Route · Chicago → New York
Chicago to New York flights
49 departure days with a recorded one-way fare between October 2026 – December 2026, measured on October 11, 2026. Cheapest: $97 on Dec 10. Typical day: about $151.

The numbers for this route
| Cheapest recorded one-way | $97 | Dec 10, nonstop |
|---|---|---|
| Typical (median) one-way | $151 | half the measured days were between $139 and $208 |
| Days the cheapest fare was nonstop | 59% | of 49 days with a recorded fare |
| Shortest nonstop among them | 2h 00m | flight time as the seller lists it |
One-way fares in US dollars per traveler, recorded for departures in October 2026 – December 2026; measured October 11, 2026. "Typical" is the median of the days that had a recorded fare; "cheapest was nonstop" is how often that day's cheapest fare had no stop.
Cheapest day each month
| Month | Cheapest | Day | Days measured | Search |
|---|---|---|---|---|
| October 2026 | $102 | Oct 28 · nonstop | 17 | Search this day |
| November 2026 | $104 | Nov 7 | 21 | Search this day |
| December 2026 | $97 | Dec 10 · nonstop | 11 | Search this day |
Airlines and airports
Airlines behind the recorded fares, most frequent first: Frontier Airlines (18 days), American Airlines (13 days), United Airlines (9 days), Southwest Airlines (7 days), jetBlue (2 days). A low-cost carrier's fare usually excludes a carry-on bag and seat choice; check what the fare includes at the seller.
Chicago airports in this search: ORD O'Hare International Airport · MDW Chicago Midway International Airport.
New York airports in this search: JFK John F. Kennedy International Airport · EWR Newark Liberty International Airport · LGA LaGuardia Airport.
Questions about Chicago → New York flights
What is the cheapest day to fly from Chicago to New York?
Of the 49 departure days we measured (October 2026 – December 2026), the lowest one-way fare we recorded is $97, for a departure on Dec 10 on a nonstop flight. Measured on October 11, 2026; the price you book is the seller's price at that moment.
How much is a one-way flight from Chicago to New York?
On a typical day about $151: that is the median of the cheapest fare on each measured day, and half of the days fell between $139 and $208 (measured on October 11, 2026).
Is there a nonstop flight from Chicago to New York?
Yes. The shortest nonstop flight among the recorded fares takes 2h 00m, and on 59% of the measured days the cheapest fare was a nonstop flight.
Which airlines have the cheapest flights from Chicago to New York?
The airlines that carried the cheapest recorded fare most often were Frontier Airlines (18 days), American Airlines (13 days) and United Airlines (9 days). A low-cost fare often excludes a carry-on bag and seat choice, so check what it includes.
Which month is cheapest for Chicago to New York?
In the window we measured (October 2026 – December 2026), December 2026 had the lowest fare: $97 on Dec 10, from 11 measured days that month.
Related
How to read these numbers
- Recorded, then dated. Fares are the cheapest one-way fares the seller's search engine (Aviasales) had recorded per day; hotel prices are what the seller quoted for one measured stay. Each block says when it was measured. A day with no recorded fare is not a day without flights.
- Search for your dates. Every link opens a live search on Bookallo for the route or city — the price you book is the seller's price at that moment.
- Free to use. Bookallo adds no fee. We may earn a commission from the seller when you book through our links, at no extra cost to you.