Flight Routes from Chicago Midway to Cancun

Compare cheap outbound and return flights from Chicago Midway (MDW) to Cancun (CUN) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€623
Fastest flight
non-stop flights
10x / week
Flight distance
2,311 km
Time difference
none

Flight schedule from Chicago Midway (MDW) to Cancun (CUN)

Select a travel date in the flight schedule for the route from Chicago Midway (MDW) to Cancun (CUN) and compare affordable flight deals.

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Matching outbound flightsMDW–CUN · 3 of 3
fromto
dep.arr.
durationstopovers
  1. October 18 – 24, 2026
  2. October 25 – 31, 2026
  3. November 1 – 7, 2026
    1. MDWCUN
      nonstop
      1. Southwest Airlines
    2. MDWCUN
      nonstop
      1. Southwest Airlines
    3. MDWCUN
      nonstop
      1. Southwest Airlines

      Important flight information

      Discover more flights around Chicago Midway and Cancun

      Departure airport Airport Chicago Midway International Airport, IL (MDW)
      Arrival airport Airport Cancun (CUN)
      Destination country Flights to Mexico
      City-Code - Arrival airport Chicago - Cancun
      Departure airport - Destination country Chicago Midway International Airport, IL - Mexico
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