$240+ Cheap flights from Key West (EYW) to San José (SJO)
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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Aug 27 — Sep 31
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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One-way
One-way flights from Key West to San JoséSearch for one-way flight options from Key West to San José. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
Search for one-way flight options from Key West to San José. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:16 pm
EYW
- SJO
1 stop20h 14m
Breeze Airways
Deal found 7/24![Breeze Airways logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/810:59 am
EYW
- SJO
3 stops35h 53m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/610:59 am
EYW
- SJO
1 stop29h 19m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Tue 12/88:04 pm
EYW
- SJO
2 stops18h 58m
American Airlines
Deal found 7/24![American Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Sun 12/64:53 pm
EYW
- SJO
2 stops20h 28m
American Airlines
Deal found 7/24![American Airlines logo]()
$379
Cheapflights Fare Finder
Customize your flight search to find flights from Key West to San José 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 July 28, 2026.
Use the filters below to find and compare flights from Key West to San José that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest one-way
Key WestSan José
EYW - SJO
EYWSJO
Key West
Tue 12/8
1:16 pm-8:30 am
1 stop20h 14m
$240
Key WestSan José
EYW - SJO
EYWSJO
Key West
Sun 12/6
10:59 am-3:18 pm
1 stop29h 19m
$373
Quickest one-way
Key WestSan José
EYW - SJO
EYWSJO
Key West
Tue 12/8
8:04 pm-2:02 pm
2 stops18h 58m
$374
Key WestSan José
EYW - SJO
EYWSJO
Key West
Sun 12/6
4:53 pm-12:21 pm
2 stops20h 28m
$379
Sorted by cheapest first
Best time to book a flight from Key West to San José
Have a flexible travel schedule? Discover the best time to fly to San José from Key West with our price prediction graph.
EYW-SJO
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.
Reviews of airlines servicing San José
Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated July 28, 2026.
Read reviews from past customers who have flown American Airlines from Key West to San José. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.1
Crew
7.9
Boarding
7.5
Food
6.4
Comfort
7.2
Entertainment
6.8
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Overall
7.1
Crew
7.9
Boarding
7.5
Food
6.4
Comfort
7.2
Entertainment
6.8
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Related info for your journey
Find useful and relevant information for your journey from Key West to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Jacó
Heredia
Dominical
Manuel Antonio
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Key West and San José flights
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Top airline flying from Key West to San José
Discover the top airline that operate flights from Key West to San José. 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 July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$523 | Average$747 | FlexibilityNo cancel fee | On-time71% |