Chicago (ORD) to San Juan (SJU) flight deal in economy from $119
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$263 USD
-55%$119 USD
Verified 13 days agoAugust 2026
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Rare Availability
7% of dates checked are available within 10% of the lowest price
Tuesday, August 18th, 2026
Outbound Flights
4h 49m·Nonstop
$119 USD
ORDAug 18 08:55
→SJUAug 18 14:44
UA 1996Airbus A321neo
8h 58m·1 stop
$156 USDORDAug 18 10:40
→IAHAug 18 13:36
UA 2638Airbus A321neo
1h 30m layover
IAHAug 18 15:06
→SJUAug 18 20:38
UA 701Boeing 737MAX 9 Passenger
7h 45m·1 stop
$200 USDORDAug 18 05:00
→EWRAug 18 08:14
UA 2324Boeing 737
1h 33m layover
EWRAug 18 09:47
→SJUAug 18 13:45
UA 1556Boeing 737MAX 9 Passenger
9h 50m·1 stop
$236 USDORDAug 18 13:00
→LGAAug 18 16:19
UA 2189Boeing 737
3h 28m layover
EWRAug 18 19:47
→SJUAug 18 23:50
UA 1543Boeing 737MAX 9 Passenger
10h 34m·1 stop
$259 USDORDAug 18 12:16
→EWRAug 18 15:37
UA 606Airbus A321neo
4h 10m layover
EWRAug 18 19:47
→SJUAug 18 23:50
UA 1543Boeing 737MAX 9 Passenger
9h 20m·1 stop
$294 USDORDAug 18 13:30
→EWRAug 18 16:54
UA 1695Boeing 757
2h 53m layover
EWRAug 18 19:47
→SJUAug 18 23:50
UA 1543Boeing 737MAX 9 Passenger
8h 19m·1 stop
$303 USDORDAug 18 14:31
→EWRAug 18 18:00
UA 1929Airbus A321neo
1h 47m layover
EWRAug 18 19:47
→SJUAug 18 23:50
UA 1543Boeing 737MAX 9 Passenger
14h 15m·1 stop
$303 USDORDAug 18 21:39
→IADAug 19 00:44
UA 1922Boeing 737MAX 8 Passenger
8h 16m layover
IADAug 19 09:00
→SJUAug 19 12:54
UA 2021Boeing 737MAX 9 Passenger