Cheap flights from Mexico to Chicago from $149

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Mexico. The lowest ticket price found for a Thursday departure recently was $358. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Tuesday is the most expensive day to depart from Mexico because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $552.

Flying to Chicago Midway Airport from Mexico at noon is the least expensive time of day to depart. momondo users have found prices as low as $358 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $471. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Cancun to Chicago Midway for the best Mexico - Chicago Midway flight prices

There are 2 cabin classes available to choose from on Mexico to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Historically, on average around 11% 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 122 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. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, Volaris 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.

As of March 2026, 7 flights take off from Mexico and land in Chicago Midway Airport each day. The most common flight departure time for this route is 1:00PM, with 60% of daily flights taking off in the afternoon.

As of March 2026, 53 flights take off from Mexico and land in Chicago Midway Airport each week. The most common flight departure day for this route is Sat, with 23% of weekly flights taking off on this day.