New York (JFK) to Chicago (CHI): 738 miles (1,188 km) great-circle, about 2h 00m nonstop by our estimate. Cheapest fare observed: $230 round-trip on Frontier, with 1 stop, departing May 12, 2026.
$230 round-trip, Frontier F94731, departing 2026-05-12 at 13:00, returning 2026-05-22. The recorded itinerary left on a Tuesday, returning on a Friday 10 nights later; the fare was observed 17 days before departure. "Book this flight" opens Kiwi.com with the same airline and dates.
At $230, it ranked 6th of the 30 round-trip fares we recorded from JFK (median $453). That is 31.2 cents per great-circle mile (round-trip price over one-way distance), above the JFK median of 17.8 cents across 30 round-trip routes.
Routes from JFK of similar length: Atlanta (759 mi) at $127 and Orlando (939 mi) at $167.
Frontier had the cheapest fare on 2 of 30 JFK routes. It is the 29th longest of the 30 routes we track from JFK.
Of 33 departure airports with a fare to Chicago, New York (JFK) ranked 21st at $230. Lowest: $89 from Atlanta (ATL); highest: $1241 from Nairobi (NBO); 16 nonstop. Cheapest-fare airlines (routes): Frontier (15), Spirit (5), United Airlines (4), American Airlines (2), airline 0O (1) and Alaska Airlines (1), plus 5 more.
Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/New_York, America/Chicago; flight time is our estimate.