Chicago to Cancún (MDW–CUN) — Airlines, Schedules & Connections
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No nonstop flights on this route. connecting options below.
MDW–CUN is served by 2 airlines with nonstop service. Southwest Airlines and Frontier lead the route. The flight covers 1,434 miles in approximately 3h 30m. Beyond nonstop, 74 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 12 | B38M | 3h30-3h35 | – | – | |
| F9 Frontier Also: Y4 | 0 | – | – | – | Y4 |
Weekly Schedule Pattern
Connection Landscape
Other ways to reach Cancún from Chicago
| Metric | MDW→CUN | ORD→CUN | RFD→CUN |
|---|---|---|---|
| Distance from MDW | – | 15 mi | 75 mi |
| Nonstop airlines | 2 | 7 | 1 |
| Weekly flights | 12 | 73 | – |
| Flight time | 3h 30m | 3h 46m | 3h 39m |
| Departure OTP | 100% | – | – |
Travel Essentials
MDW: CDT · CUN: EST
When it's 6:00 PM in Chicago, it's 6:00 PM in Cancún.
US citizens enter Mexico visa-free for up to 180 days for tourism. Complete the immigration form (FMM) online or on arrival; the online version speeds up processing. Passport must be valid for the duration of stay.
Duty-free allowances: USD 500 in goods. Mexico prohibits importing certain foods and medications without documentation. Declare cash over USD 10,000.
Authorised airport taxis operate from a voucher desk inside each terminal. Fares to the Hotel Zone run MXN 350–550 (USD $17–28) and to downtown Cancún MXN 200–300. Purchase tickets inside before exiting to avoid touts. ADO buses depart from outside Terminal 2 to downtown Cancún for MXN 102 and continue to Playa del Carmen and Tulum.The Tren Maya connects Terminal 4 to Playa del Carmen, Tulum, and the broader Yucatán Peninsula. Car rental desks are located in all terminals; driving is straightforward on Highway 307.
Tropical climate with two distinct seasons. Dry season (December–April) brings warm, sunny weather at 25–32°C with low humidity, the peak tourist season and most reliable flying conditions. Wet season (May–November) is hot, humid, and prone to heavy afternoon downpours; thunderstorms can cause short ground delays.
Hurricane season runs June through November, peaking in September–October. Major storms (e.g., Wilma 2005, Zeta 2020) can close the airport for 12–48 hours. Monitor forecasts carefully from August through October. September is statistically the highest-risk month.
MDW–CUN Quick Facts
Frequently Asked Questions
Flights from MDW to CUN
Chicago Midway International Airport (MDW) and Cancún International Airport (CUN) are connected by nonstop service from Frontier and Southwest Airlines. With 12 weekly departures, this is a regularly served route.
MDW to CUN Flight Duration and Schedule
Nonstop flight time from MDW to CUN ranges from 3 hours 30 minutes to 3 hours 35 minutes. The route covers a distance of 1,434 miles (2,308 km). There are approximately 12 weekly flights outbound and 12 return, totaling 24 flights per week in both directions.
Connecting Options and Alternatives
74 one-stop connections are available, with the fastest taking approximately 4 hours via APF. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), Chicago/Rockford (RFD) and Milwaukee (MKE).