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Key West

$375+ Cheap flights from San Jose 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — EYW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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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 September 16, 2025.

Round-trip from

$412
(American Airlines)

One-way from

$375
(Kiwi.com)
From San Jose to Key West
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One-way flight from San Jose to Key West
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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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 12/86:10 amSJC - EYW
2 stops13h 57mAmerican Airlines
Sat 12/137:00 amEYW - SJC
2 stops9h 41mAmerican Airlines
Deal found 9/14$412
This American Airlines deal was found by Cheapflights users on 9/16. 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 12/116:10 amSJC - EYW
2 stops13h 57mAmerican Airlines
Thu 12/182:30 pmEYW - SJC
1 stop9h 43mAmerican Airlines
Deal found 9/16$450
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 9/306:35 amSJC - EYW
1 stop7h 40mDelta
Sat 10/411:50 amEYW - SJC
2 stops14h 05mDelta
Deal found 9/15$521
This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 10/1310:25 pmSJC - EYW
1 stop10h 02mDelta
Mon 10/201:57 pmEYW - SJC
1 stop9h 02mDelta
Deal found 9/15$527
This Delta deal was found by Cheapflights users on 9/15. 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 12/67:45 pmSJC - EYW
2 stops12h 55mDelta
Sat 12/133:01 pmEYW - SJC
1 stop11h 00mDelta
Deal found 9/15$549
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 12/116:25 amSJC - EYW
1 stop7h 45mDelta
Thu 12/183:01 pmEYW - SJC
1 stop11h 00mDelta
Deal found 9/16$554
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 12/810:25 pmSJC - EYW
1 stop10h 15mDelta
Sat 12/133:01 pmEYW - SJC
1 stop11h 00mDelta
Deal found 9/14$557

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 September 16, 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

Mon 12/8

6:10 am-11:07 pm

2 stops13h 57m

Key West

Sat 12/13

7:00 am-1:41 pm

2 stops9h 41m

$412

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Thu 12/11

6:10 am-11:07 pm

2 stops13h 57m

Key West

Thu 12/18

2:30 pm-9:13 pm

1 stop9h 43m

$450

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Tue 9/30

6:35 am-5:15 pm

1 stop7h 40m

Key West

Sat 10/4

11:50 am-10:55 pm

2 stops14h 05m

$521

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Mon 10/13

10:25 pm-11:27 am

1 stop10h 02m

Key West

Mon 10/20

1:57 pm-7:59 pm

1 stop9h 02m

$527

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Sat 12/6

7:45 pm-11:40 am

2 stops12h 55m

Key West

Sat 12/13

3:01 pm-11:01 pm

1 stop11h 00m

$549

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Mon 12/8

10:25 pm-11:40 am

1 stop10h 15m

Key West

Sat 12/13

3:01 pm-11:01 pm

1 stop11h 00m

$557

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Wed 10/1

6:35 am-8:07 pm

1 stop10h 32m

Key West

Sun 10/5

6:10 pm-10:50 pm

1 stop7h 40m

$584

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Sun 2/15

11:37 am-9:09 am

2 stops18h 32m

$375

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Sun 2/15

10:30 pm-11:03 am

1 stop9h 33m

$409

San JoseKey West

SJC - EYW

SJCEYW

San Jose

Fri 12/5

10:25 pm-11:40 am

1 stop10h 15m

$409

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 14 results
1
2

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 to Key West?

Currently, August is the cheapest month in which you can book a flight from San Jose to Key West (average of $328). Flying from San Jose to Key West in March is currently the most expensive (average of $491). 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 September 16, 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
10,000 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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 to Key West?

    American Airlines and Delta can get you from San Jose to Key West in just under 7h 40m. Your travel time can differ by up to 6h 17m. 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 to Key West round-trip?

    Currently priced at $308, American Airlines will fly you from San Jose to Key West and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip.

  • 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 to Key West?

    Currently, August is the cheapest month in which you can book a flight from San Jose to Key West (average of $328). Flying from San Jose to Key West in March is currently the most expensive (average of $491). 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.

See more FAQs

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$308Average$506FlexibilityNo cancel feeOn-time71%

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