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  1. www.southwest.com › routes › flights-from-new-york-to-chicagoFlights from New York (LaGuardia) to Chicago (Midway) - Southwest...

    Book flights from New York (LaGuardia) to Chicago (Midway) with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings.

  2. www.google.com › travel › flightsFind Cheap Flights from New York to Chicago - Google Flights

    Flights from New York to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from New York to Chicago. Find the best flights fast,...

  3. www.kayak.com › flight-routes › New-York-NYC$33 Cheap Flights from New York to Chicago (NYC - CHI) | KAYAK

    Our data shows that the cheapest route for a one-way flight from New York to Chicago cost $54 and was between New York LaGuardia Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly from New York LaGuardia Airport to Chicago Midway Airport.

  4. www.kayak.com › flight-routes › New-York-NYC$48 Cheap Flights from New York to Chicago Midway (NYC - MDW) - ...

    Find flights to Chicago Midway Airport from $48. Fly from New York on Frontier, Southwest, Delta and more. Search for Chicago Midway Airport flights on KAYAK now to find the best deal.

  5. www.google.com › travel › flightsFind Cheap Flights Options to Chicago - Google Flights

    Use Google Flights to find cheap departing flights to Chicago and to track prices for specific travel dates for your next getaway.

  6. www.google.com › travel › flightsGoogle Flights - Find Cheap Flight Options & Track Prices

    Use Google Flights to explore cheap flights to anywhere. Search destinations and track prices to find and book your next flight.

  7. www.skyscanner.com › routes › nycaCheap Flights from New York (NYC) to Chicago Midway (MDW) - ...

    Flight deals from New York to Chicago Midway. Looking for a cheap last-minute deal or the best round-trip flight from New York to Chicago Midway? Find the lowest prices on one-way and round-trip tickets right here.