CHI - NYC
Find cheap flights from Chicago to New York
Good to know
|February||Best time to beat the crowds with an average 31% drop in price.|
|December||Most popular time to fly with an average 25% increase in price.|
Average price of a round-trip
|$121||(avg. price over the last 2 weeks)|
Good deal for a round-trip
When to book flights from Chicago to New York
Top tips for finding a cheap flight
- Looking for a cheap flight? 25% of our users found flights on this route for $127 or less.
- The cheapest flight from Chicago to New York was found 50 days before departure, on average.
- Book at least 2 weeks before departure in order to get a below-average price.
- High season is considered to be November, December and January. The cheapest month to fly is February.
- Morning departure is around 2% more expensive than an evening flight, on average*.
FAQs for booking Chicago to New York flights
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Book cheap flights from Chicago to New York (round-trip)
Cons: The boarding procedure was absolute chaos. On two of my four flights this weekend, they had the wrong flight information posted on the screens at the gate. Nobody knew what gate was for what city. It seemed like the crew at O'hare didn't even know there was a Spirit flight scheduled because they didn't have a jetway for us. We had to wait for a ramp to be set up, walk across the tarmac, and up two flights of stairs into the terminal. Then on the way out, we had to do the same thing in reverse, even though our flight (heading for LGA) was listed as being four gates away. It turned out the flight at that gate was really going to Houston. The people who were going to Houston were waiting at a different gate until someone told the New York passengers to go to the gate with no jetway... Confused? Just imagine how confused the hundreds of people were who were trying to find their flights with all wrong information on the screens.
Pros: Friendly positive crew. Cheap coffee on plane. Seat was quite comfortable even though it did not recline.
Cons: Flight delayed, first be 2 hours, then 3 hours, but when we reached check-in desk, delay was only 1 hour. And the plane did leave exactly at that time.
Book cheap flights from Chicago to New York (one-way)
Pros: The Steward was the only nice person , the rest of the Airline check in staff were cruel, cold and unprofessional
Cons: Check in boarding staff, the insisted I pay for my carry on. I had a round trip ticket. I did not have to pay for my carry on on my first flight. They made me throw things away before they allowed my bag on the flight. I had to throw away shoes, I was so upset and confused I did not know what to do. I had no money since I just paid my rent. They didn't care. It was embarrassing. Now I need to save up for new shoes. They did not care about me and my situation. I flew home for my sisters wedding, I missed 4 days of work with no pay. My Mom had to budget for the and ticket because I couldn't . The staff is horrible at Ohare. The airlines apologized to my Mom via email. Told her I could have a $50 voucher, I can't afford another trip. What a joke! Nick M.
Cons: Slightly less expensive ticket not worth it. $52 for checked bag. $56 for carry on bag. They charge for a plastic cup of water on flight. Seats have no leg room and do not recline. Poor communications at gate. Few gates for Spirit, so if flight is delayed, plane has nowhere to let passengers off when landing. We were already hours late, and then had to wait 45 minutes for a gate once on the ground.
Flights to New York
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