Chicago to New York flights
The cheapest round trip we found from Chicago to New York is $237 (Dec 9 – 12, 1 stop), 17% below the usual $284.
CHI to NYC · Round trip · Economy · Prices per person in USD · Price found (2 days ago)
Cheapest found
Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| November 2026 | $265 |
| December 2026 | $236 |
| January 2027 | $237 |
| February 2027 | $216 (cheapest month) |
| March 2027 | $332 |
| April 2027 | No fares found yet |
| May 2027 | $344 |
| June 2027 | No fares found yet |
| July 2027 | No fares found yet |
| August 2027 | No fares found yet |
| September 2027 | No fares found yet |
| October 2027 | $730 |
Cheapest dates in the next 4 months
Round trip, per person-
Dec 9 – 12 3 nights · leave Wed$237 −17% vs usual$237 −17% vs usual Book
Frontier Airlines 1 stop · 4h 45m -
Jan 9 – 11, 2027 2 nights · leave Sat$237 −17% vs usual$237 −17% vs usual Book
Frontier Airlines 1 stop · 4h 32m
-
Dec 9 – 11 2 nights · leave Wed$240 −15% vs usual$240 −15% vs usual Book
Frontier Airlines 1 stop · 4h 45m
-
Dec 3 – 5 2 nights · leave Thu$245 −14% vs usual$245 −14% vs usual Book
Frontier Airlines 1 stop · 4h 33m
-
Dec 13 – 15 2 nights · leave Sun$251 −12% vs usual$251 −12% vs usual Book
United Airlines 1 stop · 2h 23m -
Dec 2 – 5 3 nights · leave Wed$262 −8% vs usual$262 −8% vs usual Book
Frontier Airlines 1 stop · 4h 38m
-
Dec 11 – 13 2 nights · leave Fri$264 −7% vs usual$264 −7% vs usual Book
Frontier Airlines 1 stop · 5h 36m
-
Nov 21 – 23 2 nights · leave Sat$265 −7% vs usual$265 −7% vs usual Book
Southwest Airlines Nonstop · 2h 05m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
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Go City prices checked Oct 23, 2026; the final price is on Go City. Partner links: we may earn a commission if you book, at no extra cost to you.
Plan the rest of your trip
New York · Dec 9 – 12Partner links: we may earn a commission if you book, at no extra cost to you.
Good to know
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Chicago to New York: questions
How much does a flight from Chicago to New York cost?
The cheapest round trip we have found right now is $237, leaving December 9 and returning December 12. The usual price on this route is about $284, so this fare is 17% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from Chicago to New York?
February 2027, with round trips from $216. The most expensive month in our data is October (from $730). Based on the 7 months ahead we have prices for.
Are there nonstop flights from Chicago to New York?
Yes. Nonstop from $265 round trip. 25% of the 24 date combinations we track are nonstop.
What is the cheapest day to fly from Chicago to New York?
Leaving on a Saturday. Typical fare $265, vs $322 across all days.
Which airports do Chicago to New York flights use?
Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). New York airports include John F. Kennedy International (JFK), Newark Liberty International (EWR) and LaGuardia (LGA). The prices on this page cover every airport in both cities (CHI and NYC are the city codes).
About this route
We track round-trip economy fares from Chicago (United States) to New York (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $237, departing December 9 and returning December 12, about 17% below the usual $284. Right now we're following 24 upcoming date combinations on this route. The cheapest month to fly in our data is February, from $216. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.