Cheap flights to Mexico from Chicago

Round trips from Chicago from $232. Cheapest dates, deal ratings and where to book.

• Mexico City: $232, 2026-10-30 to 2026-11-10
• Guadalajara: $243, 2027-02-15 to 2027-02-23
• Cancún: $294, 2026-12-16 to 2026-12-30
• San Luis Potosí: $315, 2026-12-03 to 2026-12-10
• Morelia: $377, 2027-01-23 to 2027-02-06
• Monterrey: $380, 2026-10-08 to 2026-10-12
• San José del Cabo: $408, 2027-02-13 to 2027-03-13
• Reynosa: $522, 2027-03-05 to 2027-03-07

Nearby

• Guatemala
• Belize
• El Salvador
• Honduras
• Nicaragua
• United States
• Costa Rica
• Cuba