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 16 days agoAugust 2026
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Good Availability
56% of dates checked are available within 10% of the lowest price
Tuesday, August 11th, 2026
Outbound Flights
13h 54m·2 stops
$522 USD
ORDAug 11 09:05
→PITAug 11 11:54
AA 4467Embraer 175
6h layover
PITAug 11 17:54
→CLTAug 11 19:30
AA 2307Boeing 737
46m layover
CLTAug 11 20:16
→SJUAug 11 23:59
AA 2830Airbus A321
7h 24m·1 stop
$664 USDORDAug 11 05:00
→PHLAug 11 08:03
AA 2970Boeing 737MAX 8 Passenger
1h 22m layover
PHLAug 11 09:25
→SJUAug 11 13:24
AA 614Airbus A321neo
4h 55m·Nonstop
$717 USDORDAug 11 17:20
→SJUAug 11 23:15
AA 1865Boeing 737
6h 40m·1 stop
$721 USDORDAug 11 05:00
→MIAAug 11 09:07
AA 2984Airbus A321
48m layover
MIAAug 11 09:55
→SJUAug 11 12:40
AA 1613Boeing 737
7h 2m·1 stop
$721 USDORDAug 11 06:49
→CLTAug 11 09:55
AA 1784Airbus A321
1h 10m layover
CLTAug 11 11:05
→SJUAug 11 14:51
AA 783Airbus A321
8h 12m·1 stop
$721 USDORDAug 11 06:59
→MIAAug 11 11:10
AA 1875Airbus A321
2h 15m layover
MIAAug 11 13:25
→SJUAug 11 16:11
AA 967Boeing 737
7h 38m·1 stop
$721 USDORDAug 11 09:55
→MIAAug 11 14:08
AA 3056Boeing 737
1h 39m layover
MIAAug 11 15:47
→SJUAug 11 18:33
AA 1852Boeing 737
7h 38m·1 stop
$751 USDORDAug 11 06:00
→MIAAug 11 10:07
AA 2452Boeing 737MAX 8 Passenger
1h 38m layover
MIAAug 11 11:45
→SJUAug 11 14:38
AA 1341Airbus A321
7h 58m·1 stop
$823 USDORDAug 11 13:26
→PHLAug 11 16:43
AA 830Airbus A319
1h 32m layover
PHLAug 11 18:15
→SJUAug 11 22:24
AA 2433Boeing 737