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A "red eye" flight normally means a flight that operates overnight. Since it is only a two hour flight between Chicago and New York, there are no scheduled non-stop red eye passenger flights from either Chicago airport to any of the three New York City airports. Of course, you can construct a connecting flight, for example, take a flight from Chicago to Los Angeles and then transfer to a flight to New York, but I don't think that is what you are asking.

Flight schedules change everyday, but here are the first and last non-stop passenger flights from Chicago to New York on 8/29/12:

ORD -> LGA

6:01 am - 8:38 am

8:23 pm - 11:23 pm

ORD -> EWR

5:48 am - 8:28 am

7:27 pm - 10:33 pm

ORD -> JFK

7:16 am - 9:41 am

7:45 pm - 11:02 pm

MDW -> LGA

6:08 am - 8:47 am

8:15 pm - 11:20 pm

MDW -> EWR

6:06 am - 8:40 am

7:45 pm - 10:31 pm

MDW -> JFK

No flights

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Q: Are there red eye flights from Chicago to New York?
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