | OPF→ORD |
|---|---|---|---|
| Distance from EYW | – | 126 mi | 131 mi |
| Nonstop airlines | 2 | 22 | 2 |
| Weekly flights | 48 | 399 | – |
| Flight time | 3h 28m | 3h 3m | 2h 36m |
Travel Essentials
EYW: EDT · ORD: CDT
When it's 6:00 PM in Key West, it's 5:00 PM in Chicago.
CTA Blue Line runs 24/7 from O'Hare to downtown Chicago (45 min, $5). Taxis use a flat-rate zone system; downtown is around $40–45 plus tip. Ride-shares are typically $30–50.The Airport Transit System (ATS) connects all terminals and parking. Metra commuter rail does not serve O'Hare directly; transfer downtown via Blue Line.
Continental climate with four distinct seasons. Summers are warm and humid (25–32°C) with afternoon thunderstorms. Winters are cold (−10 to −2°C) with heavy snowfall that regularly delays flights December through March.
Spring and fall are mild but unpredictable. Pack layers. Lake Michigan moderates temperatures near the lakefront, but O'Hare sits inland and runs colder.
EYW–ORD Quick Facts
Frequently Asked Questions
Flights from EYW to ORD
Key West International Airport (EYW) and Chicago O'Hare International Airport (ORD) are connected by nonstop service from American Airlines and United Airlines. With 48 weekly departures, this is a heavily served route.
EYW to ORD Flight Duration and Schedule
Nonstop flight time from EYW to ORD ranges from 3 hours 28 minutes to 3 hours 55 minutes. The route covers a distance of 1,254 miles (2,018 km). There are approximately 48 weekly flights outbound and 47 return, totaling 95 flights per week in both directions.
Connecting Options and Alternatives
58 one-stop connections are available, with the fastest taking approximately 4 hours via STL. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Miami (MIA), Miami (OPF) and Fort Myers (RSW).