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 15th, 2026
Outbound Flights
12h 45m·1 stop
$416 USD
ORDSep 15 21:15
→DFWSep 15 23:37
AA 2281Airbus A321
7h 36m layover·Overnight
DFWSep 16 07:13
→CUNSep 16 10:00
AA 1752Boeing 737
3h 49m·Nonstop
$553 USDORDSep 15 10:11
→CUNSep 15 14:00
AA 492Boeing 737
5h 50m·1 stop
$557 USDORDSep 15 05:20
→CLTSep 15 08:27
AA 2842Airbus A321
43m layover
CLTSep 15 09:10
→CUNSep 15 11:10
AA 895Airbus A321
6h 8m·1 stop
$557 USDORDSep 15 06:59
→MIASep 15 11:17
AA 1875Airbus A321
1h layover
MIASep 15 12:17
→CUNSep 15 13:07
AA 2422Airbus A321
6h 7m·1 stop
$1,646 USDORDSep 15 05:00
→DFWSep 15 07:39
AA 760Airbus A321
41m layover
DFWSep 15 08:20
→CUNSep 15 11:07
AA 1190Boeing 737