Chicago to New York in November 2026
Round trips departing in November · Economy · Prices per person in USD
Prices updated
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 November fares drop below your price.November 2026 by departure day
Cheapest round trip leaving that day| Mon | Tue | Wed | Thu | Fri | Sat | Sun |
|---|---|---|---|---|---|---|
| 1 $300 | ||||||
| 2 | 3 | 4 | 5 | 6 | 7 | 8 |
| 9 | 10 | 11 | 12 $271 | 13 $276 | 14 | 15 |
| 16 | 17 | 18 | 19 $275 | 20 | 21 | 22 |
| 23 | 24 | 25 $497 | 26 $321 | 27 | 28 | 29 |
| 30 |
Empty days: no round trip found for that departure date yet. Green = cheapest third of the month.
Cheapest dates in November 2026
Round trip, per person-
Nov 12 – 15 3 nights · leave Thu$271Frontier Airlines 1 stop · 5h 40mBook
-
Nov 19 – 26 7 nights · leave Thu$275Southwest Airlines 1 stop · 2h 05mBook
-
Nov 13 – 15 2 nights · leave Fri$276Frontier Airlines 1 stop · 4h 31mBook
-
Nov 1 – 5 4 nights · leave Sun$300Southwest Airlines 1 stop · 2h 05mBook
-
Nov 26 – 30 4 nights · leave Thu$321Southwest Airlines 1 stop · 2h 05mBook
-
Nov 26 – 28 2 nights · leave Thu$401Frontier Airlines 1 stop · 4h 51mBook
-
Nov 25 – 29 4 nights · leave Wed$497United Airlines Nonstop · 2h 22mBook
Prices change often. The booking site shows the final price before you pay.
Cheapest by trip length
Good to know for November
November vs other months
Cheapest round trip 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 |
Chicago to New York in November: questions
What's the cheapest date to fly from Chicago to New York in November 2026?
Leaving Thursday, November 12 and returning Sunday, November 15 (3 nights) for $271 round trip on Frontier Airlines, the cheapest of the 7 date combinations we track that month.
How much is a round trip from Chicago to New York in November 2026?
From $271. Half of the 7 date combinations we track are under $300. Prices are per person in USD and change often.
Is November a cheap month to fly from Chicago to New York?
It ranks 5 of 9 months we have prices for. The cheapest month is December 2026, from $147.