Cheap flights from Guadalajara to Chicago from $186

The month of February is, on average, the cheapest month to fly to Chicago from Guadalajara, with most prices found around $284. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from Guadalajara to Chicago during April average around $307.

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $284. This is often the case because there is less demand to fly during this day of the week. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Guadalajara to Chicago for around $353.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Guadalajara to Chicago during this time can be as low as $275. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $374.

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

You are more likely to see cheaper flights to Chicago from Guadalajara when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $341 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Guadalajara for as low as $282 on momondo.

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

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

Volaris, Viva and Delta are the top three most popular airlines that fly to Chicago from Guadalajara according to our data. Volaris is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Historically, on average around 17% of flights between Guadalajara and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 132 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights in the evening 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. Tuesday 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 9% of their flights experiencing any sort of delay.

The number of flights available between Guadalajara and Chicago is 5 per day as of August 2026. The most frequent departure time is 7:00AM, with 51% of daily flights leaving in the evening.

As of August 2026, 37 flights take off from Guadalajara and land in Chicago each week. The most common flight departure day for this route is Mon, with 19% of weekly flights taking off on this day.