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

Sunday, January 3rd, 2027

Outbound Flights

7h 32m·1 stop
$1,626 USD
United Airlines
SJUJan 3 17:50
IADJan 3 20:56
UA 2024Boeing 737MAX 9 Passenger
1h 21m layover
United Airlines
IADJan 3 22:17
ORDJan 3 23:22
UA 421Boeing 737
8h 48m·1 stop
$1,626 USD
United Airlines
SJUJan 3 02:05
EWRJan 3 05:24
UA 2219Boeing 737MAX 9 Passenger
1h 36m layover
United Airlines
EWRJan 3 07:00
ORDJan 3 08:53
UA 2431Airbus A321neo
11h 15m·1 stop
$2,126 USD
United Airlines
SJUJan 3 13:00
EWRJan 3 16:17
UA 2461Boeing 737MAX 9 Passenger
4h 13m layover
United Airlines
EWRJan 3 20:30
ORDJan 3 22:15
UA 546Boeing 737
14h 16m·1 stop
$2,126 USD
United Airlines
SJUJan 3 19:35
EWRJan 3 22:54
UA 2036Boeing 737MAX 9 Passenger
7h 6m layover·Overnight
United Airlines
EWRJan 4 06:00
ORDJan 4 07:51
UA 530Boeing 737
5h 24m·Nonstop
$2,904 USD
United Airlines
SJUJan 3 08:25
ORDJan 3 11:49
UA 2089Airbus A321neo
5h 31m·Nonstop
$2,904 USD
United Airlines
SJUJan 3 16:55
ORDJan 3 20:26
UA 2088Airbus A321neo