Chicago to Naples flights

We compare hundreds of flights from Chicago to Naples from a range of airlines and travel agents to get you the best deals. Find cheap flights along this route.
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      We've found some great deals to other destinations in Florida. As you had searched for Naples, we thought you might be interested in these other destinations…

      Chicago (MDW) to Tampa (TPA)
       Depart 27 Jun 15
       Return 04 Jul 15

      Flying with Delta Air Lines

      Price subject to availability

       
      Chicago (ORD) to West Palm Beach (PBI)
       Depart 19 Jun 15
       Return 26 Jun 15

      Flying with Delta Air Lines

      Price subject to availability

       
      Chicago (CHI) to Tampa (TPA)
       Depart 17 Jun 15
       Return 24 Jun 15

      Price subject to availability

       
      Chicago (CHI) to Miami International (MIA)
       Depart 20 Sep 15
       Return 22 Sep 15

      Price subject to availability

       
      Chicago (CHI) to Miami International (MIA)
       Depart 25 Aug 15
       Return 01 Sep 15

      Flying with Frontier Airlines

      Price subject to availability

       
      Chicago (CHI) to Tampa (TPA)
       Depart 17 Jun 15
       Return 24 Jun 15

      Price subject to availability

       
      Chicago (ORD) to Miami International (MIA)
       Depart 26 Aug 15
       Return 02 Sep 15

      Flying with Frontier Airlines

      Price subject to availability

       
       

      Travel information for Chicago to Naples

      Photo of Florence   Florida
      Chicago to Naplesonly 1135 miles
      Here are some alternative departure airports for Chicago
      • Only 20.1 miles separate Chicago from Gary (GYY)
      • Only 65.8 miles separate Chicago from Benton Harbor (BEH)
      • Only 69.7 miles separate Chicago from South Bend (SBN)

       How much do things cost in Naples and Chicago?

      Chicago Naples
      Imported beer (0.33 liter bottle)$1.80$4.50
      Large bottle of water$1.86$1.50
      Cheap meal$11.00$12.00
      Bottle of local beer (0.5 liter)$1.75$2.50
      Cappuccino$3.77$3.50
      source

        Facts and figures about flying from Chicago to Naples

      • If you’re flying between Chicago and Naples Netjets Aviation is the most popular airline
      • From Chicago to Naples, about 4% of flights are diverted
      • Flights are unlikely to be delayed between Chicago and Naples
      • There is a very low cancellation rate for Chicago to Naples flights