Cheap flights from Chicago, IL to Westchester County, New York, NY

Travelers frequently search for route combinations, such as Chicago and Las Vegas, Guadalajara, Denver, Orlando, Phoenix, Mexico City, Paris, Barcelona, Tampa, Miami, London, Rome, Los Angeles, Madrid, Fort Myers, Athens, San Francisco, New York, Austin, Atlanta.

Travelers frequently search for route combinations, such as Westchester County and San Jose, Cancún, Miami, Orlando, West Palm Beach, Denver, San Antonio, New York, Las Vegas, Los Angeles, Atlanta, Dallas, Phoenix, Philadelphia, San Francisco, Houston, San Juan, Washington, D.C., Fort Lauderdale, Tampa.

The main airport in Westchester County is Westchester County. It is also served by John F. Kennedy International, Newark Liberty International, Philadelphia International, LaGuardia, Bradley International, New York Stewart International Airport, Rhode Island T. F. Green Int'l Airport, Trenton–Mercer, Westchester County, Lehigh Valley International.

Currently, you can fly between Chicago and Westchester County with United Airlines, Cape Air.

If you don’t have specific dates for your trip between Chicago and Westchester County, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Traveling between Chicago and Westchester County, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What's more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

There are a number of airports in and around Westchester County. The main one is Westchester County and other nearby airports include John F. Kennedy International, Newark Liberty International, Philadelphia International, LaGuardia, Bradley International, New York Stewart International Airport, Rhode Island T. F. Green Int'l Airport, Trenton–Mercer, Westchester County, Lehigh Valley International.

This depends on the airline's flight schedule. You can easily select your preferred departure time when you search on our website or mobile app. Choose the time of day you wish to depart from Chicago, such as morning, afternoon, evening, or night, or select the exact hours for departure.

This depends on the airline's flight schedule. You can easily select your preferred arrival time when you search on our website or mobile app. Choose the time of day you wish to arrive at Westchester County, such as morning, afternoon, evening, or night, or select the exact hours for arrival.