Key West to Chicago flights
Direct and connecting flights from Key West International Airport (EYW) to Chicago O'Hare International Airport (ORD) — airlines, aircraft types, and the safety record for this route.
Route FAQ
How long does the flight from Key West to Chicago take?
Flight time from Key West (EYW) to Chicago (ORD) depends on routing, aircraft type, and whether the flight is direct or connecting. A direct flight typically reflects great-circle distance plus winds, while one-stop options can add several hours depending on the layover airport. The typical block time and frequency we have observed for this route are shown above.
Which airlines fly from Key West to Chicago?
Airline availability for EYW to ORD changes by season and sometimes week to week as carriers adjust capacity. The airlines and aircraft types observed operating this route, both direct and connecting, are listed below based on real flight-tracking data.
Are there direct flights from Key West to Chicago?
Direct (nonstop) availability on EYW to ORD varies by date, day of week, and season. Busy city pairs usually have multiple daily nonstops, while thinner routes may only have direct service a few days per week or only during peak seasons.
No fatal or serious occurrence involving any operator on this pair in the last 90 days.
- ENYNo data
| Carrier | Sightings / 90d | Safety events |
|---|---|---|
| ENY | 2 sightings | No recorded events |
Planning EYW → ORD
EYW to ORD is a medium-haul route of 2,018 km (1,254 mi). See the return ORD → EYW route.
Alternative airports near Key West: Key West (NQX) — 7 km, Marathon (MTH) — 74 km.
Alternative airports near Chicago: Chicago-Wheeling (PWK) — 15 km, Chicago (MDW) — 25 km, Chicago (CGX) — 28 km.