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
Wednesday, August 12th, 2026
Outbound Flights
4h 55m·Nonstop
$452 USD
ORDAug 12 17:20
→SJUAug 12 23:15
AA 1865Boeing 737
12h 18m·1 stop
$456 USDORDAug 12 08:37
→MIAAug 12 12:50
AA 1250Airbus A321
6h 21m layover
MIAAug 12 19:11
→SJUAug 12 21:55
AA 1689Boeing 737
7h 38m·1 stop
$508 USDORDAug 12 06:00
→MIAAug 12 10:07
AA 2452Boeing 737MAX 8 Passenger
1h 38m layover
MIAAug 12 11:45
→SJUAug 12 14:38
AA 1341Airbus A321
8h 56m·1 stop
$508 USDORDAug 12 08:37
→MIAAug 12 12:50
AA 1250Airbus A321
2h 57m layover
MIAAug 12 15:47
→SJUAug 12 18:33
AA 1852Boeing 737
6h 40m·1 stop
$553 USDORDAug 12 05:00
→MIAAug 12 09:07
AA 2984Airbus A321
48m layover
MIAAug 12 09:55
→SJUAug 12 12:40
AA 1613Boeing 737
7h 2m·1 stop
$553 USDORDAug 12 06:49
→CLTAug 12 09:55
AA 1784Airbus A321
1h 10m layover
CLTAug 12 11:05
→SJUAug 12 14:51
AA 783Airbus A321
9h 44m·1 stop
$553 USDORDAug 12 11:40
→PHLAug 12 14:52
AA 1743Boeing 737
3h 23m layover
PHLAug 12 18:15
→SJUAug 12 22:24
AA 2433Boeing 737
7h 38m·1 stop
$623 USDORDAug 12 09:55
→MIAAug 12 14:08
AA 3056Boeing 737
1h 39m layover
MIAAug 12 15:47
→SJUAug 12 18:33
AA 1852Boeing 737