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 agoSeptember 2026
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Friday, September 18th, 2026
Outbound Flights
7h 45m·1 stop
$448 USD
SJUSep 18 16:55
→IADSep 18 20:47
UA 2024Boeing 737MAX 9 Passenger
1h 40m layover
IADSep 18 22:27
→ORDSep 18 23:40
UA 421Boeing 737
7h 41m·1 stop
$550 USDSJUSep 18 01:00
→EWRSep 18 05:04
UA 2219Boeing 737MAX 9 Passenger
56m layover
EWRSep 18 06:00
→ORDSep 18 07:41
UA 530Airbus A321neo
9h 50m·1 stop
$662 USDSJUSep 18 13:25
→EWRSep 18 17:34
UA 1173Boeing 767
2h 55m layover
EWRSep 18 20:29
→ORDSep 18 22:15
UA 546Boeing 737
5h 9m·Nonstop
$686 USDSJUSep 18 15:56
→ORDSep 18 20:05
UA 2088Airbus A321neo
12h 30m·1 stop
$1,238 USDSJUSep 18 07:00
→IAHSep 18 10:45
UA 1644Boeing 737MAX 9 Passenger
4h 49m layover
IAHSep 18 15:34
→ORDSep 18 18:30
UA 1503Airbus A321neo
8h 51m·1 stop
$1,376 USDSJUSep 18 07:00
→IAHSep 18 10:45
UA 1644Boeing 737MAX 9 Passenger
1h 10m layover
IAHSep 18 11:55
→ORDSep 18 14:51
UA 2417Airbus A321neo