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
Monday, September 7th, 2026
Outbound Flights
3h 41m·Nonstop
$418 USD
ORDSep 7 08:20
→CUNSep 7 12:01
AA 1503Airbus A321
6h 7m·1 stop
$422 USDORDSep 7 05:00
→DFWSep 7 07:29
AA 760Airbus A321
51m layover
DFWSep 7 08:20
→CUNSep 7 11:07
AA 1190Airbus A321
14h 36m·1 stop
$422 USDORDSep 7 20:49
→PHLSep 7 23:59
AA 3177Boeing 737
8h 26m layover·Overnight
PHLSep 8 08:25
→CUNSep 8 11:25
AA 1262Airbus A321
17h 39m·1 stop
$493 USDORDSep 7 16:30
→JFKSep 7 20:01
AA 819Boeing 737MAX 8 Passenger
10h 59m layover·Overnight
JFKSep 8 07:00
→CUNSep 8 10:09
AA 816Boeing 737MAX 8 Passenger
5h 56m·1 stop
$557 USDORDSep 7 05:05
→CLTSep 7 08:07
AA 2842Airbus A321
58m layover
CLTSep 7 09:05
→CUNSep 7 11:01
AA 895Airbus A321
6h 52m·1 stop
$557 USDORDSep 7 08:37
→MIASep 7 12:50
AA 1250Airbus A321
1h 45m layover
MIASep 7 14:35
→CUNSep 7 15:29
AA 158Boeing 737MAX 8 Passenger