Get Me There. San Diego to Key West
The cheapest round trip from San Diego to Key West right now is $379 — Sep 21 → 26, 5 nights, 1 stop.
Best fare
Key West Sep 21 → 26 · 5 nights · 1 stop
Prices checked on Aug 8
By month
August 2026 $552
September 2026cheapest $379
October 2026 $439
November 2026 $439
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Price history
1 week tracked · weekly lows
All dates (364 priced)
Sep 21 → 26 5 nights · 1 stop
Sep 22 → 26 4 nights · 1 stop
Sep 28 → Oct 3 5 nights · 1 stop
Sep 29 → Oct 3 4 nights · 1 stop
Oct 10 → 14 4 nights · 1 stop
Oct 13 → 17 4 nights · 1 stop
Oct 17 → 20 3 nights · 1 stop
Oct 17 → 21 4 nights · 1 stop
Oct 20 → 24 4 nights · 1 stop
Oct 24 → 27 3 nights · 1 stop
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