Flights from Chicago (MDW) to Cancun (CUN) from USD86
expand_more
1 Adult
expand_morePromo code
expand_moretoday
Cheap flights Chicago Cancun
flight_takeoff
flight_land
USD
Guadalajara (GDL)to
Los Angeles (LAX)Depart 08/11/2026
from
USD92
Viewed: 33 minutes ago
One way
Economy
Mexico City (MEX)to
Cancun (CUN)Depart 06/06/2026
from
USD30
Viewed: 11 hours ago
One way
Economy
Mexico City (MEX)to
Tijuana (TIJ)Depart 05/22/2026
from
USD37
Viewed: 43 minutes ago
One way
Economy
Guadalajara (GDL)to
Las Vegas (LAS)Depart 06/22/2026
from
USD90
Viewed: 3 minutes ago
One way
Economy
Mexico City (MEX)to
Monterrey (MTY)Depart 04/27/2026
from
USD15
Viewed: 6 hours ago
One way
Economy
Mexico City (MEX)to
Guadalajara (GDL)Depart 07/20/2026
from
USD18
Viewed: 3 hours ago
One way
Economy
San Salvador (SAL)to
Los Angeles (LAX)Depart 08/13/2026
from
USD133
Viewed: 50 minutes ago
One way
Economy
Guadalajara (GDL)to
San Jose (SJC)Depart 05/27/2026
from
USD99
Viewed: 58 minutes ago
One way
Economy
San Salvador (SAL)to
Washington, D.C. (IAD)Depart 04/26/2026
from
USD77
Viewed: 1 hour ago
One way
Economy
Mexico City (MEX)to
Los Cabos (SJD)Depart 04/22/2026
from
USD45
Viewed: 4 hours ago
One way
Economy
Houston (IAH)to
Mexico City (MEX)Depart 05/06/2026
from
USD84
Viewed: 10 hours ago
One way
Economy
*Fare Module Disclaimer
Book our lowest prices from Chicago to Cancun
USD
| From | To | Dates | Fare type | Price |
|---|---|---|---|---|
Chicago (MDW) | Cancun (CUN) | Depart 08/07/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 08/10/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 08/12/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 08/08/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 08/06/2026 | One way|Economy |
Look on our website for the price that best suits you.*
Testing for SFM Filters Country-Market City to City
flight_takeoff
flight_land
USD
From | To | Fare type | Dates | Price |
|---|---|---|---|---|
| Chicago (ORD) | Cancun (CUN) | One way | Economy | Depart 06/30/2026 | from USD86 Viewed: 1 hour ago |
| Chicago (MDW) | Cancun (CUN) | One way | Economy | Depart 08/10/2026 | from USD185 Viewed: 5 hours ago |
Footer