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 9th, 2026
Outbound Flights
15h 58m·1 stop
$449 USD
ORDSep 9 19:30
→PHLSep 9 22:49
AA 532Airbus A321
9h 41m layover·Overnight
PHLSep 10 08:30
→CUNSep 10 11:28
AA 1262Airbus A321
12h 44m·1 stop
$475 USDORDSep 9 21:16
→DFWSep 9 23:38
AA 2281Airbus A321
7h 35m layover·Overnight
DFWSep 10 07:13
→CUNSep 10 10:00
AA 1752Boeing 737
6h 7m·1 stop
$562 USDORDSep 9 05:00
→DFWSep 9 07:39
AA 760Airbus A321
41m layover
DFWSep 9 08:20
→CUNSep 9 11:07
AA 1190Boeing 737
3h 49m·Nonstop
$912 USDORDSep 9 10:11
→CUNSep 9 14:00
AA 492Boeing 737
6h 8m·1 stop
$1,502 USDORDSep 9 06:59
→MIASep 9 11:17
AA 1875Airbus A321
1h layover
MIASep 9 12:17
→CUNSep 9 13:07
AA 2422Airbus A321
5h 50m·1 stop
$2,065 USDORDSep 9 05:20
→CLTSep 9 08:27
AA 2842Airbus A321
43m layover
CLTSep 9 09:10
→CUNSep 9 11:10
AA 895Airbus A321