Not sure which airline offers the best deals for flights from New York to Milwaukee? Find out with our tips and you'll be on your way in no time. By taking a look at our database, you can see that the cheapest ticket prices for flights from New York to Milwaukee start at $122. Stopover flights start at $122 and are great for fliers looking for the most affordable flights. A search through our database indicates that 66 % of idealo users opt for stopover connections. The most popular stopover flights are those with stops in Charlotte or Chicago. If you're looking for the fastest stopover connection, choose a flight with a stop in Charlotte and enjoy a flight time of 5 hours and 41 minutes. Whether you fly with a stopover in Charlotte or another airport from New York to Milwaukee, here at idealo we can find the right offer for you.