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Key West

$243+ Cheap flights from San Diego to Key West (SAN - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — EYW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Key West are usually found in August or June, booked 63 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from San Diego to Key West

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Key West (EYW). 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 August 14, 2025.

Round-trip from

$369
(Delta)

One-way from

$243
(Kiwi.com)

Popular in

July

Cheapest in

August

Average price

$378
From San Diego to Key West
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One-way flight from San Diego to Key West
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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from San Diego to Key West

Cheapest flights from San Diego to Key West
Explore the most affordable flight options available from San Diego to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Delta deal was found by Cheapflights users on 8/13. 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 8/278:00 amSAN - EYW
1 stop9h 12mDelta
Sat 8/3011:52 amEYW - SAN
1 stop7h 24mDelta
Deal found 8/13$369
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 11/196:46 amSAN - EYW
1 stop8h 05mAmerican Airlines
Sun 11/232:39 pmEYW - SAN
1 stop8h 39mAmerican Airlines
Deal found 8/12$374
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 8/2210:30 pmSAN - EYW
1 stop9h 26mDelta
Thu 9/186:10 pmEYW - SAN
1 stop8h 14mDelta
Deal found 8/14$384
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Fri 8/2210:45 pmSAN - EYW
2 stops11h 24mAmerican Airlines
Thu 9/182:55 pmEYW - SAN
1 stop8h 34mAmerican Airlines
Deal found 8/14$389
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/278:00 amSAN - EYW
1 stop9h 12mDelta
Sun 8/312:00 pmEYW - SAN
1 stop10h 15mDelta
Deal found 8/12$404
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 8/226:25 amSAN - EYW
1 stop8h 02mDelta
Sat 8/302:00 pmEYW - SAN
1 stop6h 53mDelta
Deal found 8/14$414
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Fri 8/2210:45 pmSAN - EYW
2 stops11h 24mAmerican Airlines
Sat 8/3012:50 pmEYW - SAN
1 stop9h 01mAmerican Airlines
Deal found 8/14$419
This American Airlines deal was found by Cheapflights users on 8/13. 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 11/2010:35 pmSAN - EYW
1 stop9h 33mAmerican Airlines
Mon 11/242:39 pmEYW - SAN
1 stop8h 39mAmerican Airlines
Deal found 8/13$446
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 11/2210:02 pmSAN - EYW
1 stop10h 57mAmerican Airlines
Wed 11/264:26 pmEYW - SAN
1 stop8h 56mAmerican Airlines
Deal found 8/14$448

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego to Key West 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 August 14, 2025.
Use the filters below to find and compare flights from San Diego to Key West that are best for you.

Fly from

San Diego

Fly to

Key West

Route

Depart

Return

Price

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Fri 1/23

9:22 pm-11:22 am

1 stop11h 00m

Key West

Tue 1/27

12:07 pm-8:08 pm

1 stop11h 01m

$289

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Fri 1/23

7:02 am-4:32 pm

1 stop6h 30m

Key West

Tue 1/27

1:24 pm-8:08 pm

2 stops9h 44m

$314

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Thu 1/22

9:22 pm-11:22 am

1 stop11h 00m

Key West

Mon 1/26

12:07 pm-8:08 pm

1 stop11h 01m

$368

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Wed 8/27

8:00 am-8:12 pm

1 stop9h 12m

Key West

Sat 8/30

11:52 am-4:16 pm

1 stop7h 24m

$369

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Wed 8/27

6:15 am-7:07 pm

2 stops9h 52m

Key West

Sat 8/30

3:59 pm-10:30 pm

1 stop9h 31m

$374

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Thu 9/11

9:19 pm-11:13 am

1 stop10h 54m

Key West

Thu 9/18

2:55 pm-8:29 pm

1 stop8h 34m

$374

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Wed 11/19

6:46 am-5:51 pm

1 stop8h 05m

Key West

Sun 11/23

2:39 pm-8:18 pm

1 stop8h 39m

$374

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Sat 9/13

10:16 am-11:19 am

3 stops46h 03m

$243

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Mon 9/15

4:11 pm-2:01 pm

2 stops18h 50m

$269

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Mon 9/15

12:33 pm-9:12 am

3 stops41h 39m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 14 results
1
2

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

Have a flexible travel schedule? Discover the best time to fly to Key West from San Diego 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.

Cheapflights Insights

Everything you need to know about your flight from San Diego to Key West

How far ahead should I book a flight from San Diego to Key West?

Use this chart to determine the optimal time to book a round-trip flight from San Diego to Key West. Price data was last updated on August 8, 2025.

The price you pay for your flight from San Diego to Key West may vary depending on when you book. For the best chance of a lower fare, look to book 62 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from San Diego to Key West?

Currently, August is the cheapest month in which you can book a flight from San Diego to Key West (average of $328). Flying from San Diego to Key West in March is currently the most expensive (average of $492). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated August 14, 2025.
Read reviews from past customers who have flown Delta and American Airlines from San Diego to Key West. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

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

  • What are the cheapest airlines flying from San Diego to Key West round-trip?

    Currently priced at $278, Delta will fly you from San Diego to Key West and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $288. You may be able to fly from San Diego to Key West for 43% less than the average price by searching for these airlines.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from San Diego to Key West?

    Currently, August is the cheapest month in which you can book a flight from San Diego to Key West (average of $328). Flying from San Diego to Key West in March is currently the most expensive (average of $492). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 2 airlines flying from San Diego to Key West

Discover the top 2 airlines that operate flights from San Diego to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$433FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$542FlexibilityNo cancel feeOn-time71%

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