Chicago (ORD) to Cancún (CUN) flight deal in business from $405
$453 USD
-11%$405 USD
Verified 15 days agoAugust 2026
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Great Availability
61% of dates checked are available within 10% of the lowest price
Sunday, August 2nd, 2026
Outbound Flights
3h 51m·Nonstop
$405 USD
ORDAug 2 08:21
→CUNAug 2 12:12
AA 1503Boeing 737
3h 48m·Nonstop
$405 USDORDAug 2 10:05
→CUNAug 2 13:53
AA 492Airbus A321
12h 40m·1 stop
$483 USDORDAug 2 20:54
→CLTAug 2 23:59
AA 2976Airbus A321
7h 40m layover·Overnight
CLTAug 3 07:39
→CUNAug 3 09:34
AA 881Airbus A321
12h 26m·2 stops
$1,386 USDORDAug 2 21:08
→PITAug 2 23:52
AA 4539Embraer 175
5h 11m layover·Overnight
PITAug 3 05:03
→CLTAug 3 06:35
AA 349Airbus A321
1h 4m layover
CLTAug 3 07:39
→CUNAug 3 09:34
AA 881Airbus A321
6h 28m·1 stop
$1,400 USDORDAug 2 05:00
→MIAAug 2 09:09
AA 2984Airbus A321
1h 18m layover
MIAAug 2 10:27
→CUNAug 2 11:28
AA 1157Airbus A321neo
17h 40m·1 stop
$1,733 USDORDAug 2 22:30
→LAXAug 3 00:52
AA 1209Boeing 737MAX 8 Passenger
8h 18m layover
LAXAug 3 09:10
→CUNAug 3 16:10
AA 2801Airbus A321
6h 4m·1 stop
$3,095 USDORDAug 2 05:00
→DFWAug 2 07:30
AA 760Airbus A321
50m layover
DFWAug 2 08:20
→CUNAug 2 11:04
AA 1190Airbus A321
6h 4m·1 stop
$3,095 USDORDAug 2 05:07
→CLTAug 2 08:10
AA 2842Airbus A321
1h layover
CLTAug 2 09:10
→CUNAug 2 11:11
AA 895Airbus A321