Chicago (ORD) to San Juan (SJU) flight deal in business from $354
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$560 USD
-37%$354 USD
Verified 13 days agoSeptember 2026
Mon
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Sunday, September 6th, 2026
Outbound Flights
4h 49m·Nonstop
$354 USD
ORDSep 6 08:55
→SJUSep 6 14:44
UA 1996Airbus A321neo
7h 45m·1 stop
$435 USDORDSep 6 05:00
→EWRSep 6 08:14
UA 2324Boeing 737MAX 9 Passenger
1h 33m layover
EWRSep 6 09:47
→SJUSep 6 13:45
UA 1556Boeing 737MAX 9 Passenger
8h 58m·1 stop
$636 USDORDSep 6 10:40
→IAHSep 6 13:36
UA 2638Airbus A321neo
1h 30m layover
IAHSep 6 15:06
→SJUSep 6 20:38
UA 701Boeing 737MAX 9 Passenger
10h 34m·1 stop
$1,238 USDORDSep 6 12:16
→EWRSep 6 15:37
UA 606Airbus A321neo
4h 10m layover
EWRSep 6 19:47
→SJUSep 6 23:50
UA 1543Boeing 737MAX 9 Passenger
13h 22m·1 stop
$1,238 USDORDSep 6 21:35
→EWRSep 7 00:57
UA 1209Airbus A321neo
7h 3m layover
EWRSep 7 08:00
→SJUSep 7 11:57
UA 2143Boeing 767
14h 15m·1 stop
$1,238 USDORDSep 6 21:39
→IADSep 7 00:44
UA 1922Boeing 737MAX 8 Passenger
8h 16m layover
IADSep 7 09:00
→SJUSep 7 12:54
UA 2021Boeing 737MAX 9 Passenger
8h 19m·1 stop
$1,376 USDORDSep 6 14:31
→EWRSep 6 18:00
UA 1929Airbus A321neo
1h 47m layover
EWRSep 6 19:47
→SJUSep 6 23:50
UA 1543Boeing 737MAX 9 Passenger