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
Tuesday, September 8th, 2026
Outbound Flights
6h 53m·1 stop
$422 USD
ORDSep 8 08:37
→MIASep 8 12:50
AA 1250Airbus A321
1h 45m layover
MIASep 8 14:35
→CUNSep 8 15:30
AA 158Boeing 737
5h 56m·1 stop
$557 USDORDSep 8 05:05
→CLTSep 8 08:07
AA 2842Airbus A321
58m layover
CLTSep 8 09:05
→CUNSep 8 11:01
AA 895Airbus A321
6h 8m·1 stop
$557 USDORDSep 8 06:59
→MIASep 8 11:10
AA 1875Airbus A321
55m layover
MIASep 8 12:05
→CUNSep 8 13:07
AA 2422Airbus A321
14h 17m·1 stop
$557 USDORDSep 8 20:53
→CLTSep 8 23:54
AA 2976Airbus A321
9h 16m layover·Overnight
CLTSep 9 09:10
→CUNSep 9 11:10
AA 895Airbus A321
3h 41m·Nonstop
$735 USDORDSep 8 08:20
→CUNSep 8 12:01
AA 1503Airbus A321