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

Sunday, December 6th, 2026

Outbound Flights

8h 25m·1 stop
$527 USD
United Airlines
SJUDec 6 02:05
EWRDec 6 05:24
UA 2219Boeing 737
1h 36m layover
United Airlines
EWRDec 6 07:00
ORDDec 6 08:30
UA 2754Boeing 737
5h 22m·Nonstop
$582 USD
United Airlines
SJUDec 6 08:10
ORDDec 6 11:32
UA 2089Boeing 737MAX 8 Passenger
5h 28m·Nonstop
$632 USD
United Airlines
SJUDec 6 16:52
ORDDec 6 20:20
UA 2088Boeing 737MAX 8 Passenger
7h 25m·1 stop
$706 USD
United Airlines
SJUDec 6 17:50
IADDec 6 20:55
UA 2024Boeing 737MAX 8 Passenger
1h 15m layover
United Airlines
IADDec 6 22:10
ORDDec 6 23:15
UA 421Boeing 737
13h 56m·1 stop
$1,238 USD
United Airlines
SJUDec 6 19:35
EWRDec 6 22:53
UA 2036Boeing 737MAX 8 Passenger
7h 7m layover·Overnight
United Airlines
EWRDec 7 06:00
ORDDec 7 07:31
UA 530Boeing 737
7h 42m·1 stop
$1,376 USD
United Airlines
SJUDec 6 08:30
IADDec 6 11:35
UA 2022Boeing 737MAX 8 Passenger
1h 30m layover
United Airlines
IADDec 6 13:05
ORDDec 6 14:12
UA 2331Boeing 737