The nonstop is quickest: American DCA → EYW (3h 08m), on time 4 times in 5. American via Miami (5h 55m) is more reliable, 96%, but takes 2h 47m longer.
Nonstops (seasonal or thin)
Nonstop details →| American | DCA | EYW | 3h 08m | 82% | 1.7% | 590 | Flying now |
Best connections, any airlines
Ranked by chance you reach Key West on time. Total trip = scheduled departure to arrival, layover included. Layovers up to 4 hours. Pick a connection for the details.
| AmericanDetails → | DCA 05:00 → MIA 07:56AA 1178 | 1h 59m Miami | MIA 09:55 → EYW 10:55AA 3515 · flown by Envoy | 5h 55m | 99% | 96% |
| UnitedDetails → | DCA 07:15 → ORD 08:28UA 2638 | 2h 27m Chicago | ORD 10:55 → EYW 15:19UA 3690 · flown by Republic | 8h 04m | 100% | 87% |
| AmericanDetails → | DCA 06:02 → MIA 08:50AA 401 | 3h 20m Miami | MIA 12:10 → EYW 13:14AA 3518 · flown by Envoy | 7h 12m | 100% | 87% |
| AmericanDetails → | DCA 11:55 → MIA 14:38AA 1627 | 3h 33m Miami | MIA 18:11 → EYW 19:10AA 3517 · flown by Envoy | 7h 17m | 98% | 85% |
| DeltaDetails → | DCA 06:00 → ATL 07:48DL 410 | 1h 18m Atlanta | ATL 09:06 → EYW 11:00DL 1281 | 5h 02m | 97% | 83% |
| Southwest + Deltatwo ticketsDetails → | DCA 06:55 → ATL 08:50WN 4969 | 2h 41m Atlanta | ATL 11:31 → EYW 13:28DL 1472 | 6h 29m | 97% | 83% |
| AmericanDetails → | DCA 08:30 → CLT 10:13AA 1518 | 3h 37m Charlotte | CLT 13:50 → EYW 16:11AA 3519 · flown by Envoy | 7h 41m | 96% | 81% |
| United + Americantwo ticketsDetails → | DCA 06:30 → ORD 07:46UA 1793 | 3h 34m Chicago | ORD 11:20 → EYW 15:41AA 3996 · flown by Envoy | 9h 11m | 99% | 78% |
Same layover, different day-part
How often the first flight arrives too late to connect (45 min minimum), for one-ticket layovers of 45–80 minutes.
Delays build through the day, so an afternoon first leg eats the layover. A short connection is fine early in the morning and a gamble later on.
Mixing airlines
The table above includes two-ticket connections (marked “two tickets”), held to the 90-minute minimum. One ticket only →
Regional partners count as the airline that sells them: SkyWest flying Delta Connection is one Delta ticket.
About this data: US DOT on-time records, Aug 2025 – Jul 2026, all US airlines; regional flights count under the airline that sells them. Schedules (which flights and connections exist, and their times) are as of Jun 6 – Jul 31, 2026; seasonal flights outside that window aren’t ranked. Rebuilt monthly. JSON