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
Thursday, September 17th, 2026
Outbound Flights
13h 20m·1 stop
$444 USD
ORDSep 17 21:13
→AUSSep 17 23:59
AA 935Boeing 737
8h 1m layover·Overnight
AUSSep 18 08:00
→CUNSep 18 10:33
AA 2179Boeing 737
9h 25m·1 stop
$538 USDORDSep 17 06:00
→MIASep 17 10:17
AA 2452Boeing 737MAX 8 Passenger
4h 21m layover
MIASep 17 14:38
→CUNSep 17 15:25
AA 158Boeing 737
5h 50m·1 stop
$602 USDORDSep 17 05:20
→CLTSep 17 08:27
AA 2842Airbus A321
43m layover
CLTSep 17 09:10
→CUNSep 17 11:10
AA 895Airbus A321
3h 49m·Nonstop
$952 USDORDSep 17 10:11
→CUNSep 17 14:00
AA 492Boeing 737
7h 7m·1 stop
$1,678 USDORDSep 17 06:00
→MIASep 17 10:17
AA 2452Boeing 737MAX 8 Passenger
2h layover
MIASep 17 12:17
→CUNSep 17 13:07
AA 2422Airbus A321
6h 9m·1 stop
$3,095 USDORDSep 17 05:00
→DFWSep 17 07:39
AA 760Airbus A321
41m layover
DFWSep 17 08:20
→CUNSep 17 11:09
AA 1190Airbus A321