Chicago (ORD) to Cancún (CUN) flight deal in business from $405
$453 USD
-11%$405 USD
Verified 17 days agoSeptember 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Great Availability
61% of dates checked are available within 10% of the lowest price
Thursday, September 24th, 2026
Outbound Flights
16h 34m·1 stop
$444 USD
ORDSep 24 21:01
→CLTSep 25 00:04
AA 2976Airbus A321
11h 31m layover
CLTSep 25 11:35
→CUNSep 25 13:35
AA 886Airbus A321
15h 58m·1 stop
$470 USDORDSep 24 19:30
→PHLSep 24 22:49
AA 532Airbus A321
9h 41m layover·Overnight
PHLSep 25 08:30
→CUNSep 25 11:28
AA 1262Airbus A321
9h 25m·1 stop
$538 USDORDSep 24 06:00
→MIASep 24 10:17
AA 2452Boeing 737MAX 8 Passenger
4h 21m layover
MIASep 24 14:38
→CUNSep 24 15:25
AA 158Boeing 737
3h 49m·Nonstop
$952 USDORDSep 24 10:11
→CUNSep 24 14:00
AA 492Boeing 737
6h 34m·1 stop
$1,678 USDORDSep 24 05:00
→MIASep 24 09:14
AA 2984Boeing 737
1h 26m layover
MIASep 24 10:40
→CUNSep 24 11:34
AA 1157Airbus A321
6h 9m·1 stop
$3,095 USDORDSep 24 05:00
→DFWSep 24 07:39
AA 760Airbus A321
41m layover
DFWSep 24 08:20
→CUNSep 24 11:09
AA 1190Airbus A321
5h 50m·1 stop
$3,095 USDORDSep 24 05:20
→CLTSep 24 08:27
AA 2842Airbus A321
43m layover
CLTSep 24 09:10
→CUNSep 24 11:10
AA 895Airbus A321