Direct flights from Chicago to Key West (ORD → EYW)

Distance 2,019 km (1,255 mi)
Est. duration 2h 23m
ORD
Chicago
Chicago O Hare International, USA
EYW
Key West
Key West International, USA
Loading map...
Live fares · ORD → EYW

Available flights

American AirlinesNon-stop
from$886
Book

Frequently asked questions

How far is the flight from Chicago to Key West? The flight distance from ORD to EYW is approximately 2,019 km (1,255 miles).
How long is the flight from ORD to EYW? The estimated flight time from Chicago to Key West is approximately 2h 23m.
What airlines fly from ORD to EYW? Airlines operating direct flights from Chicago to Key West include: AA, UA.

Cheapest fares Chicago → Key West

Chicago ORD
Key West EYW
May — June — July — August — September — October —

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for Chicago → Key West.

Cheap flights from Chicago to Key West Cheapest month to fly to Key West Flights from USA Flights to USA Visa-free with USA passport All airports in USA AA routes & destinations All routes by this carrier UA routes & destinations All routes by this carrier

Try a nearby airport to Chicago

Flights to Key West (EYW) from other airports within 350 km of Chicago. Often unlocks cheaper fares or better times.

MDW → EYW 25 km from ORD Chicago → Key West USA · 97 destinations RFD → EYW 101 km from ORD Rockford → Key West USA · 8 destinations MKE → EYW 108 km from ORD Milwaukee → Key West USA · 34 destinations SBN → EYW 135 km from ORD South Bend → Key West USA · 22 destinations MSN → EYW 175 km from ORD Madison → Key West USA · 19 destinations

Or try a nearby airport to Key West

Flights from Chicago (ORD) to other airports within 350 km of Key West.

ORD → VRA 171 km from EYW Chicago → Varadero Cuba · 8 destinations ORD → HAV 185 km from EYW Chicago → Havana Cuba · 32 destinations ORD → MIA 203 km from EYW Chicago → Miami USA · 197 destinations ORD → RSW 220 km from EYW Chicago → Fort Myers USA · 71 destinations ORD → FLL 234 km from EYW Chicago → Fort Lauderdale USA · 148 destinations

Other flights from Chicago (ORD)

Abu Dhabi (AUH) Addis Ababa (ADD) Akron (CAK) Albany (ALB) Albuquerque (ABQ) Allentown (ABE) Amman (AMM) Amsterdam (AMS) All 282 destinations →

Other flights from Key West (EYW)

Asheville (AVL) Atlanta (ATL) Boston (BOS) Charlotte (CLT) Cincinnati (CVG) Columbus (LCK) Dallas (DFW) Dulles (IAD) All 26 destinations →