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

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

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

  4. Book your next flight to Chicago (Midway) with Southwest ® and start exploring. Southwest Airlines flies to Chicago Midway International Airport daily, so it’s always a good time to plan your next Chi-Town getaway.

  5. Budget airlines, including Southwest, offer nonstop flights from MDW to NYC. Consider booking your flight from Chicago to La Guardia Airport (LGA) if you’re headed to Manhattan. LGA is the airport closest to downtown New York City, and taxis and public buses are available at the airport.

  6. Compare Southwest Airlines flights to Chicago O'Hare International now. Find flight deals, the easiest route or the cheapest time to fly, all with no added fees.

  7. If traveling to Chicago Midway Airport, the cheapest city to fly from in the last 3 days was San Francisco, with flights as low as $36 one-way and $47 round-trip. Flights from Atlanta are the most searched and start at $37 for a return trip.