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Flight Sniper

Chicago to New York in November 2026

Round trips departing in November · Economy · Prices per person in USD

Prices updated

Cheapest in November $271 Nov 12 – 15 · 1 stop Book this fare
Typical in November $300 Median of 7 date combinations
Usual on this route $275 November's cheapest is 1% less

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
Cheapest round trip from Chicago to New York for each departure day in November 2026
MonTueWedThuFriSatSun
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
    $271
    Frontier Airlines 1 stop · 5h 40m
    Book
  • Nov 19 – 26 7 nights · leave Thu
    $275
    Southwest Airlines 1 stop · 2h 05m
    Book
  • Nov 13 – 15 2 nights · leave Fri
    $276
    Frontier Airlines 1 stop · 4h 31m
    Book
  • Nov 1 – 5 4 nights · leave Sun
    $300
    Southwest Airlines 1 stop · 2h 05m
    Book
  • Nov 26 – 30 4 nights · leave Thu
    $321
    Southwest Airlines 1 stop · 2h 05m
    Book
  • Nov 26 – 28 2 nights · leave Thu
    $401
    Frontier Airlines 1 stop · 4h 51m
    Book
  • Nov 25 – 29 4 nights · leave Wed
    $497
    United Airlines Nonstop · 2h 22m
    Book

Prices change often. The booking site shows the final price before you pay.

Cheapest by trip length

2–4 nights $271 Nov 12 – 15 · 6 options
5–7 nights $275 Nov 19 – 26 · 1 option

Good to know for November

Airlines with cheap fares 3 airlines Most often: Frontier Airlines, Southwest Airlines, United Airlines.

November vs other months

Cheapest round trip per departure month
Cheapest round trip from Chicago to New York by departure month
MonthCheapest round trip
September 2026$249
October 2026$230
November 2026$271
December 2026$147 (cheapest month)
January 2027$152
February 2027No fares found yet
March 2027$279
April 2027$327
May 2027No 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.

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