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Cheap Flights from Chicago to New York $143.6

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Cheapest Flights from Chicago to New York (MDW to LGA)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Chicago to New York (MDW to LGA)

Question : Which airline has been on time to LaGuardia Airport (LGA) from Chicago Midway International Airport (MDW) the most?
Answer : The current leader is Southwest Airlines with an 81% on-time rate. Life has too much to offer to spend it waiting in an airport, so check out Southwest Airlines to get in and out of airports as quickly as possible. If they are late for some reason though, the average delay time is 10-20 minutes.

Question : Is there another local airport that can get you to New York?
Answer : Try searching for flights from O'Hare International Airport (ORD) as well. Over the next two months, flights from ORD to LGA are being priced 70% cheaper than flights from MDW to LGA. Being only 16 miles away, it's easily accessible for most.

Question : Would you be willing to change your travel days if it saved you money?
Answer : The lowest-cost day to fly in February is Thursday. Being flexible with your travel days garners you even more savings during your booking.

Question : Do travelers from Chicago typically stay in New York for very long?
Answer : The average time spent in New York by travelers flying from MDW is four days.

Question : Which airline is least likely to get you to LGA on time?
Answer : Executive Jet Management flights from MDW to LGA are late 100% of the time. If you should choose this airline, be sure to track the flight status to stay on top of the departure time.