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Key West

$190+ Cheap flights from San Jose, CA to Key West (SJC - 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — EYW
ene. 25 — feb. 11
dom. 1/25
dom. 2/1
1 adult, Economy
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Cheap flight deals from San Jose to Key West

Cheapest flights from San Jose to Key West
Explore the most affordable flight options available from San Jose to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 26, 2025.

This American Airlines deal was found by Cheapflights users on 12/24. 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.
vie. 12/266:10 amSJC - EYW
2 stops13h 34mAmerican Airlines
mié. 12/3111:47 amEYW - SJC
2 stops9h 46mAmerican Airlines
Deal found 12/24$699
This Delta deal was found by Cheapflights users on 12/24. 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.
vie. 12/266:35 amSJC - EYW
1 stop7h 47mDelta
mié. 12/3111:47 amEYW - SJC
1 stop10h 21mDelta
Deal found 12/24$959
This United Airlines deal was found by Cheapflights users on 12/24. 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.
vie. 12/2610:30 pmSJC - EYW
2 stops15h 32mUnited Airlines
mié. 12/315:10 pmEYW - SJC
3 stops23h 23mUnited Airlines
Deal found 12/24$1,424
This United Airlines deal was found by Cheapflights users on 12/24. 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.
mar. 12/3010:30 pmSJC - EYW
1 stop11h 04mUnited Airlines
vie. 1/212:22 pmEYW - SJC
2 stops35h 54mUnited Airlines
Deal found 12/24$3,596

Find flight deals from San Jose to Key West

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 diciembre 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$434
(Delta)

One-way from

$190
(Kiwi.com)
Provider with most accurate pricing for San Jose-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Key West flights.
Search Deals
From San Jose to Key West
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One-way flight from San Jose to Key West
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Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 diciembre 26, 2025.
Use the filters below to find and compare flights from San Jose to Key West that are best for you.

Fly from

San Jose

Fly to

Key West

Route

Depart

Return

Price

San JoseKey West

SJC - EYW

SJCEYW

San Jose

sáb. 1/10

6:00 am-4:23 pm

1 stop7h 23m

Key West

mié. 1/14

1:33 pm-9:29 pm

2 stops10h 56m

$434

San JoseKey West

SJC - EYW

SJCEYW

San Jose

vie. 1/9

10:45 pm-11:29 am

1 stop9h 44m

Key West

mar. 1/13

7:10 am-4:20 pm

2 stops12h 10m

$434

San JoseKey West

SJC - EYW

SJCEYW

San Jose

vie. 1/9

6:00 am-4:24 pm

1 stop7h 24m

Key West

mar. 1/13

6:06 am-1:42 pm

2 stops10h 36m

$434

San JoseKey West

SJC - EYW

SJCEYW

San Jose

vie. 5/1

5:57 am-3:59 pm

1 stop7h 02m

Key West

mar. 5/5

3:55 pm-8:35 pm

1 stop7h 40m

$564

San JoseKey West

SJC - EYW

SJCEYW

San Jose

vie. 5/1

3:41 pm-10:52 am

2 stops16h 11m

Key West

mar. 5/5

2:40 pm-10:34 pm

2 stops10h 54m

$573

San JoseKey West

SJC - EYW

SJCEYW

San Jose

jue. 1/8

6:00 am-9:47 pm

2 stops12h 47m

Key West

lun. 1/12

7:45 pm-9:24 am

2 stops16h 39m

$618

San JoseKey West

SJC - EYW

SJCEYW

San Jose

mié. 1/21

6:20 am-7:40 pm

2 stops10h 20m

Key West

dom. 1/25

7:10 am-12:56 pm

1 stop8h 46m

$644

San JoseKey West

SJC - EYW

SJCEYW

San Jose

jue. 1/15

7:31 pm-9:26 am

3 stops58h 55m

$190

San JoseKey West

SJC - EYW

SJCEYW

San Jose

dom. 2/15

6:42 pm-1:30 pm

2 stops15h 48m

$205

San JoseKey West

SJC - EYW

SJCEYW

San Jose

dom. 2/15

10:35 pm-10:59 am

1 stop9h 24m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 11 results
1
2

Compare providers for flights from San Jose 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 Jose to Key West in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Jose, California-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-Key West flights, Cheapflights users trust Expedia the most. Expedia 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 Jose, California-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 Jose to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from San Jose 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 Jose to Key West

What is the cheapest month to book a flight from San Jose, California to Key West?

Currently, August is the cheapest month in which you can book a flight from San Jose, California to Key West (average of $227). Flying from San Jose, California to Key West in September is currently the most expensive (average of $501). 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 diciembre 26, 2025.
See what other customers who have flown with American Airlines from San Jose to Key West have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,062 reviews

Comfort

7.2

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
American Airlines
7.2
Good
11,062 reviews
American Airlines
7.2
Good
11,062 reviews

Comfort

7.2

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

Related info for your journey

Find useful and relevant information for your journey from San Jose 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 Jose, California to Key West?

    Departing from San Jose, California to Key West will take you 9h 44m. Airlines will cover a distance of 2515 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on American Airlines is currently your cheapest option to Key West, with prices starting at $308.

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

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

  • How can I find direct flights from San Jose 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 Jose to Key West.

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

    Yes. Cheapflights offers flight deals from San Jose 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 Jose, California to Key West?

    Currently, August is the cheapest month in which you can book a flight from San Jose, California to Key West (average of $227). Flying from San Jose, California to Key West in September is currently the most expensive (average of $501). 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 airline flying from San Jose to Key West

Discover the top airline that operate flights from San Jose 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 diciembre 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$308Average$500FlexibilityNo cancel feeOn-time71%

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