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
Friday, October 2nd, 2026
Outbound Flights
12h 45m·1 stop
$780 USD
ORDOct 2 21:15
→DFWOct 2 23:37
AA 2281Airbus A321
7h 36m layover·Overnight
DFWOct 3 07:13
→CUNOct 3 10:00
AA 1752Boeing 737
3h 49m·Nonstop
$1,024 USDORDOct 2 10:11
→CUNOct 2 14:00
AA 492Boeing 737
6h 9m·1 stop
$1,881 USDORDOct 2 05:00
→DFWOct 2 07:39
AA 760Airbus A321
41m layover
DFWOct 2 08:20
→CUNOct 2 11:09
AA 1190Airbus A321
5h 50m·1 stop
$1,881 USDORDOct 2 05:20
→CLTOct 2 08:27
AA 2842Airbus A321
43m layover
CLTOct 2 09:10
→CUNOct 2 11:10
AA 895Airbus A321
6h 8m·1 stop
$1,881 USDORDOct 2 06:59
→MIAOct 2 11:17
AA 1875Airbus A321
1h layover
MIAOct 2 12:17
→CUNOct 2 13:07
AA 2422Airbus A321