Cheap Flights from Chicago to New York
Compare cheap flights from Chicago (ORD) to New York (JFK) on Tripile, with fares from around $109. The route takes about 2h 20m, and October is often the best month for low prices.
Airlines on This Route
Popular airlines flying Chicago to New York include American Airlines, United, Delta, JetBlue. Compare their schedules, baggage rules, and prices side by side, then book the option that fits your trip.
With 4 carriers commonly serving ORD to JFK, departure times are spread across the day, so it is worth checking early-morning and late-evening flights when you want the lowest fare on a 2h 20m sector.
When to Book ORD to JFK
Fares on this route start from around $109, and October typically brings the lowest prices. Search with flexible dates to compare a whole month at once, check the return leg from New York to Chicago in the same search, and review the fare rules before paying so you know what a change or cancellation would cost.