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The average flight time from New York (LaGuardia) to Chicago (Midway) is 2 hours 29 minutes. How many Southwest flights occur weekly from New York (LaGuardia). Find the best way to travel from New York, NY to Chicago, IL by train, bus, flight or ferry. Book tickets from $ (€97) with Omio today. Find United Airlines cheap flights from Chicago to New York/Newark. Enjoy a Chicago to New York/Newark modern flight experience in premium cabins with. Flights to Chicago, Illinois. Wherever you're coming from, find your deal to go. From. New York (JFK) to Chicago (ORD). The average flight time from New York (LaGuardia) to Chicago (Midway) is 2 hours 29 minutes. How many Southwest flights occur weekly from New York (LaGuardia). Flights from New York to Chicago are operated by 4 airlines. Spirit Airlines (£), Delta Air Lines (£) and United Airlines (£) have the cheapest. Find airfare and ticket deals for cheap flights from New York, NY to Chicago, IL. Search flight deals from various travel partners with one click at $ Outbound direct flight with Spirit Airlines departs from New York LaGuardia on Tue, 30 Apr, arriving in Chicago O'Hare telstrat.onlined direct flight with. Book flights from New York (LaGuardia) to Chicago (O'Hare) with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even.
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