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

MDW Airport Page →
1,239 mi airlines 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 55 1-stop flights Verified 19h ago
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  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No nonstop flights on this route. connecting options below.

✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Key West
Connecting service available through multiple hubs.
1 Flights/wk 1,239 mi 2h 28m nonstop +1h ahead 55 1-stop hubs

While no nonstop service exists between MDW and EYW, connecting options are available through 55 hubs.

Also explore MDW Routes EYW Routes MDW Live Flights EYW Live Flights MDW Delays
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to EYW.
1-STOP
One-Stop Connections
55
Hubs
~4h
Fastest
~28h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,318
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.
Alternatives

Other ways to reach Key West from Chicago

Nearby airports with service to Key West International Airport.
Metric MDW→EYW ORD→EYW SBN→EYW
Distance from MDW – 15 mi 74 mi
Nonstop airlines 0 4 1
Weekly flights 1 47 –
Flight time 2h 28m 3h 16m 1h 43m
Departure OTP 69% – –
Chicago (ORD) to Key West flights · South Bend (SBN) to Key West flights · Milwaukee (MKE) to Key West flights
Airports within 200 miles of MDW 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.
MDW: CDT · EYW: EDT

When it's 6:00 PM in Chicago, it's 7:00 PM in Key West.
Distance & Flight Time
1,239 mi / 1,994 km
Nonstop flight time is approximately 2h 28m.
Facts

MDW–EYW Quick Facts

Key statistics for the Chicago to Key West route.
Route details
Distance1,239 mi / 1,994 km
Flight time2h 28m
Time difference+1 hour
Airlines (nonstop)0
Weekly flights1 out / 1 return
1-stop connections55 hubs
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 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 MDW to EYW flights.
Nonstop flights from Chicago Midway International Airport to Key West International Airport take approximately 2h 28m. The route covers 1,239 miles.
There are approximately 1 nonstop flights per week from MDW to EYW. The return direction has about 1 weekly flights.
Yes, 1-stop connections are available through MTH, SBN, PBI, PIE, LEX, TYS, RSW, SRQ, DSI, SFB, JAX, OPF, PGD, CHS, AVL, CLE, GSO, DAL, ORF, MKE, SAV, BUF, HPN, BWI, ORD, HOU, AUS, HVN, OKC, PLS, PVD, IAH, SLC, LAS, BUR, SJC, IND, ATL, RDU, MIA, BNA, DED, CVG, FLL, TPA, MCO, CLT, PIT, DFW, BOS, DCA, LGA, IAD, PHL and EWR. These options provide additional schedule flexibility.
Key West is 1 hour ahead of Chicago.
Yes, return flights from EYW to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD, SBN and MKE. 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 MDW to EYW

Chicago Midway International Airport (MDW) and Key West International Airport (EYW) are connected through multiple connecting hub airports.

MDW to EYW Flight Duration and Schedule

Nonstop flight time from MDW to EYW ranges from 2 hours 28 minutes. The route covers a distance of 1,239 miles (1,994 km). There are approximately 1 weekly flights outbound and 1 return, totaling 2 flights per week in both directions.

Connecting Options and Alternatives

55 one-stop connections are available, with the fastest taking approximately 4 hours via MTH. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), South Bend (SBN) and Milwaukee (MKE).