Chicago (ORD) to San Juan (SJU) flight deal in business from $447
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$512 USD
-13%$447 USD
Verified 15 days agoAugust 2026
Mon
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Good Availability
56% of dates checked are available within 10% of the lowest price
Saturday, August 1st, 2026
Outbound Flights
14h 46m·1 stop
$731 USD
ORDAug 1 17:59
→MIAAug 1 22:20
AA 2690Airbus A321
8h 42m layover·Overnight
MIAAug 2 07:02
→SJUAug 2 09:45
AA 3001Airbus A321
13h 57m·2 stops
$731 USDORDAug 1 18:48
→CLTAug 1 22:00
AA 689Boeing 737
39m layover
CLTAug 1 22:39
→MIAAug 2 00:46
AA 1596Boeing 737
6h 16m layover
MIAAug 2 07:02
→SJUAug 2 09:45
AA 3001Airbus A321
16h 56m·1 stop
$731 USDORDAug 1 20:54
→CLTAug 1 23:59
AA 2976Airbus A321
11h 4m layover·Overnight
CLTAug 2 11:03
→SJUAug 2 14:50
AA 783Airbus A321
4h 58m·Nonstop
$767 USDORDAug 1 17:50
→SJUAug 1 23:48
AA 3192Boeing 737
8h 16m·1 stop
$771 USDORDAug 1 13:17
→CLTAug 1 16:29
AA 3280Boeing 737
2h 14m layover
CLTAug 1 18:43
→SJUAug 1 22:33
AA 2830Airbus A321
8h 25m·1 stop
$771 USDORDAug 1 19:14
→DFWAug 1 21:56
AA 3544Embraer 170
51m layover
DFWAug 1 22:47
→SJUAug 2 04:39
AA 514Airbus A321
8h 12m·1 stop
$792 USDORDAug 1 05:00
→MIAAug 1 09:09
AA 2984Airbus A321
2h 8m layover
MIAAug 1 11:17
→SJUAug 1 14:12
AA 2584Airbus A321
7h 33m·1 stop
$843 USDORDAug 1 05:00
→PHLAug 1 08:05
AA 2970Boeing 737MAX 8 Passenger
1h 23m layover
PHLAug 1 09:28
→SJUAug 1 13:33
AA 903Boeing 737
7h 2m·1 stop
$873 USDORDAug 1 06:10
→MIAAug 1 10:22
AA 1380Boeing 737MAX 8 Passenger
55m layover
MIAAug 1 11:17
→SJUAug 1 14:12
AA 2584Airbus A321
7h 20m·1 stop
$873 USDORDAug 1 06:30
→CLTAug 1 09:37
AA 1784Airbus A321
1h 26m layover
CLTAug 1 11:03
→SJUAug 1 14:50
AA 783Airbus A321
7h 48m·1 stop
$884 USDORDAug 1 06:59
→MIAAug 1 11:12
AA 835Airbus A321
1h 51m layover
MIAAug 1 13:03
→SJUAug 1 15:47
AA 2581Boeing 737