Chicago to New York in December 2026
CHI to NYC · Round trips departing in December · Economy · Prices per person in USD
Prices updated
December 2026 by departure day
Cheapest round trip leaving that day| Mon | Tue | Wed | Thu | Fri | Sat | Sun |
|---|---|---|---|---|---|---|
| 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$237Frontier Airlines 1 stop · 4h 45mBook
-
Dec 9 – 11 2 nights · leave Wed$240Frontier Airlines 1 stop · 4h 45mBook
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Dec 3 – 5 2 nights · leave Thu$245Frontier Airlines 1 stop · 4h 33mBook
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Dec 13 – 15 2 nights · leave Sun$251United Airlines 1 stop · 2h 23mBook
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Dec 2 – 5 3 nights · leave Wed$262Frontier Airlines 1 stop · 4h 38mBook
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Dec 11 – 13 2 nights · leave Fri$264Frontier Airlines 1 stop · 5h 36mBook
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Dec 15 – 19 4 nights · leave Tue$308Frontier Airlines 1 stop · 4h 45mBook
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Dec 11 – 18 7 nights · leave Fri$312Frontier Airlines 1 stop · 4h 26mBook
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Dec 16 – Jan 2, 2027 17 nights · leave Wed$318Frontier Airlines 1 stop · 4h 45mBook
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Dec 17 – 20 3 nights · leave Thu$326United Airlines Nonstop · 2h 12mBook
Prices change often. The booking site shows the final price before you pay.
Cheapest by trip length
Good to know for December
December vs other months
Cheapest round trip per departure month| Month | Cheapest round trip |
|---|---|
| November 2026 | $265 |
| December 2026 | $237 |
| January 2027 | $237 |
| February 2027 | $216 (cheapest month) |
| March 2027 | $332 |
| April 2027 | No fares found yet |
| May 2027 | $344 |
| June 2027 | No fares found yet |
| July 2027 | No fares found yet |
| August 2027 | No fares found yet |
| September 2027 | No 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.