Chicago (ORD) to Cancún (CUN) flight deal in business from $405
$453 USD
-11%$405 USD
Verified 17 days agoOctober 2026
Mon
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Great Availability
61% of dates checked are available within 10% of the lowest price
Sunday, October 4th, 2026
Outbound Flights
12h 42m·1 stop
$416 USD
ORDOct 4 21:15
→DFWOct 4 23:37
AA 2281Airbus A321
7h 35m layover·Overnight
DFWOct 5 07:12
→CUNOct 5 09:57
AA 1343Boeing 737
3h 49m·Nonstop
$790 USDORDOct 4 10:11
→CUNOct 4 14:00
AA 492Boeing 737
6h 34m·1 stop
$2,691 USDORDOct 4 05:00
→MIAOct 4 09:20
AA 2984Airbus A321
1h 20m layover
MIAOct 4 10:40
→CUNOct 4 11:34
AA 1157Airbus A321
5h 51m·1 stop
$3,095 USDORDOct 4 05:18
→CLTOct 4 08:25
AA 2842Airbus A321
45m layover
CLTOct 4 09:10
→CUNOct 4 11:09
AA 895Airbus A321