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A coastal cityscape with a beach, clear turquoise waters, and high-rise hotels.

SAR 959 Cheap Flights from Chicago (CHI) to Cancun (CUN)

Flight 1

Cheap Flights from Chicago to Cancun (CHI-CUN)

Prices were available within the past 7 days and start at SAR 959 for one-way flights and SAR 2,180 for roundtrip, for the period specified. Prices and availability are subject to change.
Aeromexico
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,180
Roundtrip
Found 1 day ago
Select Aeromexico flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,180 Found 1 day ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,454
Roundtrip
Found 1 day ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,454 Found 1 day ago
Aeromexico
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,706
Roundtrip
Found 1 day ago
Select Aeromexico flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,706 Found 1 day ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,757
Roundtrip
Found 1 day ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,757 Found 1 day ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,767
Roundtrip
Found 1 day ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,767 Found 1 day ago
Aeromexico
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,885
Roundtrip
Found 1 day ago
Select Aeromexico flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,885 Found 1 day ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,888
Roundtrip
Found 1 day ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,888 Found 1 day ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,930
Roundtrip
Found 1 day ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,930 Found 1 day ago
Aeromexico
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,968
Roundtrip
Found 1 day ago
Select Aeromexico flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,968 Found 1 day ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
CUN
Cancun
SAR 2,980
Roundtrip
Found 1 day ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to Cancun, returning Saturday, 25 July, 2026, priced at SAR 2,980 Found 1 day ago

Find the cheapest month to fly from Chicago (CHI) to Cancun (CUN)

January is typically the cheapest month to fly

From SAR 734 - SAR 1,157 per traveler.

Travel information

Origin airport
Chicago O'Hare Intl. Airport
Destination airport
Cancun Intl. Airport
Distance
2,329 km away
Airlines serving
Volaris, Aeromexico, JetBlue Airways, Air Canada, American Airlines, United, Delta, Frontier Airlines, Viva Aerobus, Funjet Vacations, Sun Country Airlines, Sterling Blue, Avianca, Copa, WestJet
Popular airline
Volaris
Roundtrip price
SAR 2,180
Average flight time
3 hours 50 mins
*Available to One Key members.