Cheap flights from Chicago to Guadalajara from $122

The cheapest month to fly to Guadalajara from Chicago is in February. Flight prices, which tend to average around $297, are often lower during this time because this is during the off-season. If you’re not able to fly to Guadalajara in February, then March is your next best option. Flight prices from Chicago to Guadalajara during March average around $316.

Our data shows that Sunday is the least expensive day to fly to Guadalajara. Tickets to fly out on this day can be as low as $367. Flights from Chicago to Guadalajara on a Friday will generally be more expensive and average around $396. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Flying to Guadalajara from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $376 when looking at flights departing in the morning. In contrast, the most expensive time of day to depart to Guadalajara is in the afternoon when prices are around $410.

Fly from Chicago O'Hare Intl to Guadalajara Miguel Hidal for the best Chicago - Guadalajara Miguel Hidal flight prices

You are more likely to see cheaper flights to Guadalajara from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Guadalajara for around $365 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Guadalajara from Chicago for as low as $341 on momondo.

There are 4 cabin classes available to choose from on Chicago to Guadalajara flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 11% on your flight if you consider stops on a Chicago to Guadalajara flight.

As of August 2026, prices for Chicago to Guadalajara flights are approximately 2% more expensive when compared to flights at the same time last year.

Volaris, Viva, and Delta are the most popular carriers operating from Chicago to Guadalajara Miguel Hidal

Volaris, Viva and Aeromexico are the top three most popular airlines that fly to Guadalajara from Chicago according to our data. Volaris is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Guadalajara. Keep in mind that there are 7 different airlines that fly to Guadalajara on a routine basis, so you have a few additional options to choose from.

Historically, on average around 28% of flights between Chicago and Guadalajara have experienced a delay on any given week. The average delay length over the past 12 months has been 163 minutes.

Generally, flights departing in the evening tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Thursday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, Aeromexico have had the least number of delays on this route over the last 12 months; with about 10% of their flights experiencing any sort of delay.

Mexico City (MEX) was the most common stop: 46% of momondo users choosing 1-stop flights on this route connected there.

Flights via Monterrey (MTY) offer the lowest average round-trip price of $268.

Flights connecting via Houston (IAH) have the shortest average one-way travel time: 6h 25m.

Dallas (DFW) has the shortest average layover time for this route: 1h 19m.

As of August 2026, 7 flights take off from Chicago and land in Guadalajara each day. The most common flight departure time for this route is 1:00PM, with 53% of daily flights taking off in the afternoon.

The number of flights available between Chicago and Guadalajara is 55 per week as of August 2026. The most frequent departure day is Wed, with 16% of weekly flights leaving on this day.