San Francisco to Chicago in October 2026
SFO to CHI · Round trips departing in October · Economy · Prices per person in USD
Prices updated
Buy now or wait? We're still learning this route. We have 2 days of prices so far and need about a week to say whether to book or wait.
Not ready to book? Get an email when October fares drop below your price.October 2026 by departure day
Cheapest round trip leaving that day| Mon | Tue | Wed | Thu | Fri | Sat | Sun |
|---|---|---|---|---|---|---|
| 1 | 2 | 3 | 4 $409 | |||
| 5 | 6 | 7 | 8 | 9 | 10 | 11 |
| 12 | 13 | 14 | 15 $348 | 16 $306 | 17 | 18 $285 |
| 19 $231 | 20 | 21 | 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 October 2026
Round trip, per person-
Oct 19 – 22 3 nights · leave Mon$231Frontier Airlines 2 stops · 7h 57mBook
-
Oct 19 – 21 2 nights · leave Mon$244Frontier Airlines 1 stop · 5h 15mBook
-
Oct 18 – 20 2 nights · leave Sun$285Frontier Airlines 1 stop · 5h 49mBook
-
Oct 16 – 20 4 nights · leave Fri$306Frontier Airlines 1 stop · 5h 15mBook
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Oct 15 – 19 4 nights · leave Thu$348Frontier Airlines 1 stop · 5h 06mBook
-
Oct 4 – 9 5 nights · leave Sun$409Frontier Airlines 1 stop · 7h 05mBook
Prices change often. The booking site shows the final price before you pay.
Cheapest by trip length
Good to know for October
October vs other months
Cheapest round trip per departure month| Month | Cheapest round trip |
|---|---|
| October 2026 | $231 |
| November 2026 | $116 (cheapest month) |
| December 2026 | $310 |
| January 2027 | $436 |
| February 2027 | $289 |
| March 2027 | No fares found yet |
| April 2027 | No fares found yet |
| May 2027 | No fares found yet |
| June 2027 | No fares found yet |
| July 2027 | $472 |
San Francisco to Chicago in October: questions
What's the cheapest date to fly from San Francisco to Chicago in October 2026?
Leaving Monday, October 19 and returning Thursday, October 22 (3 nights) for $231 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 October 2026?
From $231. Half of the 6 date combinations we track are under $296. Prices are per person in USD and change often.
Is October a cheap month to fly from San Francisco to Chicago?
It ranks 2 of 6 months we have prices for. The cheapest month is November 2026, from $116.