Southwest AirlinesDepart13:35
Mon, Dec 21CLE → SJU
6h 20m · 2 stops
$132one way, per person
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- Cheapest fare
- $132
- Cheapest month
- December
- Direct flights
- Not recently
- Quickest trip
- 6h 20m
Southwest Airlines · Mon, Dec 21
from $132
Usually 1+ stop
2,960 km
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Cheapest month to fly from Cleveland to San Juan
Lowest one-way fare per person in each month. Choose a month to see every date.
Cheapest dates in December 2026
The lowest fares we've seen for each day, cheapest first.
Southwest AirlinesPlan the rest of your trip to San Juan
Where to stay, what to do and getting around, from our travel partners.
About flights from Cleveland to San Juan
Cleveland (CLE) and San Juan (SJU) are about 2,960 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 6h 20m. Over the next few months, one-way fares start from $132, and December 2026 is currently the cheapest month to fly.
These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.
Frequently asked questions
How much is a flight from Cleveland to San Juan?
The cheapest one-way fare we've seen recently is $132 with Southwest Airlines, departing Monday, December 21, 2026.
What is the cheapest month to fly from Cleveland to San Juan?
December 2026 currently has the lowest fares, from $132 one way.
Are there direct flights from Cleveland to San Juan?
We haven't seen direct fares recently, so most journeys include at least one stop.
How long is the flight from Cleveland to San Juan?
The quickest journey we've seen takes about 6h 20m. Cleveland and San Juan are around 2,960 km apart.
Which airlines fly from Cleveland to San Juan?
Recent fares on this route were with Southwest Airlines.
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