San Juan (SJU) to Chicago (ORD) flight deal in business from $358
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$558 USD
-36%$358 USD
Verified 14 days agoJuly 2026
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Friday, July 17th, 2026
Outbound Flights
9h 43m·1 stop
$435 USD
SJUJul 17 01:00
→EWRJul 17 05:10
UA 2219Boeing 737MAX 9 Passenger
2h 49m layover
EWRJul 17 07:59
→ORDJul 17 09:43
UA 2488Boeing 737MAX 9 Passenger
7h 42m·1 stop
$492 USDSJUJul 17 01:00
→EWRJul 17 05:10
UA 2219Boeing 737MAX 9 Passenger
50m layover
EWRJul 17 06:00
→ORDJul 17 07:42
UA 530Airbus A321neo
5h 13m·Nonstop
$554 USDSJUJul 17 07:40
→ORDJul 17 11:53
UA 2089Airbus A321neo
9h 15m·1 stop
$558 USDSJUJul 17 02:05
→IAHJul 17 06:01
UA 2495Boeing 737MAX 9 Passenger
1h 23m layover
IAHJul 17 07:24
→ORDJul 17 10:20
UA 2182Boeing 737MAX 9 Passenger
7h 36m·1 stop
$558 USDSJUJul 17 16:55
→IADJul 17 20:56
UA 2024Boeing 737MAX 9 Passenger
1h 24m layover
IADJul 17 22:20
→ORDJul 17 23:31
UA 1738Boeing 737MAX 9 Passenger
5h 19m·Nonstop
$683 USDSJUJul 17 15:56
→ORDJul 17 20:15
UA 2088Airbus A321neo
13h 57m·1 stop
$1,238 USDSJUJul 17 18:45
→EWRJul 17 22:55
UA 2036Boeing 737MAX 8 Passenger
7h 5m layover·Overnight
EWRJul 18 06:00
→ORDJul 18 07:42
UA 530Airbus A321neo