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Flight Sniper

Chicago to New York in December 2026

CHI to NYC · Round trips departing in December · Economy · Prices per person in USD

Prices updated

Cheapest in December $237 Dec 9 – 12 · 1 stop Book this fare
Typical in December $310 Median of 14 date combinations
Usual on this route $284 December's cheapest is 17% less
Good price — book if the dates work 17% below the usual $284, and prices have been rising this week. Based on 47 days of prices.
Not ready to book? Get an email when December fares drop below your price.

December 2026 by departure day

Cheapest round trip leaving that day
Cheapest round trip from Chicago to New York for each departure day in December 2026
MonTueWedThuFriSatSun
1 2 $262 3 $245 4 5 6
7 8 9 $237 10 11 $264 12 $347 13 $251
14 $342 15 $308 16 $318 17 $326 18 19 20
21 22 23 24 25 26 27 $488
28 29 30 31

Empty days: no round trip found for that departure date yet. Green = cheapest third of the month.

Cheapest dates in December 2026

Round trip, per person
  • Dec 9 – 12 3 nights · leave Wed
    $237
    Frontier Airlines 1 stop · 4h 45m
    Book
  • Dec 9 – 11 2 nights · leave Wed
    $240
    Frontier Airlines 1 stop · 4h 45m
    Book
  • Dec 3 – 5 2 nights · leave Thu
    $245
    Frontier Airlines 1 stop · 4h 33m
    Book
  • Dec 13 – 15 2 nights · leave Sun
    $251
    United Airlines 1 stop · 2h 23m
    Book
  • Dec 2 – 5 3 nights · leave Wed
    $262
    Frontier Airlines 1 stop · 4h 38m
    Book
  • Dec 11 – 13 2 nights · leave Fri
    $264
    Frontier Airlines 1 stop · 5h 36m
    Book
  • Dec 15 – 19 4 nights · leave Tue
    $308
    Frontier Airlines 1 stop · 4h 45m
    Book
  • Dec 11 – 18 7 nights · leave Fri
    $312
    Frontier Airlines 1 stop · 4h 26m
    Book
  • Dec 16 – Jan 2, 2027 17 nights · leave Wed
    $318
    Frontier Airlines 1 stop · 4h 45m
    Book
  • Dec 17 – 20 3 nights · leave Thu
    $326
    United Airlines Nonstop · 2h 12m
    Book

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

Cheapest by trip length

2–4 nights $237 Dec 9 – 12 · 9 options
5–7 nights $312 Dec 11 – 18 · 4 options
15–21 nights $318 Dec 16 – Jan 2, 2027 · 1 option

Good to know for December

Nonstop flights Nonstop from $326 21% of the 14 date combinations we track are nonstop.
Airlines with cheap fares 3 airlines Most often: Frontier Airlines, United Airlines, American Airlines.

December vs other months

Cheapest round trip per departure month
Cheapest round trip from Chicago to New York by departure month
MonthCheapest round trip
November 2026$265
December 2026$237
January 2027$237
February 2027$216 (cheapest month)
March 2027$332
April 2027No fares found yet
May 2027$344
June 2027No fares found yet
July 2027No fares found yet
August 2027No fares found yet
September 2027No fares found yet
October 2027$730

Chicago to New York in December: questions

What's the cheapest date to fly from Chicago to New York in December 2026?

Leaving Wednesday, December 9 and returning Saturday, December 12 (3 nights) for $237 round trip on Frontier Airlines, the cheapest of the 14 date combinations we track that month.

How much is a round trip from Chicago to New York in December 2026?

From $237. Half of the 14 date combinations we track are under $310. Prices are per person in USD and change often.

Is December a cheap month to fly from Chicago to New York?

It ranks 2 of 7 months we have prices for. The cheapest month is February 2027, from $216.

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