Direct (non-stop) flights from Chicago (MDW) to Cancún (CUN)
Find comprehensive flight information, schedules, and booking details for direct flights from Chicago (MDW), US to Cancún (CUN), MX. This popular route is operated by 1 airline, offering multiple daily departures.• Flight Duration: 3h 30m - 3h 45m (average flight time)• Distance: 1442 miles (2320 km) (air miles between airports)• Daily Flights: 1-2 flights (scheduled departures per day)
Chicago (MDW)
US
Cancún (CUN)
MX
FLIGHT TIME
3h 30m - 3h 45m
FLIGHT DISTANCE
1442 miles (2320 km)
3h 45m - 3h 45m
08:35
08:35
1442 miles (2320 km)
February
1 (Show)
8
Terminal 1 (Chicago (MDW))
Terminal 3 (Cancún (CUN))
Flight Schedule
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Airlines Operating This Route
Click any airline to view their specific flight schedules, policies, and route details for this connection. You can also explore flights from Chicago (MDW) and flights to Cancún (CUN).
Route Insights
Route Demand
This route operates 8 flights per week, serving moderate demand between Chicago (MDW) and Cancun (CUN).
Best Time to Fly
Best Value Period
February typically offers the best value for travelers, with lower average fares compared to peak travel periods.
Price Trends
Price variation throughout the year is significant, with Feb being the most affordable month and prices increasing during peak travel seasons.
Distance & Duration Explained
Route Distance
At 1442 miles (2320 km), this is an ultra-long-haul route between Chicago (MDW) and Cancun (CUN), requiring larger aircraft and extended flight times.
Flight Duration
Flight duration averages 3h 30m - 3h 45m, with actual times ranging from 3h 45m - 3h 45m depending on aircraft type, wind conditions, and routing.
Airline Comparison
Available Airlines
Southwest Airlines is the sole operator on this route, providing 1 daily flight between MDW and CUN.
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Best Time to Visit & Travel Planning
Cheapest Day
Cheapest Month
Average Fare
$403
Travel Planning Tips for Chicago (MDW) to Cancún (CUN)
- Best Day to Book
Wednesday typically offers the lowest fares for flights from Chicago (MDW) to Cancún (CUN). Consider booking on this day for potential savings.
- Best Month to Travel
February is generally the cheapest month to fly from Chicago (MDW) to Cancún (CUN). Plan your trip during this month for the best deals.
- Average Flight Price
The average fare for flights from Chicago (MDW) to Cancún (CUN) is approximately $403. Prices may vary based on booking time, season, and airline.
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Related Pages
Related Airports
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Frequently Asked Questions
How many flights operate from Chicago (MDW) to Cancun (CUN)?
There is 1 direct flight operating from Chicago (MDW) to Cancun (CUN). Approximately 1-2 flights daily.
Which airlines operate flights from Chicago (MDW) to Cancun (CUN)?
1 airline operates on this route: Southwest Airlines.
How long is the flight from Chicago (MDW) to Cancun (CUN)?
The flight duration from Chicago (MDW) to Cancun (CUN) is approximately 3h 30m - 3h 45m.
What is the distance from Chicago (MDW) to Cancun (CUN)?
The distance from Chicago (MDW) to Cancun (CUN) is 1442 miles (2320 km).
What is the flight time range for this route?
Flight times on this route range from 3h 45m - 3h 45m.
What are the earliest and latest flight departure times?
The earliest flight departs at 08:35 and the latest flight departs at 08:35.
What is the cheapest month to fly from Chicago (MDW) to Cancun (CUN)?
February is typically the cheapest month to fly on this route.
How many flights operate per week on this route?
Approximately 8 flights operate per week from Chicago (MDW) to Cancun (CUN).
What types of aircraft operate on this route?
This route is served by Boeing 737MAX 8 Passenger.
What is the average flight price from Chicago (MDW) to Cancun (CUN)?
The average flight price for a round-trip ticket from Chicago (MDW) to Cancun (CUN) is approximately $412 USD. Prices can vary based on booking time, season, and airline.
When is the best time to book flights from Chicago (MDW) to Cancun (CUN) for the lowest prices?
February is typically the cheapest month to fly from Chicago (MDW) to Cancun (CUN). Booking in advance and avoiding peak travel seasons can help you find better deals.
How far is Cancun (CUN) from Chicago (MDW)?
The distance from Chicago (MDW) to Cancun (CUN) is 1442 miles (2320 km). This is a long-haul flight route.
How long does it take to fly from Chicago (MDW) to Cancun (CUN)?
The flight time from Chicago (MDW) to Cancun (CUN) is approximately 3h 30m - 3h 45m. Actual flight duration may vary based on weather conditions, aircraft type, and routing.
What city does Cancun (CUN) serve?
Cancun (CUN) serves Cancun, MX.