One Way Flights from Naples to Chicago

Some routes and certain times of the year, it is cheaper to buy two one-way tickets. Search and compare what best suits your needs.

Chicago Illinois

One Way Flights from Naples to Chicago

Flying one-way from Naples International Airport (NAP) to Chicago O'Hare International Airport (ORD) can often be the smarter choice. On certain routes and at specific times of the year, booking two separate one-way tickets can save you significant money compared to a roundtrip fare.

Chicago is famous for its stunning architecture, deep-dish pizza, and vibrant arts scene. The Windy City offers world-class museums like the Art Institute of Chicago, iconic landmarks such as Willis Tower, and the beautiful Lake Michigan waterfront.

Pro Tip: Compare one way prices with roundtrip fares - you might find that two one-way tickets from different airlines offer better value and more flexible scheduling!
  • Direct and connecting flights available from NAP to ORD
  • Flight time: 11-12 hours
  • Best time to visit: April to October
  • One-way from: $469

Popular Hotels in Chicago

Handpicked accommodations for an unforgettable Chicago experience

Midwest Vacation Packages

Explore Chicago and beyond with our curated Midwest packages

Airlines Flying Naples to Chicago

Choose from top carriers for your journey