Cheap flights from Chicago to Guadalajara from $141

The cheapest month to fly to Guadalajara from Chicago is in February. Flight prices, which tend to average around $300, 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 $323.

Our data shows that Monday is the least expensive day to fly to Guadalajara. Tickets to fly out on this day can be as low as $369. Flights from Chicago to Guadalajara on a Thursday will generally be more expensive and average around $395. 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 evening is the least expensive time of day to depart. momondo users have found prices as low as $384 when looking at flights departing in the evening. In contrast, the most expensive time of day to depart to Guadalajara is in the afternoon when prices are around $491.

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 $375 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 $312 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 20% on your flight if you consider stops on a Chicago to Guadalajara flight.

As of November 2026, prices for Chicago to Guadalajara flights are approximately 13% cheaper when compared to flights at the same time last year.

Viva, Volaris, 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 54% 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 29% 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 152 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.

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday 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 15% of their flights experiencing any sort of delay.

Mexico City (MEX) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Flights via Mexico City (MEX) offer the lowest average round-trip price of $386.

Flights connecting via Dallas (DFW) have the shortest average one-way travel time: 6h 41m.

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

As of November 2026, 6 flights take off from Chicago and land in Guadalajara each day. The most common flight departure time for this route is 1:00AM, with 48% of daily flights taking off in the morning.

The number of flights available between Chicago and Guadalajara is 43 per week as of November 2026. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.