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

Friday, November 6th, 2026

Outbound Flights

8h 42m·1 stop
$468 USD
United Airlines
SJUNov 6 02:05
EWRNov 6 05:24
UA 2219Boeing 737MAX 9 Passenger
1h 36m layover
United Airlines
EWRNov 6 07:00
ORDNov 6 08:47
UA 2754Airbus A321neo
5h 24m·Nonstop
$549 USD
United Airlines
SJUNov 6 08:25
ORDNov 6 11:49
UA 2089Airbus A321neo
7h 47m·1 stop
$553 USD
United Airlines
SJUNov 6 17:50
IADNov 6 20:56
UA 2024Boeing 737MAX 9 Passenger
1h 27m layover
United Airlines
IADNov 6 22:23
ORDNov 6 23:37
UA 421Boeing 737MAX 9 Passenger
5h 31m·Nonstop
$636 USD
United Airlines
SJUNov 6 16:55
ORDNov 6 20:26
UA 2088Airbus A321neo
13h 56m·1 stop
$1,238 USD
United Airlines
SJUNov 6 19:35
EWRNov 6 22:54
UA 2036Boeing 737MAX 9 Passenger
7h 6m layover·Overnight
United Airlines
EWRNov 7 06:00
ORDNov 7 07:31
UA 530Airbus A321neo