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$369+ Cheap flights from Key West to San Diego (EYW - SAN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SAN
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
1 adult, Economy
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Cheap flight deals from Key West to San Diego

Cheapest flights from Key West to San Diego
Explore the most affordable flight options available from Key West to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.

This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:19 pm
EYW
-
SAN
1 stop8h 08m
Delta
Sat 5/306:15 am
SAN
-
EYW
1 stop8h 08m
Delta
Deal found 4/30$369
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2711:46 am
EYW
-
SAN
2 stops26h 38m
Breeze Airways
Sun 5/3112:09 pm
SAN
-
EYW
1 stop19h 18m
Breeze Airways
Deal found 4/30$437
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:05 pm
EYW
-
SAN
2 stops26h 43m
Multiple Airlines
Sun 5/3112:09 pm
SAN
-
EYW
1 stop19h 18m
Multiple Airlines
Deal found 4/30$442
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:19 pm
EYW
-
SAN
1 stop8h 08m
Delta
Sat 5/306:15 am
SAN
-
EYW
1 stop8h 08m
Delta
Deal found 4/30$444
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2511:52 am
EYW
-
SAN
1 stop26h 47m
Multiple Airlines
Thu 5/286:25 am
SAN
-
EYW
2 stops25h 37m
Multiple Airlines
Deal found 4/30$445
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:19 pm
EYW
-
SAN
1 stop8h 08m
Delta
Mon 6/110:25 pm
SAN
-
EYW
1 stop9h 28m
Delta
Deal found 4/30$458
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2512:07 pm
EYW
-
SAN
2 stops36h 05m
Multiple Airlines
Sun 5/3112:09 pm
SAN
-
EYW
1 stop19h 18m
Multiple Airlines
Deal found 4/30$460
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/62:30 pm
EYW
-
SAN
1 stop9h 41m
American Airlines
Sun 8/910:26 pm
SAN
-
EYW
2 stops11h 39m
American Airlines
Deal found 4/29$464
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:14 pm
EYW
-
SAN
2 stops34h 58m
Multiple Airlines
Sun 5/3112:09 pm
SAN
-
EYW
1 stop19h 18m
Multiple Airlines
Deal found 4/30$466
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2412:00 pm
EYW
-
SAN
2 stops23h 42m
Multiple Airlines
Sun 5/3112:09 pm
SAN
-
EYW
1 stop19h 18m
Multiple Airlines
Deal found 4/30$472

Find flight deals from Key West to San Diego

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to San Diego (SAN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$369
(Delta)
Provider with most accurate pricing for Key West-San Diego flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-San Diego flights.
Search Deals
From Key West to San Diego
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to San Diego that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 4, 2026.
Use the filters below to find and compare flights from Key West to San Diego that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Thu 8/6

6:18 pm-10:57 pm

1 stop7h 39m

San Diego

Sun 8/9

8:00 am-7:51 pm

1 stop8h 51m

$369

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Wed 5/27

2:26 pm-11:40 pm

1 stop12h 14m

San Diego

Mon 6/1

6:27 pm-3:09 pm

2 stops17h 42m

$583

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Thu 5/28

11:48 am-7:23 pm

1 stop10h 35m

San Diego

Sun 5/31

8:00 am-7:49 pm

1 stop8h 49m

$604

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Sat 10/24

4:05 pm-9:57 pm

1 stop8h 52m

San Diego

Wed 10/28

6:28 pm-3:06 pm

2 stops17h 38m

$607
Cheapest one-way
Quickest one-way

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Tue 5/26

7:30 am-12:38 pm

1 stop8h 08m

$374

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Tue 5/26

4:44 pm-11:59 pm

2 stops10h 15m

$466

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Tue 5/26

1:14 pm-11:39 am

3 stops49h 25m

$596

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Sorted by cheapest first

Compare providers for flights from Key West to San Diego

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West to San Diego in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Key West-San Diego flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-San Diego flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Key West-San Diego flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Key West-San Diego flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-San Diego flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Key West to San Diego

Have a flexible travel schedule? Discover the best time to fly to San Diego from Key West with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Key West to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Key West to San Diego?

    Departing from Key West to San Diego will take you 7h 39m. Key West and San Diego are separated by a distance of 2209 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Key West to San Diego that include hotel bookings?

    Yes. In addition to deals on Key West to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to San Diego?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to San Diego.

  • Can I find deals for business class flights from Key West to San Diego?

    Yes. Cheapflights offers flight deals from Key West to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove

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