Flights New York → Chicago — September 19, 2026

One way · Economy · 1 adult · price per person

The cheapest itinerary observed for Saturday, September 19, 2026 on the New York–Chicago route: 1 stop itinerary (2 flights) via Atlanta Hartsfield-Jackson (ATL), from Newark Liberty (EWR) to Chicago O'Hare (ORD), first flight Frontier Airlines F91157, departs 10:29 PM, arrives 9:20 AM the next day, total travel time 11h 51m including layovers, flight time 4h 52m (layovers excluded), $131 per person. Fare as listed by Aviasales: carry-on bag not included (personal item only), checked bag not included, changes not allowed, non-refundable. Price found in an Aviasales search on September 9, 2026 and read by AirSource on September 10, 2026, 19:00 UTC: it is not guaranteed and is confirmed on Aviasales at booking time. The cheapest direct flight observed: Southwest Airlines WN2414, from New York LaGuardia (LGA) to Chicago Midway (MDW), departs 2:00 PM, arrives 3:20 PM, direct, 2h 20m, $144 per person. Fare as listed by Aviasales: carry-on bag included, checked bag not included, changes not allowed, non-refundable.