Flights from Chicago (MDW) to Cancun (CUN) from USD93
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Cheap flights Chicago Cancun
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USD
Houston (IAH)to
Mexico City (MEX)Depart 04/29/2026
from
USD89
Viewed: 10 hours ago
One way
Economy
Mexico City (MEX)to
Cancun (CUN)Depart 02/12/2026
from
USD29
Viewed: 7 hours ago
One way
Economy
Mexico City (MEX)to
Guadalajara (GDL)Depart 02/24/2026
from
USD6
Viewed: 7 hours ago
One way
Economy
Mexico City (MEX)to
Tijuana (TIJ)Depart 02/12/2026
from
USD39
Viewed: 2 hours ago
One way
Economy
Mexico City (MEX)to
Monterrey (MTY)Depart 01/16/2026
from
USD6
Viewed: 10 hours ago
One way
Economy
Mexico City (MEX)to
Los Angeles (LAX)Depart 04/21/2026
from
USD102
Viewed: 48 minutes ago
One way
Economy
Guadalajara (GDL)to
Los Angeles (LAX)Depart 03/08/2026
from
USD89
Viewed: 6 hours ago
One way
Economy
Guadalajara (GDL)to
Las Vegas (LAS)Depart 03/18/2026
from
USD97
Viewed: 7 hours ago
One way
Economy
Guadalajara (GDL)to
Fresno (FAT)Depart 03/09/2026
from
USD98
Viewed: 10 hours ago
One way
Economy
Guadalajara (GDL)to
San Jose (SJC)Depart 02/04/2026
from
USD102
Viewed: 7 hours ago
One way
Economy
Guadalajara (GDL)to
Ontario (ONT)Depart 05/16/2026
from
USD112
Viewed: 9 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 08/21/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 08/24/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 03/25/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 08/23/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 03/23/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 03/22/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 03/20/2026 | One way|Economy | |
Chicago (MDW) | Cancun (CUN) | Depart 08/19/2026 | One way|Economy |
Look on our website for the price that best suits you.*
Testing for SFM Filters Country-Market City to City
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USD
From | To | Fare type | Dates | Price |
|---|---|---|---|---|
| Chicago (ORD) | Cancun (CUN) | One way | Economy | Depart 02/16/2026 | from USD93 Viewed: 4 hours ago |
| Chicago (MDW) | Cancun (CUN) | One way | Economy | Depart 08/21/2026 | from USD172 Viewed: 8 hours ago |
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