Chicago (ORD) to Cancún (CUN) flight deal in business from $405
$453 USD
-11%$405 USD
Verified 17 days agoSeptember 2026
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Great Availability
61% of dates checked are available within 10% of the lowest price
Saturday, September 26th, 2026
Outbound Flights
12h 45m·1 stop
$416 USD
ORDSep 26 21:15
→DFWSep 26 23:37
AA 2281Airbus A321
7h 36m layover·Overnight
DFWSep 27 07:13
→CUNSep 27 10:00
AA 1752Boeing 737
6h 34m·1 stop
$444 USDORDSep 26 05:00
→MIASep 26 09:14
AA 2984Boeing 737
1h 26m layover
MIASep 26 10:40
→CUNSep 26 11:34
AA 1157Airbus A321
6h 8m·1 stop
$444 USDORDSep 26 06:59
→MIASep 26 11:17
AA 1875Airbus A321
1h layover
MIASep 26 12:17
→CUNSep 26 13:07
AA 2422Airbus A321
3h 49m·Nonstop
$982 USDORDSep 26 10:11
→CUNSep 26 14:00
AA 492Boeing 737
6h 9m·1 stop
$3,095 USDORDSep 26 05:00
→DFWSep 26 07:39
AA 760Airbus A321
41m layover
DFWSep 26 08:20
→CUNSep 26 11:09
AA 1190Airbus A321
5h 50m·1 stop
$3,095 USDORDSep 26 05:20
→CLTSep 26 08:27
AA 2842Airbus A321
43m layover
CLTSep 26 09:10
→CUNSep 26 11:10
AA 895Airbus A321