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 (CHI) to West Palm Beach (PBI)
       Depart 01 Nov 16
       Return 08 Nov 16

      Flying with Frontier Airlines

      Price subject to availability

       
      Chicago (CHI) to West Palm Beach (PBI)
       Depart 01 Nov 16
       Return 08 Nov 16

      Flying with Frontier Airlines

      Price subject to availability

       
      Chicago (ORD) to Orlando (MCO)
       Depart 16 Nov 16
       Return 21 Nov 16

      Price subject to availability

       
      Chicago (CHI) to Orlando (ORL)
       Depart 12 Oct 16
       Return 19 Oct 16

      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 is 7% more expensive than Naples
      Chicago Naples
      1 bedroom apartment downtown$1554.10$990.00
      3 bedroom apartment in the suburbs$1834.15$1291.67
      Large bottle of water$1.77$1.00
      1 hour taxi waiting fee$20.00$30.00
      source

        Facts and figures about flying from Chicago to Naples

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