When is the cheapest time to go to florida the cheapest time to visit Florida is generally in late spring (April to early June) and fall (September to early November). During these periods, both airfare and accommodation rates drop due to lower tourist demand. Late spring offers warm, pleasant weather with manageable humidity, while fall features cooler temperatures but comes with the risk of hurricanes. Traveling during these off-peak times helps avoid the high costs and crowds of the winter and summer peak seasons, making for a more affordable and relaxed trip.