Popular in | June |
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Cheapest in | September |
Average price | $269 |
Round-trip from | $209 |
Travelers have found that booking a Thursday departure is the best way to save up to 65% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 27 days in advance, which can save you up to 66% on flights from Chicago to Naples, Florida compared to booking the week you need them. Waiting 27 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $167. For sooner than that we have options available in the next 3 days from $330.
September can be a great time to fly to Naples, Florida from Chicago with a flight ticket averaging about $222. Cheapflights users have found deals in the month of September for as cheap as $52. The most expensive prices can be found in the month of March.
One of the essential ways to save on airfare from Chicago to Naples, Florida is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 60% on airfare.
Currently, September is the cheapest month in which you can book a flight from Chicago to Naples, Florida (average of $159). Flying from Chicago to Naples, Florida in June is currently the most expensive (average of $287). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
$197
February
$192
March
$224
April
$211
May
$238
June
$287
July
$263
August
$188
September
$159
October
$211
November
$238
December
$181
MIA Temperature | 68 - 84.2 °F |
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Yes, Cheapflights offers price alerts on Chicago to Naples flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.