Chicago (ORD) to Cancún (CUN) flight deal in business from $405
$453 USD
-11%$405 USD
Verified 17 days agoSeptember 2026
Mon
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Great Availability
61% of dates checked are available within 10% of the lowest price
Sunday, September 20th, 2026
Outbound Flights
6h 9m·1 stop
$416 USD
ORDSep 20 05:00
→DFWSep 20 07:39
AA 760Airbus A321
41m layover
DFWSep 20 08:20
→CUNSep 20 11:09
AA 1190Airbus A321
6h 8m·1 stop
$416 USDORDSep 20 06:59
→MIASep 20 11:17
AA 1875Airbus A321
1h layover
MIASep 20 12:17
→CUNSep 20 13:07
AA 2422Airbus A321
6h 43m·1 stop
$416 USDORDSep 20 08:42
→MIASep 20 12:59
AA 1250Airbus A321
1h 39m layover
MIASep 20 14:38
→CUNSep 20 15:25
AA 158Boeing 737
13h 20m·1 stop
$416 USDORDSep 20 21:13
→AUSSep 20 23:59
AA 935Boeing 737
8h 1m layover·Overnight
AUSSep 21 08:00
→CUNSep 21 10:33
AA 2179Boeing 737
12h 45m·1 stop
$455 USDORDSep 20 21:15
→DFWSep 20 23:37
AA 2281Airbus A321
7h 36m layover·Overnight
DFWSep 21 07:13
→CUNSep 21 10:00
AA 1752Boeing 737
5h 51m·1 stop
$557 USDORDSep 20 05:18
→CLTSep 20 08:25
AA 2842Airbus A321
45m layover
CLTSep 20 09:10
→CUNSep 20 11:09
AA 895Airbus A321