Cheap flights from Quintana Roo to Chicago from $189

The month of January is, on average, the cheapest month to fly to Chicago from Quintana Roo, with most prices found around $222. If you’re not able to fly to Chicago in January, then April is your next best option. Flight prices from Quintana Roo to Chicago during April average around $223.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $305. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Quintana Roo to Chicago for around $475.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Quintana Roo to Chicago during this time can be as low as $286. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $457.

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

You are more likely to see cheaper flights to Chicago from Quintana Roo when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $331 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Quintana Roo for as low as $261 on momondo.

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

Volaris, Aeromexico, and Frontier are the most popular carriers operating from Quintana Roo to Chicago

Frontier, United Airlines and Volaris are the top three most popular airlines that fly to Chicago from Quintana Roo according to our data. Frontier 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 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

The number of flights available between Quintana Roo and Chicago is 12 per day as of November 2026. The most frequent departure time is 2:00PM, with 85% of daily flights leaving in the afternoon.

As of November 2026, there are 85 flights per week flying from Quintana Roo to Chicago. The most common day of the week flights depart is Fri, with 20% of flights taking off on this day.