Cancún to Chicago (CUN–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
CUN–MDW is served by 2 airlines with nonstop service. Southwest Airlines and Frontier lead the route. The flight covers 1,434 miles in approximately 3h 38m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 8 | 737, 7S7 | 3h35-3h40 | – | – | – |
| F9 Frontier Also: Y4 | 0 | – | – | – | – | Y4 |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Chicago from Cancún
| Metric | CUN→MDW | MID→MDW |
|---|---|---|
| Distance from CUN | – | 179 mi |
| Nonstop airlines | 2 | 1 |
| Weekly flights | 8 | – |
| Flight time | 3h 38m | 3h 2m |
Travel Essentials
CUN: EST · MDW: CDT
When it's 6:00 PM in Cancún, it's 6:00 PM in Chicago.
Mexican passport holders need a B1/B2 visa to enter the United States. The visa is obtained through a US embassy or consulate and requires an in-person interview. B1/B2 visas are typically issued for 10 years with stays of up to 6 months per entry.
For land crossings within the border zone, a Border Crossing Card (BCC) is an alternative. The BCC costs USD 185 and is valid for 10 years. It allows entry up to 25 miles from the border in Texas and California, or 55 miles in New Mexico and Arizona. Travel by air or beyond the border zone requires a full B1/B2 visa with a valid passport.
ADO buses run from downtown Cancún bus terminal to the airport for MXN 102 (about USD $5) in 20–25 minutes. The Tren Maya (Maya Train) opened a station at CUN Airport (Terminal 4), connecting to the broader Yucatán rail network. Taxis from the Hotel Zone (Zona Hotelera) cost MXN 350–550 (USD $17–28) depending on the zone.Authorized taxis from the airport are sold by ticket inside the terminal; agree on the fare before leaving the building to avoid inflated street prices. Uber is blocked from airport pick-ups by local taxi concessions; use the authorised taxi stand. Car rental is available at all four terminals.
CUN–MDW Quick Facts
Frequently Asked Questions
Flights from CUN to MDW
Cancún International Airport (CUN) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines and Frontier. With 8 weekly departures, this is a regularly served route.
CUN to MDW Flight Duration and Schedule
Nonstop flight time from CUN to MDW is about 3 hours 38 minutes gate to gate. The route covers a distance of 1,434 miles (2,308 km). There are approximately 8 weekly flights outbound and 15 return, totaling 23 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Nashville, Louis Armstrong New Orleans and Tampa. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Mérida (MID).