Practical tips for finding the best flights from New York to Chicago

Not sure which airline offers the best deals for flights from New York to Chicago? Find out by using our tips and you'll be on your way in no time. A quick search through the database shows that prices for flights from New York to Chicago start at a reasonable $83. In comparison to other days of the week, flight prices on Mondays are up to 69 % more expensive. idealo users choose United Airlines 54 % of the time when flying this route.

For those of you pressed for time direct flights are definitely worth considering to cut down your travel time. Find one every day with either American Airlines, JetBlue Airways, Spirit Airlines or United Airlines. We've compared the prices and, with prices starting from $83 per ticket for a direct flight, this is the most affordable offer in our database. Prices for flights with stopovers start at $105, but if you're more interested in direct flights you can find tickets for only $83. After checking our database, it is clear that only 15 % of our users book stopover connections and 62 % prefer direct flights. The most popular stopover flights are those with stops in Cleveland or Boston. With a flight duration of 4 hours and 20 minutes, flights that stop in Cleveland are the fastest connections with a stopover. This connection is only 2 hours and 3 minutes longer than a direct flight. Whether you want to fly with American Airlines or another airline from New York to Chicago, here at idealo we can find the right deal for you.