Chicago Midway International Airport
Chicago, United StatesMDW / KMDW
Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft
55 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center
Route
Chicago → Cancún
MDW
ChicagoChicago Midway International Airport
ChicagoChicago Midway International AirportCUN
CancúnCancún International Airport
CancúnCancún International Airport- Distance
- 1,434 mi
- Estimated flight time
- ~3h 25m
Same local time in Chicago and Cancún.
Observed nonstop
How often does this route fly?
Frequency
Daily at most
On average around 1 flights a day, observed from October 2025 to September 2026.
- 1
- flights per day
- 2
- busiest month · Jun
- 1
- quietest month · Oct
- 3 hr 10 min
- measured flight time
- 8 / 12
- months seen
Through the year
Per day, month by month
- 1Jan2026
- –Feb
- –Mar
- 1Apr
- –May
- 2Jun
- 1Jul
- –Aug
- 1Sep
- 1Oct2025
- 1Nov
- 1Dec
Airlines
Who flies it
Southwest Airlinesautumn
Through the day
Departure times
Local time in Chicago. Most departures between 08:00 and 11:00.
- 00:00
- 01:00
- 02:00
- 03:00
- 04:00
- 05:00
- 06:00
- 07:00
- 08:00
- 09:00
- 10:00
- 11:00
- 12:00
- 13:00
- 14:00
- 15:00
- 16:00
- 17:00
- 18:00
- 19:00
- 20:00
- 21:00
- 22:00
- 23:00
Through the week
By weekday
- 0.3Mon
- 0.3Tue
- 0.3Wed
- 0.3Thu
- 0.3Fri
- 0.6Sat
- 0.3Sun
Fleet
Aircraft observed
- Boeing 737-700B73757%
- Boeing 737 MAX 8B38M33%
- Boeing 737-800B73810%
- Embraer Legacy 500E5502%
All the numbers in a table
| Month | Per day | Seen | Airlines |
|---|---|---|---|
| January 2026 | 1 | 18 |
|
| February 2026 | Not seen in this month. | ||
| March 2026 | Not seen in this month. | ||
| April 2026 | 1 | 2 |
|
| May 2026 | Not seen in this month. | ||
| June 2026 | 2 | 4 |
|
| July 2026 | 1 | 2 |
|
| August 2026 | Not seen in this month. | ||
| September 2026 | 1 | 2 |
|
| October 2025 | 1 | 36 |
|
| November 2025 | 1 | 34 |
|
| December 2025 | 1 | 27 |
|
Airlines observed on this route
From observed callsign routes on MDW-CUN - not a booking guarantee.
About this route
- International route: Chicago and Cancún are in different countries.
- The opposite direction has also been observed as a direct connection.
- Direct destinations observed from Chicago: 108.
- Direct destinations observed from Cancún: 75.
The airports on this route
Cancún International Airport
Cancún, MexicoCUN / MMUN
Major airport · 75 direct destinations · 2 runways · longest runway 11,483 ft
81 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center
Alternative airports for this journey
Same journey, a different airport nearby - with an observed direct connection.
About the route from Chicago to Cancún
The observed direct connection between Chicago Midway International Airport (MDW) and Cancún International Airport (CUN) covers approximately 1,434 mi. The estimated flight time is around 3h 25m. Southwest Airlines has been observed on this connection in the available route data.
Frequently asked questions about this route
- How far is Chicago from Cancún by air?
- The great-circle distance between Chicago Midway International Airport and Cancún International Airport is approximately 1,434 mi.
- How long is the flight from Chicago to Cancún?
- Based on the distance, the estimated flight time is about 3h 25m. This is an estimate, not a schedule.
- Is there a direct connection from Chicago to Cancún?
- Yes, a direct connection between MDW and CUN has been observed in our route data.
- Which airlines have been observed on this route?
- In the available route data: Southwest Airlines.
- How often is there a flight from Chicago to Cancún?
- On average around 1 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 125 observed flights. Mainly Southwest Airlines. That is an observation, not a timetable.
- What is the current time difference between Chicago and Cancún?
- Same local time in Chicago and Cancún.
Where this data comes from
The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.
The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.
Route data updated on October 11, 2026.