Chicago (ORD) to San Juan (SJU) flight deal in economy from $154
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$229 USD
-33%$154 USD
Verified about 9 hours agoAugust 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Limited Availability
18% of dates checked are available within 10% of the lowest price
Saturday, August 15th, 2026
Outbound Flights
4h 55m·Nonstop
$154 USD
ORDAug 15 16:59
→SJUAug 15 22:54
AA 1865Boeing 737
9h 57m·1 stop
$158 USDORDAug 15 06:00
→MIAAug 15 10:07
AA 2452Boeing 737MAX 8 Passenger
4h 4m layover
MIAAug 15 14:11
→SJUAug 15 16:57
AA 967Boeing 737
9h 8m·2 stops
$158 USDORDAug 15 06:49
→CLTAug 15 09:55
AA 1784Airbus A321
1h 5m layover
CLTAug 15 11:00
→MIAAug 15 13:10
AA 2768Boeing 737
1h 1m layover
MIAAug 15 14:11
→SJUAug 15 16:57
AA 967Boeing 737
7h 35m·1 stop
$158 USDORDAug 15 09:55
→MIAAug 15 14:08
AA 3056Boeing 737
1h 32m layover
MIAAug 15 15:40
→SJUAug 15 18:30
AA 1852Airbus A321
7h 2m·1 stop
$263 USDORDAug 15 06:49
→CLTAug 15 09:55
AA 1784Airbus A321
1h 10m layover
CLTAug 15 11:05
→SJUAug 15 14:51
AA 783Airbus A321
7h 35m·1 stop
$263 USDORDAug 15 08:22
→MIAAug 15 12:35
AA 1250Airbus A321
1h 36m layover
MIAAug 15 14:11
→SJUAug 15 16:57
AA 967Boeing 737
7h 53m·1 stop
$263 USDORDAug 15 13:31
→PHLAug 15 16:48
AA 830Airbus A319
1h 27m layover
PHLAug 15 18:15
→SJUAug 15 22:24
AA 2433Boeing 737
7h 24m·1 stop
$303 USDORDAug 15 05:00
→PHLAug 15 08:03
AA 2970Boeing 737MAX 8 Passenger
1h 22m layover
PHLAug 15 09:25
→SJUAug 15 13:24
AA 614Airbus A321neo