San Francisco to Chicago

1 ways to travelfastest 4h 25mfly from €96
Photo: Pedro Lastra / Unsplash

How the cheapest fare moved

Jul 22: €100 €100 Jul 17 Jul 22 low €96 · high €110

Departure-day prices · August 2026 San Francisco → Chicago

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Cheapest days highlighted · darker = pricier · past days greyed out · cached one-way fares.

Return-day prices · August 2026 Chicago → San Francisco

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Cheapest days highlighted · darker = pricier · past days greyed out · cached one-way fares.

Best time to visit Chicago — climate

Jan: ~-2°C daytime, 6 rainy days -2° JanFeb: ~0°C daytime, 6 rainy days FebMar: ~11°C daytime, 11 rainy days 11° MarApr: ~14°C daytime, 9 rainy days 14° AprMay: ~17°C daytime, 9 rainy days 17° MayJun: ~27°C daytime, 11 rainy days 27° JunJul: ~29°C daytime, 15 rainy days 29° JulAug: ~26°C daytime, 6 rainy days 26° AugSep: ~24°C daytime, 5 rainy days 24° SepOct: ~18°C daytime, 6 rainy days 18° OctNov: ~9°C daytime, 9 rainy days NovDec: ~1°C daytime, 12 rainy days Dec

Best value: Sep — fares from €96 and ~24°C daytime.

Flights from San Francisco to Chicago start around €96 (typically 1 stop). Range seen recently: €96–110, based on 6 fares found by travellers.

Fly (from €96)
4h 25mduration
€96–110recent fares
Book
Cheapest cached fares San Francisco → Chicago; typically 1 stop (e.g. F9). · Based on 6 fares found by travellers in the last 48h

Cheapest round trips to Chicago

Fares found by travellers in the last 48 hours — refreshed daily.

Sep 12 – Sep 16 Southwest Airlines · Direct · 4h 10m €217 Book
Aug 11 – Aug 13 American Airlines · Direct · 4h 20m €223 Book
Aug 27 – Aug 30 Frontier Airlines · 1 stop · 6h 19m €233 Book
Sep 13 – Sep 16 Frontier Airlines · 1 stop · 5h 23m €238 Book
Aug 14 – Aug 16 Frontier Airlines · 1 stop · 5h 31m €248 Book
Dec 13 – Dec 15 Alaska Airlines · 1 stop · 6h 22m €282 Book
Aug 3 – Aug 7 Frontier Airlines · 1 stop · 5h 36m €319 Book
Aug 5 – Aug 9 Frontier Airlines · 1 stop · 5h 28m €355 Book

Weather in Chicago

Wed ☁️ 22° 16° 💧5%
Thu ☁️ 24° 13° 💧0%
Fri ☁️ 27° 16° 💧1%
Sat 🌦️ 28° 18° 💧5%
Sun ⛈️ 34° 22° 💧12%
Mon 🌦️ 34° 23° 💧23%
Tue ☁️ 28° 22° 💧23%

In Aug, Chicago typically sees ~26°C daytime highs and 6 rainy days.

Where to stay in Chicago

3★+ hotels from €144/night (40 hotels sampled, ~3 weeks out).

Warwick Allerton Chicago hotel · Chicago
from €144/night★ 4
Club Quarters Hotel Wacker at Michigan, Chicago hotel · Chicago
from €175/night★ 4
River Hotel hotel · Chicago
from €196/night★ 4

Good to know

Time difference+2h
Time in the air4h 10m

Things to do in Chicago

Top-rated tours and tickets from €27 — book ahead for the popular ones.

Tours and tickets provided by Viator (a Tripadvisor company). Some links earn Stayonomy a commission.

About Chicago

Chicago is the home of the blues and the truth of jazz, the heart of comedy and the idea of the skyscraper. Here, the age of railroads found its center, and airplanes followed suit. "Stormy, Husky, Brawling / City of Big Shoulders," Chicago is a Heartland boomtown, its ethos defined by urban planner Daniel Burnham's immortal vision: "Make no little plans; they have no magic to stir men's blood." It is one of the world's great cities and the third largest city in the United States, behind only New York City and Los Angeles. As the hub of the Mid…

Read the full Chicago guide

Guide content from Wikivoyage contributors (CC BY-SA).

Round out the trip

Popular from San Francisco

Cheapest destinations travellers searched recently — refreshed daily.

Flight prices are real fares travellers found in the last 48 hours, refreshed daily — the booking site confirms the final price. Train, bus and ferry fares are shown on the operators' booking sites. Weather data by Open-Meteo; exchange rates: ECB reference. Data updated 2026-07-22. Some links earn Stayonomy a commission at no cost to you.