Flights Chicago → New York — September 25, 2026

One way · Economy · 1 adult · price per person

The cheapest itinerary observed for Friday, September 25, 2026 on the Chicago–New York route: 1 stop itinerary (2 flights) via Orlando International (MCO), from Chicago O'Hare (ORD) to Newark Liberty (EWR), first flight Frontier Airlines F93044, departs 3:50 PM, arrives 1:01 AM the next day, total travel time 8h 11m including layovers, flight time 5h 39m (layovers excluded), $140 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 6, 2026 and read by AirSource on September 11, 2026, 06:24 UTC: it is not guaranteed and is confirmed on Aviasales at booking time. The cheapest direct flight observed: American Airlines AA2224, from Chicago O'Hare (ORD) to New York JFK (JFK), departs 4:01 PM, arrives 7:29 PM, direct, 2h 28m, $156 per person. Fare as listed by Aviasales: carry-on bag included, checked bag not included, changes not allowed, non-refundable.