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

ORD Airport Page →
1,254 mi airlines charter/private 8/wk
On-time Some delays Frequent delays
Flight Schedule 4 flights Verified 8s 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
✓
→
NZ2359+3
NZ Air New Zealand
E7W
10:55 AM
CDT T2
3:19 PM
EDT
3h 24m
23%
M T W T F S S
Prices
✓
→
UA752
Starts Sep 26
UA United
73G
11:00 AM
CDT T1
3:24 PM
EDT
3h 24m
26%
M T W T F S S
Prices
✓
←
NZ2358cs
NZ Air New Zealand
E75L
4:00 PM
EDT
6:55 PM
CDT
3h 55m
—
M T W T F S S
Prices
✓
←
UA2304+1
Starts Sep 26
UA United
73G
4:20 PM
EDT
6:59 PM
CDT
3h 39m
—
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 44m AAACAF → AFAMDL Atlanta (ATL) to Key West flights
CVG Cincinnati / Covington 4h 53m AAACAS → G4 Cincinnati / Covington (CVG) to Key West flights
MIA Miami 5h 1m AAACAS → AA Miami (MIA) to Key West flights
AVL Asheville 5h 4m AAAVNZ → G4 Asheville (AVL) to Key West flights
CLT Charlotte 5h 16m AAACAS → AA Charlotte (CLT) to Key West flights
DFW Dallas-Fort Worth 6h 10m AAACAV → AAQR Dallas-Fort Worth (DFW) to Key West flights
PHL Philadelphia 6h 28m AAACAS → AA Philadelphia (PHL) to Key West flights
DCA Washington 6h 37m AAASAY → AA Washington (DCA) to Key West flights
EWR Newark 6h 38m AAACAS → UA Newark (EWR) to Key West flights
FLL Fort Lauderdale 8h AAACAD → MTN Fort Lauderdale (FLL) to Key West flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Key West
2 carriers, 8 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 Browse available seat maps 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 5 – – 49% Oneworld –
UA United Airlines Also: NZ 1 73G 3h24 49% Star Alliance NZ
Aircraft on this route
73G Boeing 737-700 – UA
E7W Embraer E175 – NZ
Alliance coverage
Oneworld: AA (5 flights/wk, 83%)
Star Alliance: UA (1 flights/wk, 17%)
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
1
flight
Tue
1
flight
Wed
1
flight
Thu
1
flight
Fri
1
flight
Sat
2
flights
Sun
1
flight
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
2
Nonstop flights
8
Outbound / wk
8
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for ORD to EYW.
1-STOP
One-Stop Connections
15
Hubs
~4h
Fastest
~13h
Longest
ATL ~4h 44m CVG ~4h 53m MIA ~5h 1m AVL ~5h 4m CLT ~5h 16m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,443
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
49%
Frequent delays expected. Consider flexible booking.
Departing
49%
Return
EYW → ORD
88%
Generally reliable. Most flights run on time.
Arriving
88%
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 3
Weekly flights 8 – 1
Flight time 3h 24m 2h 37m 3h 41m
Departure OTP 49% – –
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 flights8 out / 8 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, Cincinnati Northern Kentucky and Miami.
On a single ticket, yes. Your bags are checked through to EYW and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
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 8 weekly departures, this is a regularly 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 8 weekly flights outbound and 8 return, totaling 16 flights per week in both directions.

Connecting Options and Alternatives

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