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
Saturday, August 8th, 2026
Outbound Flights
10h 35m·2 stops
$663 USD
ORDAug 8 06:55
→BNAAug 8 08:37
AA 3973Embraer 175
2h 6m layover
BNAAug 8 10:43
→MIAAug 8 14:07
AA 2947Boeing 737
1h 33m layover
MIAAug 8 15:40
→SJUAug 8 18:30
AA 1852Airbus A321
7h 24m·1 stop
$744 USDORDAug 8 05:00
→PHLAug 8 08:03
AA 2970Boeing 737MAX 8 Passenger
1h 22m layover
PHLAug 8 09:25
→SJUAug 8 13:24
AA 614Airbus A321neo
4h 55m·Nonstop
$767 USDORDAug 8 16:59
→SJUAug 8 22:54
AA 1865Boeing 737
7h 35m·1 stop
$771 USDORDAug 8 08:22
→MIAAug 8 12:35
AA 1250Airbus A321
1h 36m layover
MIAAug 8 14:11
→SJUAug 8 16:57
AA 967Boeing 737
7h 35m·1 stop
$771 USDORDAug 8 09:55
→MIAAug 8 14:08
AA 3056Boeing 737
1h 32m layover
MIAAug 8 15:40
→SJUAug 8 18:30
AA 1852Airbus A321
6h 40m·1 stop
$771 USDORDAug 8 05:00
→MIAAug 8 09:07
AA 2984Airbus A321
48m layover
MIAAug 8 09:55
→SJUAug 8 12:40
AA 1613Boeing 737
7h 38m·1 stop
$771 USDORDAug 8 06:00
→MIAAug 8 10:07
AA 2452Boeing 737MAX 8 Passenger
1h 38m layover
MIAAug 8 11:45
→SJUAug 8 14:38
AA 1341Airbus A321
7h 2m·1 stop
$771 USDORDAug 8 06:49
→CLTAug 8 09:55
AA 1784Airbus A321
1h 10m layover
CLTAug 8 11:05
→SJUAug 8 14:51
AA 783Airbus A321
7h 53m·1 stop
$792 USDORDAug 8 13:31
→PHLAug 8 16:48
AA 830Airbus A319
1h 27m layover
PHLAug 8 18:15
→SJUAug 8 22:24
AA 2433Boeing 737