Flights Chicago → New York — September 14, 2026

One way · Economy · 1 adult · price per person

The cheapest itinerary observed for Monday, September 14, 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), $121 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 10, 2026 and read by AirSource on September 10, 2026, 19:03 UTC: it is not guaranteed and is confirmed on Aviasales at booking time. The cheapest direct flight observed: United Airlines UA614, from Chicago O'Hare (ORD) to New York LaGuardia (LGA), departs 3:00 PM, arrives 6:25 PM, direct, 2h 25m, $126 per person. Fare as listed by Aviasales: carry-on bag not included (personal item only), checked bag not included, changes not allowed, non-refundable.