Chicago to New York flights
Round trip · Economy · Prices per person in USD
Prices updated
Prices are low right now
$147 is $128 (47%) below the usual $275 for Chicago → New York.
Buy now or wait? We're still learning this route. We have 1 day of prices so far and need about a week to say whether to book or wait.
Not ready to book? Get an email when Chicago → New York drops below your price.Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| September 2026 | $249 |
| October 2026 | $230 |
| November 2026 | $271 |
| December 2026 | $147 (cheapest month) |
| January 2027 | $152 |
| February 2027 | No fares found yet |
| March 2027 | $279 |
| April 2027 | $327 |
| May 2027 | No fares found yet |
| June 2027 | $328 |
| July 2027 | $334 |
Cheapest dates in the next 4 months
Round trip, per person-
Dec 11 – 16 5 nights · leave Fri$147 −47% vs usual$147 −47% vs usual Book
United Airlines Nonstop · 2h 11m -
Oct 21 – 27 6 nights · leave Wed$230 −16% vs usual$230 −16% vs usual Book
Frontier Airlines 1 stop · 6h 25m -
Oct 27 – 29 2 nights · leave Tue$240 −13% vs usual$240 −13% vs usual Book
Frontier Airlines 1 stop · 4h 33m
-
Oct 20 – 26 6 nights · leave Tue$257 −7% vs usual$257 −7% vs usual Book
Southwest Airlines Nonstop · 2h 10m -
Oct 24 – 30 6 nights · leave Sat$257 −7% vs usual$257 −7% vs usual Book
American Airlines Nonstop · 2h 25m -
Oct 22 – 28 6 nights · leave Thu$264$264 Book
Frontier Airlines 1 stop · 5h 51m
-
Dec 11 – 13 2 nights · leave Fri$267$267 Book
Frontier Airlines 1 stop · 5h 36m
-
Dec 30 – Jan 5, 2027 6 nights · leave Wed$269$269 Book
United Airlines Nonstop · 2h 20m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
Things to do in New York
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Airport transfer to New York
Fixed prices from JFK on KiwitaxiTo see transfer prices here, turn on partner content in .
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Plan the rest of your trip
New York · Dec 11 – 16Travel insurance · EKTA Airport transfer · Kiwitaxi
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Good to know
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Chicago to New York: questions
How much is a flight from Chicago to New York?
The cheapest round trip we have found right now is $147, leaving December 11 and returning December 16. The usual price on this route is about $275, so this fare is 47% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from Chicago to New York?
December 2026, with round trips from $147. The most expensive month in our data is July (from $334). Based on the 9 months ahead we have prices for.
Are there nonstop flights from Chicago to New York?
Yes. Nonstop from $147 round trip. 42% of the 36 date combinations we track are nonstop.
What is the cheapest day to fly from Chicago to New York?
Leaving on a Tuesday. Typical fare $277, vs $293 across all days.
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 $147, departing December 11 and returning December 16 on a nonstop flight, about 47% below the usual $275. Right now we're following 36 upcoming date combinations on this route. The cheapest month to fly in our data is December, from $147. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.