Since this question comes up a lot, here's the quick version: nonstop flights between Chicago and New York run about 2 to 2.5 hours in the air. It's short enough that many business travelers treat it almost like a regional hop, with multiple daily departures available across nearly every major carrier flying this route.
Because flight time is so short, the airport experience (security lines, boarding, taxiing) can actually take longer than the flight itself — so when comparing cheap flights to new york from chicago, factor in which airports have faster security and easier connections, not just the cheapest sticker price.
Because flight time is so short, the airport experience (security lines, boarding, taxiing) can actually take longer than the flight itself — so when comparing cheap flights to new york from chicago, factor in which airports have faster security and easier connections, not just the cheapest sticker price.