$195 Cheap Flights from Key West (EYW) to San Diego (SAN)

View $195 flight on Tue, Jan 13, 2026Opens in a new window

Popular airlines from Key West Intl. Airport (EYW) to San Diego Intl. Airport (SAN)

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

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

Prices were available within the past 7 days and start at $195 for one-way flights and $309 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Aug 5 - Mon, Aug 11
EYW
Key West
SAN
San Diego
$309 Roundtrip, found 3 days ago
$309
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Aug 5 from Key West to San Diego, returning Mon, Aug 11, priced at $309 found 3 days ago
American Airlines
Tue, Aug 5 - Mon, Aug 11
EYW
Key West
CLD
Carlsbad
$319 Roundtrip, found 3 days ago
$319
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Aug 5 from Key West to Carlsbad, returning Mon, Aug 11, priced at $319 found 3 days ago
Delta
Thu, Jul 17 - Tue, Jul 22
EYW
Key West
SAN
San Diego
$339 Roundtrip, found 6 days ago
$339
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Jul 17 from Key West to San Diego, returning Tue, Jul 22, priced at $339 found 6 days ago
American Airlines
Tue, Aug 5 - Mon, Aug 11
EYW
Key West
SAN
San Diego
$349 Roundtrip, found 3 days ago
$349
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Aug 5 from Key West to San Diego, returning Mon, Aug 11, priced at $349 found 3 days ago
Delta
Fri, Jul 18 - Tue, Jul 22
EYW
Key West
SAN
San Diego
$369 Roundtrip, found 6 days ago
$369
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Jul 18 from Key West to San Diego, returning Tue, Jul 22, priced at $369 found 6 days ago
American Airlines
Thu, Jul 17 - Sun, Jul 20
EYW
Key West
SAN
San Diego
$374 Roundtrip, found 2 days ago
$374
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jul 17 from Key West to San Diego, returning Sun, Jul 20, priced at $374 found 2 days ago
American Airlines
Wed, Dec 31 - Thu, Jan 8
EYW
Key West
SAN
San Diego
$387 Roundtrip, found 3 days ago
$387
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Dec 31 from Key West to San Diego, returning Thu, Jan 8, priced at $387 found 3 days ago
American Airlines
Tue, Aug 5 - Mon, Aug 11
EYW
Key West
SAN
San Diego
$409 Roundtrip, found 3 days ago
$409
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Aug 5 from Key West to San Diego, returning Mon, Aug 11, priced at $409 found 3 days ago
JetBlue Airways
Thu, Nov 6 - Sun, Nov 9
EYW
Key West
SAN
San Diego
$573 Roundtrip, found 4 days ago
$573
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Nov 6 from Key West to San Diego, returning Sun, Nov 9, priced at $573 found 4 days ago
United
Tue, Jul 1 - Tue, Jul 8
EYW
Key West
SAN
San Diego
$794 Roundtrip, found 8 hours ago
$794
Roundtrip
found 8 hours ago
Select United flight, departing Tue, Jul 1 from Key West to San Diego, returning Tue, Jul 8, priced at $794 found 8 hours ago

Find the cheapest month to fly from Key West (EYW) to San Diego (SAN)

May is typically the cheapest month to fly

From $254 - $823 per traveler.

Graph displaying average flight prices per month

Flights from Key West (EYW) to San Diego (SAN)
Origin airport
Key West Intl.
Destination airport
San Diego Intl.
Roundtrip price
$308
Distance
2210 mi
Average flight time
10 hours 39 mins

Key West to San Diego Flights

The cheapest times to fly from Key West to San Diego

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Key West to San Diego are during the month of August. You can find some of the cheapest flights from Key West to San Diego with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Key West to San Diego

Sunday is one of the best days to book for cheap flights from Key West to San Diego: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Key West to San Diego

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Key West to San Diego in 2025. You can also book with separate airlines for your outbound and return journeys, from $195 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Key West to San Diego flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Key West to San Diego airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Key West Intl. Airport (EYW) to San Diego Intl. Airport (SAN) cost?
Discover the latest flight deals from EYW to SAN by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from EYW to SAN?
The cheapest flights from EYW to SAN are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from EYW to SAN?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from EYW to SAN. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Key West Intl. Airport (EYW) to San Diego Intl. Airport (SAN)?
There are no daily direct flights available from Key West Intl. Airport (EYW) to San Diego Intl. Airport (SAN). But you can choose flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from EYW to SAN?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* But this can change based on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Key West Intl. Airport (EYW) to San Diego Intl. Airport (SAN)?
Select a flight from Key West Intl. Airport (EYW) to San Diego Intl. Airport (SAN) that takes off before 3 PM to reduce the risk of delays and cancellations. Later departures are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Key West Intl. Airport (EYW) to San Diego Intl. Airport (SAN) last-minute?
Last-minute bookings from EYW to SAN are usually more expensive. To secure the lowest prices, start looking for flights as early as possible. That said, if your travel plans are flexible, you may find a cheap ticket right before you leave.
Is it cheaper to book an EYW to SAN flight and hotel package?
Compared with arranging hotels and flights separately, booking an EYW to SAN flight and hotel package with Expedia could result in significant savings. Better still, managing everything in one place will take the hassle out of planning your trip. Simply pick your flights and choose from our wide range of hotels, then customize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Key West Intl. Airport (EYW) to San Diego Intl. Airport (SAN)?
If you reserved your EYW to SAN flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more details.

Explore a world of travel with Expedia

*Available to One Key members.