Cheap Flights to Izmir from $332 in 2023. May from £104 Jun from £112 Jul from £131 Aug from £84 Sep from £79 Oct from £84 Show more months. Search for New York flights on KAYAK now to find the best deal. Kennedy We’re always keeping an eye on fares, so you can find the best one in seconds. Cheap Flights from Chicago to New York LaGuardia from $53 >Cheap Flights from Chicago to New York LaGuardia from $53. Outbound direct flight with jetBlue departing from. There are 11 ways to get from Chicago to New York by plane, train, bus, night bus or car Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rios travel planner. Flights from Chicago to New York from £141. Fly from the United States on Frontier, Spirit Airlines, Delta and more. Crossed out prices are calculated based on the average price of the corresponding route on Trip. Save up to 80% on airfare today! 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Prices and availability are subject to change. Find best cheap to flights from Chicago to New York today! Compare & book one-way or return flight tickets from Chicago to New York on Trip. The average flying time for a direct flight from Chicago, IL to New York City is 2 hours 12 minutes Most direct flights leave around 10:40 CDT South African Airways flight #2806 is todays earliest flight from Chicago, IL to New York City (6:00 CDT, Airbus A320-100/200). Inbound direct flight. Cheap Flights from CHI-All Airports to NYC-All Airports. $53 Cheap Flights from Chicago (CHI) to New York (NYC) Bundle Your Flight + Hotel & Save! Roundtrip One-way Multi-city 1 traveler Economy Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only Featured airlines Add Price Drop Protection and Expedia will pay you back if your flight gets cheaper. The cheapest flight from Chicago to New York was found 38 days before departure, on average. 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The cheapest flight from Chicago OHare Airport to New York John F Kennedy Airport was found 53 days before departure, on average. com Cheap Flight Deals From New York (NYC) to Chicago (CHI) Starting at $69 Flights Packages Stays Roundtrip One-way Multi-city 1 traveler Economy Leaving from Going to Departing Returning Direct flights only Earn rewards on top of your airline miles with Orbitz Rewards. May from $145 Jun from $164 Jul from $164 Aug from $105 Sep from $105 Oct from $105. Cheap Flights from Chicago, IL to New York, NY from $53 - CHI to NYC Tickets & Airfare Deals at Cheapflights. Cheap Flights from Chicago, IL to New York John F Kennedy Intl Airport (JFK) from $53 - CHI to JFK Tickets & Airfare Deals at Cheapflights. Find the best flights fast, track prices, and book with confidence. Recommended option Fly Chicago Midway to New York La Guardia • 4h 19m. 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