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

Friday, January 1st, 2027

Outbound Flights

10h 12m·1 stop
$803 USD
United Airlines
SJUJan 1 08:30
IADJan 1 11:35
UA 2022Boeing 737MAX 8 Passenger
3h 55m layover
United Airlines
DCAJan 1 15:30
ORDJan 1 16:42
UA 1325Boeing 737
5h 22m·Nonstop
$834 USD
United Airlines
SJUJan 1 08:10
ORDJan 1 11:32
UA 2089Boeing 737MAX 8 Passenger
10h 7m·1 stop
$838 USD
United Airlines
SJUJan 1 08:30
IADJan 1 11:35
UA 2022Boeing 737MAX 8 Passenger
3h 55m layover
United Airlines
IADJan 1 15:30
ORDJan 1 16:37
UA 1492Boeing 737
5h 28m·Nonstop
$933 USD
United Airlines
SJUJan 1 16:52
ORDJan 1 20:20
UA 2088Boeing 737MAX 8 Passenger
13h 56m·1 stop
$1,338 USD
United Airlines
SJUJan 1 19:35
EWRJan 1 22:53
UA 2036Boeing 737MAX 8 Passenger
7h 7m layover·Overnight
United Airlines
EWRJan 2 06:00
ORDJan 2 07:31
UA 530Boeing 737
8h 25m·1 stop
$1,626 USD
United Airlines
SJUJan 1 02:05
EWRJan 1 05:24
UA 2219Boeing 737
1h 36m layover
United Airlines
EWRJan 1 07:00
ORDJan 1 08:30
UA 2754Boeing 737