Chicago to Guadalajara

1 ways to travelfastest 4h 04mfly from €86
Photo: Brunxs / Unsplash

Departure-day prices · October 2025 Chicago → Guadalajara

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Return-day prices · October 2025 Guadalajara → Chicago

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Best time to visit Guadalajara — climate

Jan: ~25°C daytime, 2 rainy days 25° JanFeb: ~29°C daytime, 1 rainy days 29° FebMar: ~31°C daytime, 0 rainy days 31° MarApr: ~32°C daytime, 0 rainy days 32° AprMay: ~33°C daytime, 2 rainy days 33° MayJun: ~28°C daytime, 24 rainy days 28° JunJul: ~26°C daytime, 21 rainy days 26° JulAug: ~27°C daytime, 24 rainy days 27° AugSep: ~27°C daytime, 20 rainy days 27° SepOct: ~27°C daytime, 8 rainy days 27° OctNov: ~27°C daytime, 0 rainy days 27° NovDec: ~25°C daytime, 3 rainy days 25° Dec

Best value: Nov — fares from €86 and ~27°C daytime.

Flights from Chicago to Guadalajara start around €86 (typically 1 stop). Range seen recently: €86–106, based on 4 fares found by travellers.

Fly (from €86)
4h 04mduration
€86–106recent fares
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Cheapest cached fares Chicago → Guadalajara; typically 1 stop (e.g. VB). · Based on 4 fares found by travellers in the last 48h

Cheapest round trips to Guadalajara

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

Aug 28 – Oct 16 Viva Aerobus · Direct · 4h 10m €209 Book
Aug 21 – Aug 27 Volaris · Direct · 4h 04m €251 Book
Oct 1 – Oct 15 Volaris · Direct · 4h 04m €273 Book
Sep 15 – Sep 27 Volaris · Direct · 4h 04m €284 Book
Sep 11 – Sep 27 Volaris · 1 stop · 5h 28m €299 Book
Aug 12 – Aug 19 Volaris · Direct · 4h 04m €307 Book
Dec 20 – Dec 27 Volaris · Direct · 4h 23m €496 Book
Dec 17 – Jan 7 Viva Aerobus · Direct · 4h 30m €558 Book

Weather in Guadalajara

Tue 🌦️ 27° 16° 💧82%
Wed 🌦️ 27° 17° 💧86%
Thu 🌦️ 29° 17° 💧82%
Fri 🌦️ 29° 18° 💧75%
Sat 🌦️ 30° 18° 💧78%
Sun ☁️ 30° 18° 💧51%
Mon 🌤️ 30° 19° 💧52%

In Oct, Guadalajara typically sees ~28°C daytime highs and 4 rainy days.

Where to stay in Guadalajara

3★+ hotels from €35/night (37 hotels sampled, ~3 weeks out).

Hotel Dali Plaza Ejecutivo hotel · Guadalajara
from €35/night★ 4
Hotel Casino Plaza hotel · Guadalajara
from €36/night★ 4
Hotel Laffayette Ejecutivo hotel · Guadalajara
from €39/night★ 3

Good to know

Time difference-1h
Time in the air4h 04m

Things to do in Guadalajara

Top-rated tours and tickets from €22 — book ahead for the popular ones.

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

About Guadalajara

Guadalajara is the capital of the central state of Jalisco in Mexico, and the second-largest city in the country, with about a million and a half citizens (known as "Tapatíos"). It is considered a colonial city, though much of its architecture dates from the independence period. Although it has a far more relaxed feel than Mexico City, the city center can still seem a bit stuffy and dusty, especially during rush hour when the sun is out.

Read the full Guadalajara guide

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

Round out the trip

Popular from Chicago

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 2026-08-11. Some links earn Stayonomy a commission at no cost to you.