Cheap flights from Mexico to Chicago from $129

The month of September is, on average, the cheapest month to fly to Chicago from Mexico, with most prices found around $317. If you’re not able to fly to Chicago in September, then March is your next best option. Flight prices from Mexico to Chicago during March average around $321.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $218. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Mexico to Chicago for around $538.

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Mexico to Chicago during this time can be as low as $228. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $363.

Fly from Cancun to Chicago O'Hare Intl for the best Mexico - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Mexico when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $256 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Mexico for as low as $159 on momondo.

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

Viva, United Airlines, and Volaris are the most popular carriers operating from Mexico to Chicago

Volaris, Viva and United Airlines are the top three most popular airlines that fly to Chicago from Mexico according to our data. Volaris is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 8 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Historically, on average around 15% of flights between Mexico and Chicago 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 morning tend to experience fewer delays. Flights in the evening 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. 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 6% of their flights experiencing any sort of delay.

33 flights are operational daily from Mexico to Chicago as of April 2026. The most popular departure time for this route is 12:00PM, with 39% of flights per day taking off in the afternoon.

233 flights are operational weekly from Mexico to Chicago as of April 2026. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.