SAN - EYW

$195 Find Cheap Flights from San Diego to Key West - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Diego to Key West departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$369
Typical prices: $334-$364
United Airlines
Tue 9/29Sat 10/3
SAN - EYW • 1 stop
Cheapest one-way
$195
Multiple Airlines
Sat 9/26
SAN - EYW • 2 stops
Top airlines
Cheapest • from $369 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
Not available
There are currently no direct flights between San Diego and Key West. You'll need at least 1 connection.
Insights
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Insights
Top layover airports
Cheapest • Avg $379 (round-trip)
Shortest trip • 6h 42m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 47% price drop
Most popular
Good to know
Good to know
+1
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Good to know
+1
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We hope you love your trip to Key West!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from San Diego to Key West (SAN-EYW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Diego to Key West that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Diego to Key West

Tue, Sep 29 - Sat, Oct 3
United Airlines Logo
10:20 pm - 1:29 pm
SAN
-
EYW
12h 09m
1 stop
United Airlines Logo
4:00 pm - 10:41 pm
EYW
-
SAN
9h 41m
1 stop
$369United Airlines
Fri, Aug 14 - Tue, Aug 18
Delta Logo
10:25 pm - 10:50 am
SAN
-
EYW
9h 25m
1 stop
Delta Logo
6:15 pm - 11:00 pm
EYW
-
SAN
7h 45m
1 stop
$411Delta
Sun, Sep 27 - Fri, Oct 2
Multiple Airlines Logo
12:37 pm - 11:19 am
SAN
-
EYW
19h 42m
1 stop
Multiple Airlines Logo
12:59 pm - 3:41 pm
EYW
-
SAN
29h 42m
2 stops
$416Multiple Airlines
Fri, Aug 14 - Tue, Aug 18
Delta Logo
8:00 am - 7:57 pm
SAN
-
EYW
8h 57m
1 stop
Delta Logo
6:15 pm - 11:00 pm
EYW
-
SAN
7h 45m
1 stop
$421Delta
Thu, Sep 10 - Mon, Sep 14
Breeze Airways Logo
12:37 pm - 10:19 am
SAN
-
EYW
18h 42m
2 stops
Breeze Airways Logo
11:59 am - 12:37 pm
EYW
-
SAN
27h 38m
1 stop
$424Breeze Airways
Sun, Sep 27 - Sun, Oct 4
Multiple Airlines Logo
12:37 pm - 11:19 am
SAN
-
EYW
19h 42m
1 stop
Multiple Airlines Logo
10:59 am - 9:41 am
EYW
-
SAN
25h 42m
2 stops
$433Multiple Airlines
Tue, Sep 8 - Mon, Sep 14
Multiple Airlines Logo
3:45 pm - 9:24 am
SAN
-
EYW
14h 39m
2 stops
Multiple Airlines Logo
11:59 am - 12:37 pm
EYW
-
SAN
27h 38m
1 stop
$440Multiple Airlines
Mon, Aug 17 - Mon, Aug 24
Breeze Airways Logo
12:33 pm - 11:06 am
SAN
-
EYW
43h 33m
2 stops
Breeze Airways Logo
11:07 am - 12:09 pm
EYW
-
SAN
28h 02m
1 stop
$442Breeze Airways
Sun, Sep 27 - Sat, Oct 3
Multiple Airlines Logo
12:37 pm - 11:19 am
SAN
-
EYW
19h 42m
1 stop
Multiple Airlines Logo
10:04 am - 9:41 am
EYW
-
SAN
26h 37m
2 stops
$459Multiple Airlines
Tue, Sep 8 - Tue, Sep 15
Delta Logo
6:20 am - 5:24 pm
SAN
-
EYW
8h 04m
1 stop
Delta Logo
11:42 am - 5:06 pm
EYW
-
SAN
8h 24m
1 stop
$460Delta
Booking Insights

KAYAK's insights & trends for San Diego to Key West flights

Get data-powered insights and trends into flights from San Diego to Key West to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from San Diego to Key West?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Diego to Key West, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San Diego to Key West is September, where tickets cost $314 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $1,127 and $910 respectively.

Good to know

Low season

July

Cheapest flight

$195
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from San Diego to Key West

When to book flights from San Diego to Key West

Are your dates flexible? Find out the best times to travel from San Diego to Key West based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from San Diego to Key West

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

    In the last 5 days, the lowest price for a flight from San Diego to Key West was $195 for a one-way ticket and $369 for a round-trip.

  • Do I need a passport to fly between San Diego and Key West?

    A passport is not required to fly from San Diego to Key West.

  • Which aircraft models fly most regularly from San Diego to Key West?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from San Diego to Key West?

    oneworld is the only airline alliance operating flights between San Diego and Key West.

  • How does KAYAK find such low prices on flights from San Diego to Key West?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Diego to Key West.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Diego to Key West?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from San Diego is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Diego to Key West?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Key West with an airline and back to San Diego with another airline. Booking your flights between San Diego and EYW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Diego to Key West?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Key West from San Diego up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from San Diego to Key West

 
See real verified KAYAK customer reviews for airlines flying from San Diego to Key West. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Diego to Key West? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11820 reviews
7.9Crew
7.5Boarding
6.4Food
7.2Comfort
6.8Entertainment
Airline reviews

Well, true to American Airlines, both of my flights were delayed. But it’s a good thing that American is so consistently incompetent because if the first flight was delayed in the second flight was on time then I might’ve had a problem..

4.0 OkayStephen, Jul 2026
SAN - DFW
Read more American Airlines reviews

Well, true to American Airlines, both of my flights were delayed. But it’s a good thing that American is so consistently incompetent because if the first flight was delayed in the second flight was on time then I might’ve had a problem..

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

I paid for what I got which was cheap, I brought my own entertainment. I knew what to expect, so I could be prepared. If you’re flying economy, check in early like me. I have no problems with my flight, was on time, staff were friendly, and overall good experience.

The inability to be flexible when you need to change a Basic Economy flight, when your company demands you book through a third party, causes raw feelings about the whole experience. A major airline should realize business and personal plans change all the time. I must save my company money on travel. Even if you have to charge me for the change, I get it. But being so rigid with a policy is not the best customer service.

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

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

Information on your arrival and departure airports