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$181+ Cheap flights from Key West to San Diego (EYW - SAN)

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SAN
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$349
(American Airlines)

One-way from

$181
(Kiwi.com)
Provider with most accurate pricing for Key West-San Diego flight deals.
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Provider most trusted by Cheapflights users for Key West-San Diego flights.
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From Key West to San Diego
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One-way flight from Key West to San Diego
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Find flight deals from Key West to San Diego

Cheapest flights from Key West to San Diego
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 October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 11/124:18 pmEYW - SAN
1 stop9h 49mAmerican Airlines
Wed 11/196:46 amSAN - EYW
1 stop8h 05mAmerican Airlines
Deal found 10/28$349
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/2112:40 pmEYW - SAN
1 stop11h 20mAmerican Airlines
Mon 12/16:15 amSAN - EYW
1 stop7h 14mAmerican Airlines
Deal found 10/28$369
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/124:18 pmEYW - SAN
1 stop9h 49mAmerican Airlines
Sun 11/169:54 pmSAN - EYW
2 stops10h 20mAmerican Airlines
Deal found 10/27$384
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/1811:45 amEYW - SAN
2 stops12h 54mMultiple Airlines
Thu 11/201:21 pmSAN - EYW
1 stop18h 10mMultiple Airlines
Deal found 10/28$422
This Delta deal was found by Cheapflights users on 10/28. 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 10/314:00 pmEYW - SAN
1 stop10h 14mDelta
Sun 11/210:30 pmSAN - EYW
1 stop9h 57mDelta
Deal found 10/28$479

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 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Key West to San Diego that are best for you.

Fly from

Key West

Fly to

San Diego

Route

Depart

Return

Price

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Wed 11/12

4:18 pm-11:07 pm

1 stop9h 49m

San Diego

Wed 11/19

6:46 am-5:51 pm

1 stop8h 05m

$349

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Wed 11/12

4:00 pm-10:20 pm

1 stop9h 20m

San Diego

Sun 11/16

10:47 pm-2:04 pm

1 stop12h 17m

$369

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Fri 11/21

12:40 pm-6:51 pm

1 stop9h 11m

San Diego

Mon 12/1

8:25 am-11:50 pm

2 stops12h 25m

$374

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Tue 11/18

11:45 am-9:39 pm

2 stops12h 54m

San Diego

Thu 11/20

1:21 pm-10:31 am

1 stop18h 10m

$422

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Wed 12/10

4:31 pm-2:10 pm

3 stops48h 39m

$181

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Thu 1/1

12:20 pm-6:26 pm

2 stops33h 06m

$226

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Sun 11/9

8:55 am-4:40 pm

3 stops34h 45m

$237

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Sat 1/3

7:47 am-12:38 pm

3 stops55h 51m

$240

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Wed 12/10

4:05 pm-10:30 pm

1 stop9h 25m

$269

Key WestSan Diego

EYW - SAN

EYWSAN

Key West

Fri 1/2

9:57 am-12:11 pm

3 stops53h 14m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 13 results
1
2

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 October.
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 Key West-San Diego flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Key West-San Diego flight deals on Cheapflights vs. eDreams >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 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 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.
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 Key West to San Diego

What is the cheapest time of day to fly from EYW to SAN?

Find hourly flight availability from Key West to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 38% on flights from Key West to San Diego by exploring options for tickets in the evening.

Reviews of airlines servicing San Diego

Get insights into the airlines that provide service to San Diego. 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 San Diego. Reviews last updated October 29, 2025.
Read reviews from past customers who have flown American Airlines from Key West to San Diego. 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.
American Airlines
7.2
Good
11,030 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Crew

8.0

Comfort

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Crew

8.0

Comfort

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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.

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

    Departing from Key West to San Diego will take you 9h 20m. Key West and San Diego are separated by a distance of 2209 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Key West to San Diego round-trip?

    According to our current data, American Airlines ($299), offers the cheapest pricing from Key West to San Diego.

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

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

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

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

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

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

See more FAQs

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
Coronado
La Mesa
Poway
Lemon Grove
National City

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Top airline flying from Key West to San Diego

Discover the top airline that operate flights from Key West to San Diego. 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$299Average$333FlexibilityNo cancel feeOn-time71%

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