Cheap flights from New Haven to Chicago from $189

Travelers frequently search for route combinations, such as New Haven and Orlando, Bogotá, Fort Lauderdale, Phoenix, Dubai, San Francisco, Istanbul, Cancún, Tampa, Los Angeles, Philadelphia, Mexico City, Las Vegas, Dallas, Houston, Denver.

Travelers frequently search for route combinations, such as Chicago and Mexico City, New York, Guadalajara, Dallas, Houston, Atlanta, Los Angeles, Morelia, Orlando, Philadelphia, León, Tampa, San Francisco, Miami, Denver, Phoenix, Seattle, Monterrey, Las Vegas, Washington, D.C..

The main airport in New Haven is Tweed New Haven. It is also served by Newark Liberty International, Logan International, LaGuardia, Bradley International, Rhode Island T. F. Green Int'l Airport, New York Stewart International Airport, Albany International, Lehigh Valley International, Trenton–Mercer, Tweed New Haven.

The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, South Bend International, Dane County Regional, Fort Wayne International, General Mitchell International, Quad City International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, University of Illinois Willard.

Currently, you can fly between New Haven and Chicago with BREEZE, Frontier Airlines, Allegiant Air, JetBlue Airways, WestJet.

If you don’t have specific dates for your trip between New Haven and Chicago, 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 New Haven and Chicago, 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 New Haven. The main one is Tweed New Haven and other nearby airports include Newark Liberty International, Logan International, LaGuardia, Bradley International, Rhode Island T. F. Green Int'l Airport, New York Stewart International Airport, Albany International, Lehigh Valley International, Trenton–Mercer, Tweed New Haven

There are a number of airports in and around Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, South Bend International, Dane County Regional, Fort Wayne International, General Mitchell International, Quad City International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, University of Illinois Willard.