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
Wednesday, September 30th, 2026
Outbound Flights
5h 50m·1 stop
$562 USD
ORDSep 30 05:20
→CLTSep 30 08:27
AA 2842Airbus A321
43m layover
CLTSep 30 09:10
→CUNSep 30 11:10
AA 895Airbus A321
3h 49m·Nonstop
$740 USDORDSep 30 10:11
→CUNSep 30 14:00
AA 492Boeing 737
6h 8m·1 stop
$744 USDORDSep 30 06:59
→MIASep 30 11:17
AA 1875Airbus A321
1h layover
MIASep 30 12:17
→CUNSep 30 13:07
AA 2422Airbus A321
6h 7m·1 stop
$1,651 USDORDSep 30 05:00
→DFWSep 30 07:39
AA 760Airbus A321
41m layover
DFWSep 30 08:20
→CUNSep 30 11:07
AA 1190Boeing 737