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Key West

$173+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — EYW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$339
(JetBlue)

One-way from

$173
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$373
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. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/271:21 pmSAN - EYW
1 stop18h 10mMultiple Airlines
Thu 12/48:55 amEYW - SAN
2 stops28h 02mMultiple Airlines
Deal found 9/16$376
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/21:21 pmSAN - EYW
1 stop18h 10mMultiple Airlines
Mon 10/68:55 amEYW - SAN
2 stops17h 58mMultiple Airlines
Deal found 9/16$393
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 11/196:46 amSAN - EYW
1 stop8h 05mAmerican Airlines
Sun 11/237:00 amEYW - SAN
1 stop7h 27mAmerican Airlines
Deal found 9/15$432
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/21:21 pmSAN - EYW
1 stop18h 10mBreeze Airways
Mon 10/611:11 amEYW - SAN
1 stop28h 25mBreeze Airways
Deal found 9/16$443
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.
Fri 10/31:35 pmSAN - EYW
2 stops17h 32mMultiple Airlines
Mon 10/611:11 amEYW - SAN
1 stop28h 25mMultiple Airlines
Deal found 9/15$454
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.
Mon 12/158:00 amSAN - EYW
1 stop9h 03mDelta
Tue 12/236:20 pmEYW - SAN
1 stop8h 02mDelta
Deal found 9/15$457
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.
Sat 10/410:30 pmSAN - EYW
1 stop9h 25mDelta
Tue 10/76:17 pmEYW - SAN
1 stop7h 57mDelta
Deal found 9/15$465
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/188:00 amSAN - EYW
2 stops23h 19mMultiple Airlines
Mon 10/2011:11 amEYW - SAN
1 stop28h 25mMultiple Airlines
Deal found 9/16$468
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.
Sat 10/410:32 pmSAN - EYW
1 stop10h 33mAmerican Airlines
Tue 10/73:20 pmEYW - SAN
2 stops10h 04mAmerican Airlines
Deal found 9/15$470

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 September 17, 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

Thu 10/2

1:21 pm-10:31 am

1 stop18h 10m

Key West

Mon 10/6

8:55 am-11:53 pm

2 stops17h 58m

$393

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Thu 11/27

8:00 am-7:53 pm

1 stop8h 53m

Key West

Thu 12/4

6:05 pm-11:46 pm

1 stop8h 41m

$432

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

7:00 am-11:27 am

1 stop7h 27m

$432

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Thu 10/2

1:21 pm-10:31 am

1 stop18h 10m

Key West

Mon 10/6

11:11 am-12:36 pm

1 stop28h 25m

$443

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Fri 10/3

1:35 pm-10:07 am

2 stops17h 32m

Key West

Mon 10/6

11:11 am-12:36 pm

1 stop28h 25m

$454

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Mon 12/15

8:00 am-8:03 pm

1 stop9h 03m

Key West

Tue 12/23

6:20 pm-11:22 pm

1 stop8h 02m

$457

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Sat 10/4

10:30 pm-10:55 am

1 stop9h 25m

Key West

Tue 10/7

6:17 pm-11:14 pm

1 stop7h 57m

$465

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Sat 10/4

10:32 pm-12:05 pm

1 stop10h 33m

Key West

Tue 10/7

3:20 pm-10:24 pm

2 stops10h 04m

$470

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Sat 10/18

2:11 pm-3:06 pm

2 stops45h 55m

$179

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Fri 10/17

1:02 pm-8:15 am

2 stops40h 13m

$182

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 13 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

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 $491). 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 September 17, 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
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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 05m. Fly via Delta or American Airlines 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 $298. You may be able to fly from San Diego to Key West for 42% 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 $491). 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.

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$433FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$544FlexibilityNo cancel feeOn-time71%

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