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$137+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — EYW
nov. 22 — nov. 291
sáb. 11/22
sáb. 11/29
1 adult, Economy
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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 octubre 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(American Airlines)

One-way from

$137
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$377
Provider with most accurate pricing for San Diego-Key West flight deals.
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Provider most trusted by Cheapflights users for San Diego-Key West flights.
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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, 5% 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 October 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 octubre 23, 2025.

This Delta deal was found by Cheapflights users on 10/21. 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.
vie. 11/148:00 amSAN - EYW
1 stop8h 53mDelta
sáb. 11/222:58 pmEYW - SAN
1 stop9h 17mDelta
Deal found 10/21$309
This American Airlines deal was found by Cheapflights users on 10/20. 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.
vie. 11/1410:09 amSAN - EYW
2 stops9h 18mAmerican Airlines
sáb. 11/225:40 pmEYW - SAN
1 stop8h 24mAmerican Airlines
Deal found 10/20$314
This American Airlines deal was found by Cheapflights users on 10/21. 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.
mié. 11/196:46 amSAN - EYW
1 stop8h 05mAmerican Airlines
dom. 11/237:00 amEYW - SAN
1 stop7h 27mAmerican Airlines
Deal found 10/21$374
This Delta deal was found by Cheapflights users on 10/21. 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.
mar. 11/186:24 amSAN - EYW
1 stop7h 59mDelta
mié. 11/267:40 amEYW - SAN
2 stops18h 15mDelta
Deal found 10/21$388
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
jue. 11/61:21 pmSAN - EYW
1 stop18h 10mMultiple Airlines
lun. 11/109:57 amEYW - SAN
2 stops38h 42mMultiple Airlines
Deal found 10/21$436
This Delta deal was found by Cheapflights users on 10/21. 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.
mié. 11/198:00 amSAN - EYW
1 stop8h 53mDelta
mié. 11/267:40 amEYW - SAN
1 stop10h 51mDelta
Deal found 10/21$439
This American Airlines deal was found by Cheapflights users on 10/22. 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.
vie. 12/126:15 amSAN - EYW
1 stop6h 52mAmerican Airlines
dom. 12/147:00 amEYW - SAN
2 stops10h 32mAmerican Airlines
Deal found 10/22$444
This American Airlines deal was found by Cheapflights users on 10/21. 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.
mié. 12/108:25 amSAN - EYW
2 stops11h 42mAmerican Airlines
lun. 12/157:00 amEYW - SAN
2 stops10h 16mAmerican Airlines
Deal found 10/21$453

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 octubre 23, 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

vie. 1/23

10:25 pm-11:05 am

1 stop9h 40m

Key West

mar. 1/27

2:43 pm-7:12 pm

1 stop7h 29m

$309

San DiegoKey West

SAN - EYW

SANEYW

San Diego

vie. 1/9

7:00 am-6:01 pm

1 stop8h 01m

Key West

mié. 1/14

6:06 am-12:27 pm

1 stop9h 21m

$309

San DiegoKey West

SAN - EYW

SANEYW

San Diego

jue. 1/29

6:20 am-7:10 pm

2 stops9h 50m

Key West

lun. 2/2

4:00 pm-10:26 pm

1 stop9h 26m

$314

San DiegoKey West

SAN - EYW

SANEYW

San Diego

sáb. 1/17

10:09 am-11:56 pm

2 stops10h 47m

Key West

jue. 1/22

2:43 pm-9:58 pm

2 stops10h 15m

$319

San DiegoKey West

SAN - EYW

SANEYW

San Diego

vie. 11/14

8:00 am-7:53 pm

1 stop8h 53m

Key West

sáb. 11/22

2:58 pm-9:15 pm

1 stop9h 17m

$339

San DiegoKey West

SAN - EYW

SANEYW

San Diego

vie. 1/16

6:20 am-4:24 pm

1 stop7h 04m

Key West

mié. 1/21

6:06 am-12:27 pm

1 stop9h 21m

$374

San DiegoKey West

SAN - EYW

SANEYW

San Diego

mar. 11/18

6:24 am-5:23 pm

1 stop7h 59m

Key West

mié. 11/26

7:40 am-10:55 pm

2 stops18h 15m

$388

San DiegoKey West

SAN - EYW

SANEYW

San Diego

vie. 1/16

10:40 pm-1:03 pm

1 stop11h 23m

Key West

mié. 1/21

4:15 pm-10:33 pm

1 stop9h 18m

$425

San DiegoKey West

SAN - EYW

SANEYW

San Diego

mié. 11/19

8:00 am-7:53 pm

1 stop8h 53m

Key West

mié. 11/26

7:40 am-3:31 pm

1 stop10h 51m

$439

San DiegoKey West

SAN - EYW

SANEYW

San Diego

sáb. 12/6

4:47 pm-1:39 pm

2 stops41h 52m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 15 results
1
2

Compare providers for flights from San Diego to Key West

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 San Diego to Key West in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust 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 San Diego-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Diego-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Diego-Key West 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 San Diego-Key West 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 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

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

Currently, April is the cheapest month in which you can book a flight from San Diego to Key West (average of $160). Flying from San Diego to Key West in July is currently the most expensive (average of $438). 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 octubre 23, 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
7.9
Good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

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
7.9
Good
7,982 reviews
Delta
7.9
Good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

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
11,032 reviews
Delta
7.9
Good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

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.

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

    There are many flights that can get you from San Diego to Key West in 8h 53m. Fly via American Airlines or Delta to get the fastest option. The distance between San Diego and Key West is about 2209 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $309. 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, April is the cheapest month in which you can book a flight from San Diego to Key West (average of $160). Flying from San Diego to Key West in July is currently the most expensive (average of $438). 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 octubre 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$433FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$309Average$546FlexibilityNo cancel feeOn-time71%

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