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 agoJuly 2026
Mon
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Good Availability
56% of dates checked are available within 10% of the lowest price
Saturday, July 18th, 2026
Outbound Flights
4h 58m·Nonstop
$447 USD
ORDJul 18 17:50
→SJUJul 18 23:48
AA 3192Boeing 737
7h 48m·1 stop
$451 USDORDJul 18 06:59
→MIAJul 18 11:12
AA 835Airbus A321
1h 51m layover
MIAJul 18 13:03
→SJUJul 18 15:47
AA 2581Boeing 737
9h 1m·1 stop
$451 USDORDJul 18 08:23
→MIAJul 18 12:38
AA 1250Airbus A321
3h 2m layover
MIAJul 18 15:40
→SJUJul 18 18:24
AA 3165Boeing 737
7h 33m·1 stop
$503 USDORDJul 18 05:00
→PHLJul 18 08:05
AA 2970Boeing 737MAX 8 Passenger
1h 23m layover
PHLJul 18 09:28
→SJUJul 18 13:33
AA 903Boeing 737
8h 16m·1 stop
$618 USDORDJul 18 13:17
→CLTJul 18 16:29
AA 3280Boeing 737
2h 14m layover
CLTJul 18 18:43
→SJUJul 18 22:33
AA 2830Airbus A321
7h 2m·1 stop
$698 USDORDJul 18 06:10
→MIAJul 18 10:22
AA 1380Boeing 737MAX 8 Passenger
55m layover
MIAJul 18 11:17
→SJUJul 18 14:12
AA 2584Airbus A321
7h 20m·1 stop
$698 USDORDJul 18 06:30
→CLTJul 18 09:37
AA 1784Airbus A321
1h 26m layover
CLTJul 18 11:03
→SJUJul 18 14:50
AA 783Airbus A321
7h 19m·1 stop
$698 USDORDJul 18 10:05
→MIAJul 18 14:18
AA 1474Boeing 737
1h 22m layover
MIAJul 18 15:40
→SJUJul 18 18:24
AA 3165Boeing 737