New York to Chicago in December 2026
NYC to CHI · Round trips departing in December · Economy · Prices per person in USD
Prices updated
Typical in December
$242
Median of 5 date combinations
Usual on this route
$332
December's cheapest is 37% less
Good price — book if the dates work
37% below the usual $332, and prices have been rising this week. Based on 47 days of prices.
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December 2026 by departure day
Cheapest round trip leaving that day| Mon | Tue | Wed | Thu | Fri | Sat | Sun |
|---|---|---|---|---|---|---|
| 1 | 2 $208 | 3 | 4 | 5 | 6 | |
| 7 $242 | 8 | 9 $211 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 $290 | 17 | 18 | 19 | 20 |
| 21 $320 | 22 | 23 | 24 | 25 | 26 | 27 |
| 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 2 – 9 7 nights · leave Wed$208Frontier Airlines 1 stop · 5h 06mBook
-
Dec 9 – 16 7 nights · leave Wed$211Frontier Airlines 1 stop · 6h 13mBook
-
Dec 7 – 11 4 nights · leave Mon$242American Airlines 1 stop · 4h 06mBook
-
Dec 16 – 19 3 nights · leave Wed$290Frontier Airlines 1 stop · 6h 13mBook
-
Dec 21 – 25 4 nights · leave Mon$320United Airlines Nonstop · 2h 52mBook
Prices change often. The booking site shows the final price before you pay.
Cheapest by trip length
2–4 nights
$242
Dec 7 – 11 · 3 options
5–7 nights
$208
Dec 2 – 9 · 2 options
Good to know for December
Airlines with cheap fares
3 airlines
Most often: Frontier Airlines, American Airlines, United Airlines.
December vs other months
Cheapest round trip per departure month| Month | Cheapest round trip |
|---|---|
| November 2026 | $300 |
| December 2026 | $208 (cheapest month) |
| January 2027 | $312 |
| February 2027 | $316 |
| March 2027 | No fares found yet |
| April 2027 | $332 |
| May 2027 | No fares found yet |
| June 2027 | No fares found yet |
| July 2027 | $344 |
| August 2027 | No fares found yet |
| September 2027 | $367 |
| October 2027 | $760 |
New York to Chicago in December: questions
What's the cheapest date to fly from New York to Chicago in December 2026?
Leaving Wednesday, December 2 and returning Wednesday, December 9 (7 nights) for $208 round trip on Frontier Airlines, the cheapest of the 5 date combinations we track that month.
How much is a round trip from New York to Chicago in December 2026?
From $208. Half of the 5 date combinations we track are under $242. Prices are per person in USD and change often.
Is December a cheap month to fly from New York to Chicago?
Yes. It's the cheapest of the 8 months ahead we have prices for.