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$359+ Cheap flights from San Jose, CA to Key West (SJC - EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — EYW
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
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 February 13, 2026.

This American Airlines deal was found by Cheapflights users on 2/12. 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 10/287:16 pm
SJC
-
EYW
2 stops13h 07m
American Airlines
Tue 11/1712:40 pm
EYW
-
SJC
2 stops12h 36m
American Airlines
Deal found 2/12$359
This Delta deal was found by Cheapflights users on 2/11. 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 10/287:15 am
SJC
-
EYW
1 stop9h 28m
Delta
Tue 11/1711:45 am
EYW
-
SJC
1 stop10h 07m
Delta
Deal found 2/11$379
This Delta deal was found by Cheapflights users on 2/11. 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 10/27:15 am
SJC
-
EYW
1 stop9h 30m
Delta
Tue 10/611:45 am
EYW
-
SJC
1 stop10h 07m
Delta
Deal found 2/11$432
This Delta deal was found by Cheapflights users on 2/9. 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.
Sat 2/1410:35 pm
SJC
-
EYW
1 stop9h 24m
Delta
Tue 2/172:46 pm
EYW
-
SJC
1 stop9h 32m
Delta
Deal found 2/9$515

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 February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$468
(American Airlines)

One-way from

$436
(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
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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 February 13, 2026.
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

Sat 2/28

8:50 am-4:07 pm

2 stops28h 17m

Key West

Wed 3/4

6:35 pm-10:56 pm

2 stops31h 21m

$795

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Wed 2/25

6:20 am-7:42 pm

2 stops10h 22m

Key West

Sun 3/1

7:10 am-12:39 pm

1 stop8h 29m

$1,054

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Wed 2/18

10:35 pm-10:59 am

1 stop9h 24m

$436

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Thu 2/19

10:35 pm-10:59 am

1 stop9h 24m

$490

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust 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 February 13, 2026.
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
11,275 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Food

6.4

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,275 reviews
American Airlines
7.2
Good
11,275 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Food

6.4

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 18m. 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 $354.

  • 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 February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$354Average$500FlexibilityNo cancel feeOn-time71%

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