Home / Routes / ORD–EYW Flight Route
Chicago → Key West Flights from Chicago (ORD) to Key West (EYW)
Timezone shift +1h Direction eastbound Flight time 3h 20m Distance 2,017 km Direct 2 airlines
Overview Airlines(20) Awards(2) Seasonal
Alliances Star Alliance SkyTeam Oneworld
Classes Economy Premium Economy Business First
Schedule su mo tu we th fr sa
Aircraft Boeing 737-700
Embraer 170
Embraer 175
Chicago to Key West Flights Flights from Chicago to Key West are operated 20 times. Departure times vary between 07:00 and 10:55. You can fly in Y and W and J and F. The flight distance is 2,017 km (1,253 miles).
Arrival Windows Best times to arrive for faster recovery
7AM–7PM
Morning light helps you stay awake longer
9PM–5AM
Arriving during your body's sleep window makes adjustment harder
The difference: choosing the right arrival window can save 1–2+ days of recovery time.
Departure Timing Best hours to depart for jetlag recovery
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Night (00–05) Morning (06–11) Afternoon (12–17) Evening (18–23)
Arrival Strategy for Key West How to manage jetlag based on arrival time
Upon morning arrival, immediately engage with local time by getting natural sunlight and staying active. Avoid long naps and consume light, nutritious meals to help reset your circadian rhythm.
Afternoon arrivals should minimize caffeine and exposure to screens. Take a short 20-30 minute nap if necessary, but ensure it doesn't extend beyond that to prevent deeper sleep disruption.
For evening arrivals, limit heavy meals and alcohol. Create a dark, quiet sleep environment and aim to align with local nighttime as quickly as possible to minimize jetlag impact.
Best Time to Visit Key West Monthly climate overview
Airport Recovery Facilities Jetlag-friendly amenities at each airport
EYW
Comfort: 3.0/10
Min connection: 35min
Top Airlines Nonstop service on this route
07:10 Boeing 737-700 3h 20m
07:10 Boeing 737-700 3h 20m
Frequently Asked Questions How many flights per week from Chicago to Key West?
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Jetlag Score 90
Minimal Jetlag K2 composite score
Recovery Estimate Conservative 1.0 days
Aggressive 1.0 days
Direction eastbound
Route Facts Origin ORD
Destination EYW
Distance 2,017 km
Timezone Shift +1h
Direct Airlines 2
Currency USD
Languages English,Spanish
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