San Juan (SJU) to Chicago (ORD) flight deal in business from $358
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$558 USD
-36%$358 USD
Verified 14 days agoDecember 2026
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Thursday, December 24th, 2026
Outbound Flights
5h 22m·Nonstop
$464 USD
SJUDec 24 08:10
→ORDDec 24 11:32
UA 2089Boeing 737MAX 8 Passenger
8h 25m·1 stop
$468 USDSJUDec 24 14:35
→EWRDec 24 17:53
UA 1173Boeing 767
1h 19m layover
EWRDec 24 19:12
→ORDDec 24 21:00
UA 2753Airbus A321neo
5h 28m·Nonstop
$549 USDSJUDec 24 16:52
→ORDDec 24 20:20
UA 2088Boeing 737MAX 8 Passenger
8h 25m·1 stop
$553 USDSJUDec 24 02:05
→EWRDec 24 05:24
UA 2219Boeing 737
1h 36m layover
EWRDec 24 07:00
→ORDDec 24 08:30
UA 2754Boeing 737
10h 7m·1 stop
$553 USDSJUDec 24 08:30
→IADDec 24 11:35
UA 2022Boeing 737MAX 8 Passenger
3h 55m layover
IADDec 24 15:30
→ORDDec 24 16:37
UA 1492Boeing 737
8h 52m·1 stop
$553 USDSJUDec 24 13:00
→EWRDec 24 16:17
UA 2461Boeing 737
1h 48m layover
EWRDec 24 18:05
→ORDDec 24 19:52
UA 254Boeing 737
7h 42m·1 stop
$636 USDSJUDec 24 08:30
→IADDec 24 11:35
UA 2022Boeing 737MAX 8 Passenger
1h 30m layover
IADDec 24 13:05
→ORDDec 24 14:12
UA 2331Boeing 737
7h 25m·1 stop
$636 USDSJUDec 24 17:50
→IADDec 24 20:55
UA 2024Boeing 737MAX 8 Passenger
1h 15m layover
IADDec 24 22:10
→ORDDec 24 23:15
UA 421Boeing 737