San Juan (SJU) to Chicago (ORD) flight deal in business from $358

Saturday, December 12th, 2026

Outbound Flights

5h 22m·Nonstop
$549 USD
United Airlines
SJUDec 12 08:10
ORDDec 12 11:32
UA 2089Boeing 737MAX 8 Passenger
7h 42m·1 stop
$553 USD
United Airlines
SJUDec 12 08:30
IADDec 12 11:35
UA 2022Boeing 737MAX 8 Passenger
1h 30m layover
United Airlines
IADDec 12 13:05
ORDDec 12 14:12
UA 2331Boeing 737
9h 32m·1 stop
$553 USD
United Airlines
SJUDec 12 02:05
EWRDec 12 05:24
UA 2219Boeing 737
2h 36m layover
United Airlines
EWRDec 12 08:00
ORDDec 12 09:37
UA 2488Boeing 737
8h 52m·1 stop
$636 USD
United Airlines
SJUDec 12 13:00
EWRDec 12 16:17
UA 2461Boeing 737MAX 9 Passenger
1h 48m layover
United Airlines
EWRDec 12 18:05
ORDDec 12 19:52
UA 254Boeing 737
8h 50m·1 stop
$636 USD
United Airlines
SJUDec 12 15:46
IAHDec 12 18:56
UA 668Boeing 737MAX 8 Passenger
1h 10m layover
United Airlines
IAHDec 12 20:06
ORDDec 12 22:36
UA 1752Boeing 737
7h 25m·1 stop
$636 USD
United Airlines
SJUDec 12 17:50
IADDec 12 20:55
UA 2024Boeing 737MAX 8 Passenger
1h 15m layover
United Airlines
IADDec 12 22:10
ORDDec 12 23:15
UA 421Boeing 737
8h 25m·1 stop
$677 USD
United Airlines
SJUDec 12 02:05
EWRDec 12 05:24
UA 2219Boeing 737
1h 36m layover
United Airlines
EWRDec 12 07:00
ORDDec 12 08:30
UA 2754Boeing 737
5h 28m·Nonstop
$686 USD
United Airlines
SJUDec 12 16:52
ORDDec 12 20:20
UA 2088Boeing 737MAX 8 Passenger