HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$265+ Cheap flights from San Diego to Key West (SAN - EYW)

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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — EYW
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Diego to Key West 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 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 December 28, 2025.

This American Airlines deal was found by Cheapflights users on 12/27. 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 12/3110:01 pmSAN - EYW
1 stop11h 07mAmerican Airlines
Sun 1/48:00 amEYW - SAN
1 stop8h 33mAmerican Airlines
Deal found 12/27$1,003
This United Airlines deal was found by Cheapflights users on 12/27. 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.
Sat 12/2710:30 pmSAN - EYW
1 stop11h 04mUnited Airlines
Sat 1/34:29 pmEYW - SAN
2 stops20h 10mUnited Airlines
Deal found 12/27$1,173
This United Airlines deal was found by Cheapflights users on 12/27. 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 12/317:55 pmSAN - EYW
2 stops12h 46mUnited Airlines
Sun 1/45:10 pmEYW - SAN
3 stops24h 48mUnited Airlines
Deal found 12/27$1,218
This American Airlines deal was found by Cheapflights users on 12/27. 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 12/2710:30 pmSAN - EYW
1 stop15h 14mAmerican Airlines
Sat 1/31:56 pmEYW - SAN
1 stop11h 59mAmerican Airlines
Deal found 12/27$1,805
This Alaska Airlines deal was found by Cheapflights users on 12/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:25 amSAN - EYW
3 stops22h 14mAlaska Airlines
Sun 1/411:13 amEYW - SAN
3 stops25h 12mAlaska Airlines
Deal found 12/27$2,033

Find 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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$265
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$572
Provider with most accurate pricing for San Diego-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Key West flights.
Search Deals
From San Diego to Key West
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 28, 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

Sat 1/24

1:27 pm-11:56 pm

1 stop7h 29m

Key West

Wed 1/28

6:06 am-12:27 pm

1 stop9h 21m

$265

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Fri 1/23

6:20 am-4:24 pm

1 stop7h 04m

Key West

Tue 1/27

1:22 pm-8:36 pm

1 stop10h 14m

$265

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Wed 5/6

9:28 am-10:57 pm

2 stops10h 29m

Key West

Tue 5/12

11:56 am-8:09 pm

1 stop11h 13m

$270

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Thu 1/29

1:27 pm-11:56 pm

1 stop7h 29m

Key West

Mon 2/2

4:37 pm-11:09 pm

1 stop9h 32m

$322

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Wed 1/28

1:27 pm-11:56 pm

1 stop7h 29m

Key West

Mon 2/2

4:37 pm-11:09 pm

1 stop9h 32m

$379

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Sat 1/10

10:30 pm-11:29 am

1 stop9h 59m

Key West

Wed 1/14

7:10 am-12:55 pm

1 stop8h 45m

$385

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Sun 4/19

10:15 pm-10:53 am

1 stop9h 38m

$745

San DiegoKey West

SAN - EYW

SANEYW

San Diego

Sun 4/19

7:14 pm-3:57 pm

2 stops17h 43m

$842

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Diego-Key West flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 December 28, 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
8,019 reviews

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

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
8,019 reviews
Delta
7.9
Good
8,019 reviews

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

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
11,072 reviews
Delta
7.9
Good
8,019 reviews

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

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 7h 29m. Fly via American Airlines to get the fastest option. The distance between San Diego and Key West is about 2209 mi.

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

    Currently priced at $269, 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 $314. You may be able to fly from San Diego to Key West for 47% 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Diego to Key West

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Miami flights
Los Angeles to Orlando flights
Los Angeles to Fort Lauderdale flights
San Francisco to Miami flights
San Francisco to Orlando flights
San Francisco to Fort Lauderdale flights
Los Angeles to Tampa flights
Ontario to Orlando flights
San Diego to Orlando flights
Ontario to Miami flights
Burbank to Fort Lauderdale flights
Las Vegas to Orlando flights
Las Vegas to Miami flights
Las Vegas to Fort Lauderdale flights
San Diego to Miami flights
San Francisco to Tampa flights
Santa Ana to Orlando flights
Los Angeles to West Palm Beach flights
Sacramento to Orlando flights
San Diego to Fort Lauderdale flights
Ontario to Fort Lauderdale flights
San Diego to Tampa flights
Santa Ana to Fort Lauderdale flights
Ontario to Tampa flights
San Jose to Miami flights
Santa Ana to Miami flights
San Jose to Orlando flights
Las Vegas to Tampa flights
Santa Ana to Tampa flights
Fresno to Orlando flights
San Francisco to West Palm Beach flights
Sacramento to Miami flights
San Jose to Fort Lauderdale flights
Sacramento to Fort Lauderdale flights
Burbank to Orlando flights
Oakland to Orlando flights
Los Angeles to Jacksonville flights
Oakland to Miami flights
San Francisco to Fort Myers flights
San Francisco to Jacksonville flights
Los Angeles to Fort Myers flights
Burbank to Miami flights
Oakland to Fort Lauderdale flights
Ontario to Jacksonville flights
Reno to Orlando flights
Fresno to Miami flights
San Jose to West Palm Beach flights
Ontario to West Palm Beach flights
Medford to Orlando flights
San Diego to Sarasota flights

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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$458FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$314Average$546FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.