$199+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SAN
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Key West to San Diego with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Key West to San Diego
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Best
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One-way
Cheapest flights from Key West to San DiegoExplore 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 September 17, 2026.
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 September 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/3010:04 am -
2 stops28h 48m
Sun 10/412:37 pm -
1 stop19h 42m
Deal found 9/15![Breeze Airways logo]()
$503
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Tue 12/225:54 pm -
1 stop9h 05m
Tue 12/296:15 am -
1 stop7h 24m
Deal found 9/12![American Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 9/292:00 pm -
1 stop10h 19m
Sat 10/310:30 pm -
1 stop9h 16m
Deal found 9/14![Delta logo]()
$575
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 12/86:35 pm -
1 stop17h 45m
Fri 12/1110:40 pm -
1 stop14h 36m
Deal found 9/16![American Airlines logo]()
$614
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 12/235:54 pm -
1 stop9h 05m
Sat 1/211:00 pm -
1 stop10h 43m
Deal found 9/16![American Airlines logo]()
$616
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Sun 11/227:57 pm -
1 stop18h 06m
Mon 3/110:30 pm -
1 stop15h 13m
Deal found 9/16![American Airlines logo]()
$623
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 9/292:15 pm -
2 stops10h 33m
Sat 10/310:30 pm -
1 stop9h 27m
Deal found 9/14![American Airlines logo]()
$639
This Travelocity deal was found by Cheapflights users on 9/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:00 pm -
2 stops21h 40m
Fri 12/119:29 pm -
1 stop11h 54m
Deal found 9/16![Multiple Airlines logo]()
$716
Best flights from Key West to San DiegoDiscover carefully curated flight deals from Key West to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Key West to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 9/292:00 pm -
1 stop10h 19m
Sat 10/310:30 pm -
1 stop9h 16m
Deal found 9/14![Delta logo]()
$575
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 9/301:47 pm -
2 stops10h 43m
Sun 10/410:51 pm -
2 stops11h 12m
Deal found 9/15![American Airlines logo]()
$779
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:15 pm -
2 stops29h 50m
Sat 10/2410:20 pm -
1 stop12h 34m
Deal found 9/16![United Airlines logo]()
$1,145
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Sun 11/221:41 pm -
2 stops10h 02m
Mon 3/16:15 am -
1 stop7h 39m
Deal found 9/16![American Airlines logo]()
$835
Last-minute flights from Key West to San DiegoDiscover last-minute flight deals from Key West to San Diego. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to San Diego. Data last updated September 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 9/292:00 pm -
1 stop10h 19m
Sat 10/310:30 pm -
1 stop9h 16m
Deal found 9/14![Delta logo]()
$575
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 9/292:15 pm -
2 stops10h 33m
Sat 10/310:30 pm -
1 stop9h 27m
Deal found 9/14![American Airlines logo]()
$639
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/3010:04 am -
2 stops28h 48m
Sun 10/412:37 pm -
1 stop19h 42m
Deal found 9/15![Breeze Airways logo]()
$503
This Delta deal was found by Cheapflights users on 9/15. 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.
Wed 9/302:00 pm -
1 stop10h 19m
Sun 10/410:30 pm -
1 stop9h 16m
Deal found 9/15![Delta logo]()
$616
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 9/301:47 pm -
2 stops10h 43m
Sun 10/410:51 pm -
2 stops11h 12m
Deal found 9/15![American Airlines logo]()
$779
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:15 pm -
2 stops29h 50m
Sat 10/2410:20 pm -
1 stop12h 34m
Deal found 9/16![United Airlines logo]()
$1,145
One-way flights from Key West to San DiegoSearch for one-way flight options from Key West to San Diego. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Key West to San Diego. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Fri 10/210:59 am -
3 stops39h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/61:16 pm -
2 stops37h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/510:59 am -
2 stops15h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/112:01 pm -
3 stops38h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/1110:59 am -
2 stops39h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$231
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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $503 (Kiwi.com) |
One-way from | $199 (Kiwi.com) |
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 7,457,451 searches. Data last updated September 17, 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
Cheapest round-trip
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Fri 10/2
12:59 pm-3:58 pm
2 stops29h 59m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$212
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Thu 10/1
12:01 pm-11:51 pm
3 stops38h 50m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$223
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Tue 10/6
1:16 pm-6:09 pm
3 stops31h 53m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$226
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Sun 10/11
10:59 am-11:56 pm
2 stops39h 57m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$231
Quickest round-trip
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Sun 10/11
5:28 pm-10:43 pm
1 stop8h 15m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$473
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Tue 9/29
2:00 pm-9:19 pm
1 stop10h 19m
San Diego
Sat 10/3
10:30 pm-10:46 am
1 stop9h 16m
$575
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Mon 11/30
7:25 am-1:08 pm
1 stop8h 43m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$630
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Wed 9/30
1:47 pm-9:30 pm
2 stops10h 43m
San Diego
Sun 10/4
10:51 pm-1:03 pm
2 stops11h 12m
$779
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Sun 11/22
1:41 pm-8:43 pm
2 stops10h 02m
San Diego
Mon 3/1
6:15 am-4:54 pm
1 stop7h 39m
$835
Key WestSan Diego
EYW Key West - SAN San Diego
EYWSAN
Key West
Mon 11/30
2:50 pm-4:00 pm
3 stops28h 10m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$938
Showing 1-10 of 11 resultsSorted 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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
EYW-SAN
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.
Traveling to a place near San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
National City
Chula Vista
Coronado
San Ysidro
Poway
La Mesa
Santee
Julian
Lemon Grove
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