Cheap flights from Chicago to Guadalajara from $91

The cheapest month to fly to Guadalajara from Chicago is in May. Flight prices, which tend to average around $291, are often lower during this time because this is during the off-season. If you’re not able to fly to Guadalajara in May, then February is your next best option. Flight prices from Chicago to Guadalajara during February average around $299.

Our data shows that Tuesday is the least expensive day to fly to Guadalajara. Tickets to fly out on this day can be as low as $349. Flights from Chicago to Guadalajara on a Friday will generally be more expensive and average around $394. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Flying to Guadalajara from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as $360 when looking at flights departing at noon. In contrast, the most expensive time of day to depart to Guadalajara is in the afternoon when prices are around $417.

Fly from Chicago Midway 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 $351 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 $282 on momondo.

There are 3 cabin classes available to choose from on Chicago to Guadalajara Miguel Hidal flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Chicago to Guadalajara.

As of March 2026, prices for Chicago to Guadalajara flights are approximately 31% cheaper when compared to flights at the same time last year.

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

Viva, Volaris and Aeromexico are the top three most popular airlines that fly to Guadalajara from Chicago according to our data. Viva is the first choice among our users, with 45% 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 24% 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 169 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 12% of their flights experiencing any sort of delay.

Dallas (DFW) was the most common stop: 55% 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.

Houston (IAH) has the shortest average layover time for this route: 2h 01m.

As of March 2026, 1 flights take off from Chicago and land in Guadalajara each day. The most common flight departure time for this route is 1:00PM, with 80% of daily flights taking off in the afternoon.

The number of flights available between Chicago and Guadalajara is 12 per week as of March 2026. The most frequent departure day is Tue, with 58% of weekly flights leaving on this day.