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Key West

$370+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — EYW
Nov 23 — Nov 301
Sun 11/23
Sun 11/30
1 adult, Economy
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Find 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 October 24, 2025.

This Delta deal was found by Cheapflights users on 10/21. 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.
Wed 12/36:35 amSJC - EYW
1 stop7h 40mDelta
Wed 1/72:35 pmEYW - SJC
1 stop9h 57mDelta
Deal found 10/21$392
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/36:00 amSJC - EYW
2 stops14h 07mAmerican Airlines
Wed 1/76:06 amEYW - SJC
2 stops10h 41mAmerican Airlines
Deal found 10/21$393
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 10/306:00 amSJC - EYW
1 stop7h 13mAmerican Airlines
Sun 11/28:06 amEYW - SJC
2 stops13h 38mAmerican Airlines
Deal found 10/22$802
This Delta deal was found by Cheapflights users on 10/23. 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.
Wed 12/246:35 amSJC - EYW
1 stop10h 08mDelta
Mon 12/2911:47 amEYW - SJC
1 stop10h 21mDelta
Deal found 10/23$939
This American Airlines deal was found by Cheapflights users on 10/23. 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 12/246:00 amSJC - EYW
1 stop7h 30mAmerican Airlines
Mon 12/298:00 amEYW - SJC
2 stops13h 47mAmerican Airlines
Deal found 10/23$946
This United Airlines deal was found by Cheapflights users on 10/21. 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 12/312:40 pmSJC - EYW
3 stops23h 44mUnited Airlines
Wed 1/72:25 pmEYW - SJC
2 stops26h 14mUnited Airlines
Deal found 10/21$947
This American Airlines deal was found by Cheapflights users on 10/23. 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 12/246:00 amSJC - EYW
1 stop7h 30mAmerican Airlines
Tue 12/304:03 pmEYW - SJC
2 stops9h 17mAmerican Airlines
Deal found 10/23$1,010
This Delta deal was found by Cheapflights users on 10/23. 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.
Wed 12/246:35 amSJC - EYW
1 stop10h 08mDelta
Tue 12/301:02 pmEYW - SJC
1 stop9h 06mDelta
Deal found 10/23$1,033
This United Airlines deal was found by Cheapflights users on 10/23. 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 12/242:29 pmSJC - EYW
2 stops21h 43mUnited Airlines
Mon 12/293:09 pmEYW - SJC
2 stops25h 24mUnited Airlines
Deal found 10/23$1,095

Cheap 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 October 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$392
(Delta)

One-way from

$370
(Delta)
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
Search Deals
One-way flight from San Jose to Key West
Search Deals

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 October 24, 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

Wed 12/3

6:35 am-5:15 pm

1 stop7h 40m

Key West

Wed 1/7

2:35 pm-9:32 pm

1 stop9h 57m

$392

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Wed 12/3

6:00 am-11:07 pm

2 stops14h 07m

Key West

Wed 1/7

6:06 am-1:47 pm

2 stops10h 41m

$393

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Thu 3/12

10:30 pm-11:03 am

1 stop9h 33m

Key West

Wed 3/18

2:35 pm-9:32 pm

1 stop9h 57m

$639

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Tue 3/10

5:45 am-7:44 pm

2 stops10h 59m

Key West

Wed 3/11

2:35 pm-9:32 pm

1 stop9h 57m

$717

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Thu 3/12

3:35 pm-4:08 pm

2 stops21h 33m

Key West

Wed 3/18

3:48 pm-10:30 pm

1 stop9h 42m

$772

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Tue 3/10

6:10 am-4:05 pm

1 stop6h 55m

Key West

Wed 3/11

3:48 pm-8:46 pm

1 stop7h 58m

$785

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Wed 12/24

6:35 am-7:43 pm

1 stop10h 08m

$370

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Tue 12/23

10:55 pm-12:07 pm

1 stop10h 12m

$490

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Wed 12/24

2:29 pm-3:48 pm

2 stops22h 19m

$548

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Thu 12/25

2:29 pm-3:48 pm

2 stops22h 19m

$610

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice 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 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 FlightHub the most. FlightHub 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 October 24, 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
11,033 reviews

Overall

7.2

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.4

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
11,033 reviews
American Airlines
7.2
Good
11,033 reviews

Overall

7.2

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.4

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 7h 40m. 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 October 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$308Average$503FlexibilityNo cancel feeOn-time71%

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