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Flight Sniper

San Francisco to Chicago in December 2026

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

Prices updated

Cheapest in December $268 Dec 12 – 19 · 1 stop Book this fare
Typical in December $327 Median of 6 date combinations
Usual on this route $334 December's cheapest is 20% less
Good price — book if the dates work 20% below the usual $334, and prices have been rising this week. Based on 46 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 San Francisco to Chicago for each departure day in December 2026
MonTueWedThuFriSatSun
1 2 3 4 5 6
7 8 9 10 $319 11 12 $268 13
14 15 16 $290 17 18 19 $334 20
21 22 23 24 25 $349 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 12 – 19 7 nights · leave Sat
    $268
    Frontier Airlines 1 stop · 5h 08m
    Book
  • Dec 16 – 18 2 nights · leave Wed
    $290
    Frontier Airlines 1 stop · 5h 06m
    Book
  • Dec 10 – 18 8 nights · leave Thu
    $319
    Frontier Airlines 1 stop · 5h 25m
    Book
  • Dec 19 – Jan 3, 2027 15 nights · leave Sat
    $334
    Frontier Airlines 1 stop · 5h 07m
    Book
  • Dec 25 – 31 6 nights · leave Fri
    $349
    Frontier Airlines 1 stop · 5h 38m
    Book
  • Dec 25 – 30 5 nights · leave Fri
    $355
    Frontier Airlines 1 stop · 5h 38m
    Book

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

Cheapest by trip length

2–4 nights $290 Dec 16 – 18 · 1 option
5–7 nights $268 Dec 12 – 19 · 3 options
8–14 nights $319 Dec 10 – 18 · 1 option
15–21 nights $334 Dec 19 – Jan 3, 2027 · 1 option

Good to know for December

Airline Frontier Airlines Every cheap fare we track on this route is on Frontier Airlines.

December vs other months

Cheapest round trip per departure month
Cheapest round trip from San Francisco to Chicago by departure month
MonthCheapest round trip
November 2026$246 (cheapest month)
December 2026$268
January 2027No fares found yet
February 2027No fares found yet
March 2027No fares found yet
April 2027No fares found yet
May 2027No fares found yet
June 2027No fares found yet
July 2027$451
August 2027$399

San Francisco to Chicago in December: questions

What's the cheapest date to fly from San Francisco to Chicago in December 2026?

Leaving Saturday, December 12 and returning Saturday, December 19 (7 nights) for $268 round trip on Frontier Airlines, the cheapest of the 6 date combinations we track that month.

How much is a round trip from San Francisco to Chicago in December 2026?

From $268. Half of the 6 date combinations we track are under $327. Prices are per person in USD and change often.

Is December a cheap month to fly from San Francisco to Chicago?

It ranks 2 of 4 months we have prices for. The cheapest month is November 2026, from $246.

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