Chicago to Cancun Flight Overview
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Flight Details
- Duration: 3.5-4 hours direct
- Direct Flights: Yes
- From: ORD (O'Hare) or MDW (Midway - Southwest)
- To: CUN (Cancun International)
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Typical Prices
- Economy: $300-$550 roundtrip
- Business: $800-$1,200 roundtrip
- Cheapest: September, October, early November
- Priciest: December-January, March (Spring Break), Easter week
Airlines Flying Chicago to Cancun
UnitedAmericanSouthwestSpiritFrontierVolaris
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Tips for Cheap Chicago to Cancun Flights
1Southwest flies from Midway (MDW) with 2 free checked bags - perfect for golf clubs and dive gear.
2Spirit and Frontier from O'Hare have $200 roundtrip sales if you watch for them and pack light.
3Avoid March entirely if possible - Chicago spring breakers flood Cancun and prices triple.
4Consider flying Tuesday-Thursday to avoid weekend warrior crowds from Chicago.
💡Savings tip: Southwest from Midway offers 2 free bags - great for beach vacation gear
FAQs About Flights to Chicago to Cancun
Direct flights from Chicago to Cancun take 3.5-4 hours. Both O'Hare and Midway have nonstop service, making Cancun an easy long weekend escape from the Midwest.
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