Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Guadalajara. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Chicago to Guadalajara, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
There are most likely no direct flights on the Chicago — Guadalajara route
Chicago — Guadalajara
06/07/2026
Departure
Direct flight
Y41703
starting at $327
Chicago — Guadalajara
06/20/2026
Departure
Direct flight
Y45703
starting at $519
Chicago — Guadalajara
06/21/2026
Departure
Direct flight
AM653
starting at $389
Chicago — Guadalajara
08/30/2026
Departure
Direct flight
Y41703
starting at $424
Chicago — Guadalajara
11/02/2026
Departure
Direct flight
VB547
starting at $107
Chicago — Guadalajara
07/13/2026
Departure
Direct flight
Y41705
starting at $146
Chicago — Guadalajara
06/12/2026
Departure
Direct flight
Y45037
starting at $485
Chicago — Guadalajara
06/19/2026
Departure
Direct flight
Y41703
starting at $315
Chicago — Guadalajara
07/07/2026
Departure
Direct flight
Y41703
starting at $122
Chicago — Guadalajara
07/14/2026
Departure
Direct flight
VB547
starting at $231
The Chicago — Guadalajara route is served by multiple airlines, including Volaris, Aeromexico, and VivaAerobus. This is convenient for those who want the best balance of price, schedule, and travel conditions. Tickets start from $80, and depending on season and promotions, even better deals may appear. With our service, you can easily compare available options and book tickets that match your plans. The variety of carriers allows flexible choices and comfortable travel without overpaying.
We couldn't find any special offers for flights from Chicago to Guadalajara
The cheapest one-way flight from Chicago to Guadalajara departs on 11/02/2026, is operated by Volaris and costs $80
The cheapest roundtrip flight from Chicago to Guadalajara departs on 08/28/2026, is operated by Volaris and costs $178
Fastest flight from Chicago to Guadalajara takes 4h 4m
There are direct flights on this route 5 days a week: Su, Mo, Tu, Fr, and Sa
The distance between Chicago and Guadalajara is 2792km (1731 miles). There are 5 direct flights from Chicago to Guadalajara. Chicago and Guadalajara are in the same time zone. Flights from Chicago begin at 1:05 PM. The latest flight from Chicago departs at 2:19 AM
The cheapest flight ticket from Chicago to Guadalajara according to data for the last 48 hours costs $80
Often the best time to buy tickets from Chicago to Guadalajara is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Guadalajara can be found flying in these months: November, July, August.
The fastest flights from Chicago to Guadalajara start from 4 hours 4 minutes in the air.
The following airlines operate direct flights on the route Chicago — Guadalajara: Volaris, Aeromexico, VivaAerobus
In different months, ticket prices from Chicago to Guadalajara vary: minimum — $80 (November 2026), maximum — $132 (June 2026). Typically, the flight costs $106–$110.
The price trend from Chicago to Guadalajara resembles a smile: costs drop, bottom out, then recover. Knowing this, you can pick dates with the best prices.
Prices fall from June 2026 to July 2026 (24%), then rise from July 2026 to August 2026 (+10%). The best period is August 2026–November 2026 ($95), the most expensive is June 2026–July 2026 ($116).
The best time to buy is August 2026–November 2026, when prices are at their lowest. This can save you up to 18% compared to the expensive months (June 2026–July 2026).
Monthly price variation is 17.5%. On this route, your departure date noticeably affects the cost, and choosing wisely can lead to real savings.