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Cheap Flights from Chicago to Cancun $253.16

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Cheapest Flights from Chicago to Cancun (MDW to CUN)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Chicago to Cancun (MDW to CUN)

Question : How many days should you spend in Cancun?
Answer : Over the next two months, travelers from MDW to CUN are planning on staying for about one week on average.

Question : About how long is the flight from Chicago to Cancun?
Answer : Flying from MDW to CUN typically takes about three hours and 43 minutes.

Question : Is Chicago Midway International Airport (MDW) the cheapest airport for getting to Cancun International Airport (CUN)?
Answer : Chicago Midway International Airport is a superb airport, but in getting you to Cancun, there is a cheaper option – O'Hare International Airport. It's just 16 miles away and flights are being booked 33% cheaper over the upcoming two months.

Question : On a daily basis, how many different flight times are available from Chicago Midway International Airport (MDW) to Cancun International Airport (CUN)?
Answer : The number of flight times varies by day of the week, but on average, MDW to CUN sees only one option. Compared to the average route departing the United States with five flight times, you won't have as many choices as most.

Question : Looking for the shortest flight from MDW to CUN?
Answer : Southwest Airlines can get you there in three hours and 40 minutes. For example, if you were to leave Chicago at 8:10 AM CDT, you would arrive in Cancun at 12:50 PM EST (remember, there is a one-hour time difference).

Question : How does Chicago to Cancun stack up against the rest of the world in overall promptness?
Answer : MDW to CUN currently scores 3 out of a possible 5 stars in promptness. This score combines both the number of delayed flights and total delay minutes. With 3 stars, you should feel slightly worried about getting to Cancun on time.

Question : Should you take that vacation to Cancun in the next 30 days?
Answer : May 23rd has seen bookings (as of Apr 24th) as cheap as $283. That comes in 26% below the average price for this route. Saving now means you'll have more cash in your hand for the trip.