$164 Find Cheap Flights from Chicago Midway Airport to Cancun - Compare and Save

When flying from Chicago Midway Airport to Cancun, you should consider leaving on a Tuesday and avoid Thursdays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Thursdays and the most expensive ones on Mondays.

The cheapest month for flights from Chicago Midway Airport to Cancun is October, where tickets cost $313 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $612 and $597 respectively.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $534 on average.

To get a below average price on the flight from Chicago Midway Airport to Cancun, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

In the past 5 days, the cheapest round-trip tickets from Chicago Midway Airport to Cancun were found on Volaris ($351) and Frontier ($438).

There are 2 airlines that fly nonstop from Chicago Midway Airport to Cancun. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best round-trip deal found costing $198. On average, the best prices for this route can be found at Frontier.

Weekly flights between Chicago and Cancun historically see delays in approximately 25% of cases, with the average delay over the past year being 125 minutes.

Typically, flights leaving in the morning tend to face fewer delays, whereas flights in the early afternoon have historically encountered delays more often.

Statistically, Tuesday is the day of the week with the fewest delays on this flight route, while Saturday has typically experienced more delays than other days.

Based on our data, Southwest have experienced the fewest delays on this route in the past 12 months, with only about 24% of their flights encountering any delays.

Atlanta (ATL) is the top choice – 66% of KAYAK users who clicked on 1-stop flights from Chicago Midway Airport to Cancun picked an itinerary connecting there.

Flights via Atlanta (ATL) offer the most affordable fares, with an average round-trip price of $445.

Consider flying via St. Louis (STL) for the shortest journey. The average one-way travel time for flights connecting there is 6h 06m.

If you prefer a quick connection, Mexico City (MEX) often has the shortest layovers from Chicago Midway Airport to Cancun, with an average of 1h 50m.

There are 2 cabin class options for the route. These are Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Each day, there are between 1 and 2 nonstop flights that take off from Chicago Midway Airport and land in Cancun, with an average flight time of 3h 35m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 8 flights. The most frequent day of departure is Monday, when 25% of all weekly flights depart. The fewest flights depart on a Tuesday.