Flights from Chicago to Cancun
Compare 800+ airlines · Book direct · No Mubboo fees
From $282 · Prices update daily
We don't sell anything. We compare — you choose the best deal.
Price calendar — next 60 days
★ Cheapest: $282 on Tue, Feb 16 · Y4
Lowest return fares · Prices update daily · Final price confirmed at booking
Airlines flying Chicago to Cancun
Approximately $313 – $580 round-trip economy; Main Cabin Extra $80 surcharge
Direct · 3h 50m – 4h 00m
Approximately $313 – $580 round-trip economy; Main Cabin Extra $50-100 surcharge
Direct · 3h 55m – 4h 05m
Approximately $340 – $550 round-trip economy. No baggage fees.
Direct · 4h 00m – 4h 10m
Approximately $229 – $400 base fare. Carry-on $40-60. Seat assignment $30+.
Direct · 3h 50m – 4h 00m
Approximately $249 – $420 base fare. Carry-on $38-55. Big Front Seat $50.
Direct · 3h 55m – 4h 05m
Visa for Cancun
Travel insurance
Protect your Chicago to Cancun trip against delays, cancellations, and medical emergencies. US travelers can compare plans from top insurers.
✈️ Flight delayed or cancelled?
Claim up to $700 per passenger for qualifying delays onChicago to Cancun routes. Free to check — no win, no fee.
More resources
Mubboo earns a commission when you book through our links. This does not affect the prices you see or our recommendations. Final prices are confirmed on the booking site.