Chicago to Key West (ORD–EYW) — Airlines, Schedules & Connections

ORD Airport Page →
1,254 mi airlines charter/private 21/wk
On-time Some delays Frequent delays
Flight Schedule 6 flights Verified 10m ago
Also flown by charter / private operators.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
✓
→
UA3690
UA United
E7W
10:45 AM
CDT T2
3:09 PM
EDT
3h 24m
20%
M T W T F S S
Prices
✓
→
NZ2359+2
NZ Air New Zealand
E75L
10:45 AM
CDT T1
3:09 PM
EDT
3h 24m
33%
M T W T F S S
Prices
✓
→
AA3996
AA American
E70
11:20 AM
CDT T3
3:45 PM
EDT
3h 25m
33%
M T W T F S S
Prices
✓
←
UA3499
UA United
E75L
3:49 PM
EDT
6:11 PM
CDT
3h 22m
—
M T W T F S S
Prices
✓
←
NZ2358+2
NZ Air New Zealand
E7W
4:05 PM
EDT
7:00 PM
CDT
3h 55m
—
M T W T F S S
Prices
✓
←
AA3996
AA American
E70
7:52 PM
EDT
11:02 PM
CDT
4h 10m
—
M T W T F S S
Prices

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
ATL Atlanta 4h 52m AAACAF → AFAMDL Atlanta (ATL) to Key West flights
TPA Tampa 4h 56m AAACAS → MX Tampa (TPA) to Key West flights
MIA Miami 5h 6m 5YAAAC → AAUA Miami (MIA) to Key West flights
CLT Charlotte 5h 21m AAACAS → AA Charlotte (CLT) to Key West flights
PIT Pittsburgh 5h 49m AAACAS → G4 Pittsburgh (PIT) to Key West flights
DCA Washington 6h 4m AAASAY → AA Washington (DCA) to Key West flights
PHL Philadelphia 6h 14m AAACAS → AAAS Philadelphia (PHL) to Key West flights
EWR Newark 6h 39m AAACAS → UA Newark (EWR) to Key West flights
DFW Dallas-Fort Worth 7h 4m AAACAV → AA Dallas-Fort Worth (DFW) to Key West flights
TYS Knoxville/Maryville 10h 55m AAASAV → G4 Knoxville/Maryville (TYS) to Key West flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Key West
2 carriers, 21 flights/week nonstop.
2 Airlines 1,254 mi 3h 24m nonstop +1h ahead

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 24m. Beyond nonstop, 1-stop connecting options are also available.

Also explore ORD Routes EYW Routes ORD Live Flights EYW Live Flights ORD Delays
All flights from Key West (EYW) Key West to Chicago flights
Carriers on this route

Airline Landscape

All carriers operating nonstop ORD–EYW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
AA American Airlines 7 E70 3h25 73% Oneworld –
UA United Airlines Also: NZ 7 E7W 3h24 73% Star Alliance NZ
Aircraft on this route
E70 Embraer 170 – AA
E75L Embraer E175 Long Wing – NZ
E7W Embraer E175 – UA
Alliance coverage
Oneworld: AA (7 flights/wk, 50%)
Star Alliance: UA (7 flights/wk, 50%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Schedule

Weekly Schedule Pattern

Nonstop flight frequency by day of week, ORD to EYW direction.
Mon
3
flights
Tue
3
flights
Wed
3
flights
Thu
3
flights
Fri
3
flights
Sat
3
flights
Sun
3
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
3
Nonstop flights
21
Outbound / wk
21
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for ORD to EYW.
1-STOP
One-Stop Connections
23
Hubs
~4h
Fastest
~14h
Longest
ATL ~4h 52m TPA ~4h 56m MIA ~5h 6m CLT ~5h 21m PIE ~5h 28m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,741
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
ORD → EYW
73%
Moderate delays possible. Allow buffer time.
Departing
73%
Return
EYW → ORD
90%
Generally reliable. Most flights run on time.
Arriving
90%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. ORD delays →
Alternatives

Other ways to reach Key West from Chicago

Nearby airports with service to Key West International Airport.
Metric ORD→EYW MDW→EYW MKE→EYW
Distance from ORD – 15 mi 67 mi
Nonstop airlines 2 2 2
Weekly flights 21 1 –
Flight time 3h 24m 2h 43m 3h 27m
Departure OTP 73% – –
Chicago (MDW) to Key West flights · Milwaukee (MKE) to Key West flights · South Bend (SBN) to Key West flights
Airports within 200 miles of ORD with service to Key West International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Key West is 1 hour ahead of Chicago.
ORD: CDT · EYW: EDT

When it's 6:00 PM in Chicago, it's 7:00 PM in Key West.
Distance & Flight Time
1,254 mi / 2,018 km
Nonstop flight time is approximately 3h 24m gate to gate.
Getting to ORD

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.

Facts

ORD–EYW Quick Facts

Key statistics for the Chicago to Key West route.
Route details
Distance1,254 mi / 2,018 km
Flight time3h 24m
Time difference+1 hour
Airlines (nonstop)2
Weekly flights21 out / 21 return
1-stop connectionsAvailable
Origin: ORD
Full nameChicago O'Hare International Airport
IATA / ICAOORD / KORD
TimezoneAmerica/Chicago
Passengers/yr80.0M
Elevation680 ft / 207 m
Destination: EYW
Full nameKey West International Airport
IATA / ICAOEYW / KEYW
TimezoneAmerica/New_York
Passengers/yr1.5M
Elevation3 ft / 1 m
FAQ

Frequently Asked Questions

Common questions about ORD to EYW flights.
Nonstop flights from Chicago O'Hare International Airport to Key West International Airport take about 3h 24m gate to gate. The route covers 1,254 miles.
2 airlines operate flights from ORD to EYW: American Airlines and United Airlines.
This route has daily service. Check the schedule above for departure days and times in each direction.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Hartsfield Jackson Atlanta, Tampa and Miami.
Key West is 1 hour ahead of Chicago.
Yes, return flights from EYW to ORD are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include MDW, MKE and SBN. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

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 21 weekly departures, this is a well served route.

ORD to EYW Flight Duration and Schedule

Nonstop flight time from ORD to EYW is about 3 hours 24 minutes gate to gate. The route covers a distance of 1,254 miles (2,018 km). There are approximately 21 weekly flights outbound and 21 return, totaling 42 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Hartsfield Jackson Atlanta, Tampa and Miami. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (MDW), Milwaukee (MKE) and South Bend (SBN).