When is the cheapest time to go to florida the cheapest time to visit Florida is typically during late spring (April to early June) and fall (September to early November). These off-peak periods offer lower prices on flights and accommodations due to reduced tourist activity. Late spring provides pleasant weather with lower humidity, while fall brings cooler temperatures but includes the risk of hurricanes. Avoiding the high demand of the winter and summer seasons ensures more affordable rates and fewer crowds, making these times ideal for budget-conscious travelers.