Flights from Mexico to Chicago, IL (MDW)

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Best Flight Deals to Chicago, IL (MDW) from Mexico

$

Cancun, MX (CUN)To

Chicago, IL (ORD)
Departing Apr 29, 2026
From
$121
Last seen: 5 hours ago
One-way
Discount Den Basic Fare

Cancun, MX (CUN)To

Chicago, IL (MDW)
Departing Mar 10, 2026
From
$127
Last seen: 23 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®.

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