Flights from Chicago, IL to Mexico
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Best Flight Deals from Chicago, IL to Mexico
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Chicago, IL (ORD)To
Cancun, MX (CUN)Departing May 4, 2026
From
$58
Last seen: 10 hours ago
One-way
Discount Den Basic Fare
Chicago, IL (MDW)To
Cancun, MX (CUN)Departing May 9, 2026
From
$110
Last seen: 19 hours ago
One-way
Discount Den Basic Fare
*Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.
Flights Deals from Chicago, IL to Mexico on Frontier
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From | To | |||
|---|---|---|---|---|
| Chicago, IL (ORD) | Cancun, MX (CUN) | One-way / Discount Den Basic Fare | Departing Jul 20, 2026 | From $93 Last seen: 19 hours ago |
| Chicago, IL (MDW) | Cancun, MX (CUN) | One-way / Discount Den Basic Fare | Departing May 29, 2026 | From $154 Last seen: 13 hours ago |
*Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.