When is the cheapest time to go to florida The cheapest time to visit Florida is typically during the off-peak season, which spans from late summer to early fall, specifically from mid-August to early October. During this period, tourist crowds thin out, leading to lower prices for flights, accommodations, and attractions. Additionally, traveling mid-week instead of weekends can result in further savings. While this season coincides with the hurricane season, planning ahead and monitoring weather forecasts can help ensure a budget-friendly and enjoyable trip.