How to estimate the price of a flight from Chicago to Florence?

It depends. Prices for flights from Chicago to Florence fluctuate based on several factors.

Select your dates to check current offers.

Checking fares across several nearby dates can help you see which days offer the best deals. Jetcost lets you track price changes and grab the best opportunities.

Planning flights between Chicago and Florence? Don’t forget the airport options

Especially when flying to medium or large cities, it's worth checking all possible airport combinations before booking.

• Airports in Chicago: 3 airports are listed in Chicago - Midway, O'Hare, Rockford.
• Airports in Florence: Only Florence - Peretola is currently available.

Check for differences in transport costs to and from each airport — they affect your total spend. Choosing the right airport can make a real difference in price and timing.

Adjust your flight filters for Chicago – Florence

Jetcost gives you tools to search smarter. Pick your ideal price range, airline, departure time, and flight type — then compare offers from the best travel agencies and carriers.

Other popular destinations

Planning a trip to Italy? These cities are popular too: Catania, Milan, Naples, Palermo, Rome.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.