San Francisco to Chicago

1 ways to travelfastest 4h 29mfly from €108
Photo: Pedro Lastra / Unsplash

How the cheapest fare moved

Nov 12: €108 €108 Nov 7 Nov 12 low €108 · high €173

Departure-day prices · May 2025 San Francisco → Chicago

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Return-day prices · May 2025 Chicago → San Francisco

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Best time to visit Chicago — climate

Jan: ~-2°C daytime, 7 rainy days -2° JanFeb: ~0°C daytime, 5 rainy days 0° FebMar: ~11°C daytime, 11 rainy days 11° MarApr: ~14°C daytime, 9 rainy days 14° AprMay: ~17°C daytime, 8 rainy days 17° MayJun: ~27°C daytime, 12 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, 7 rainy days 18° OctNov: ~9°C daytime, 9 rainy days 9° NovDec: ~1°C daytime, 12 rainy days 1° Dec

Flights from San Francisco to Chicago start around €108 (typically 1 stop). Range seen recently: €108–115, based on 3 fares found by travellers.

Fly (from €108)
4h 29mduration
€108–115recent fares
Book
Cheapest cached fares San Francisco → Chicago; typically 1 stop (e.g. F9). · Based on 3 fares found by travellers in the last 48h

Cheapest round trips to Chicago

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

Nov 23 – Nov 30 Frontier Airlines · 1 stop · 5h 29m €221 Book
Dec 12 – Dec 19 Frontier Airlines · 1 stop · 5h 08m €243 Book
Dec 7 – Dec 14 Frontier Airlines · 1 stop · 5h 10m €254 Book
Dec 16 – Dec 18 Frontier Airlines · 1 stop · 5h 08m €254 Book
Dec 7 – Dec 10 Frontier Airlines · 1 stop · 5h 10m €263 Book
Dec 30 – Dec 31 Frontier Airlines · 1 stop · 5h 07m €303 Book
Dec 30 – Jan 3 Frontier Airlines · 1 stop · 5h 07m €315 Book
Dec 25 – Dec 31 Frontier Airlines · 1 stop · 5h 38m €316 Book

Weather in Chicago

Thu 🌨️ 7° 1° 💧62%
Fri 🌨️ 4° -0° 💧67%
Sat ☁️ 8° 1° 💧36%
Sun ☀️ 9° 3° 💧1%
Mon ☁️ 11° 4° 💧1%
Tue ☁️ 12° 5° 💧0%
Wed ☁️ 14° 7° 💧2%

In May, Chicago typically sees ~21°C daytime highs and 14 rainy days.

Where to stay in Chicago

3★+ hotels from €101/night (40 hotels sampled, ~3 weeks out).

Warwick Allerton Chicago hotel · Chicago
from €101/night★ 4
The Godfrey Hotel Chicago hotel · Chicago
from €140/night★ 4
SpringHill Suites by Marriott Chicago Chinatown hotel · Chicago
from €145/night★ 3

Good to know

Time difference+2h
Time in the air5h 07m

Things to do in Chicago

Top-rated tours and tickets from €30 — 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 2026-11-12. Some links earn Stayonomy a commission at no cost to you.