San Juan (SJU) to Chicago (ORD) flight deal in business from $358
Luis Muñoz Marín International Airport
San Juan, Puerto Rico
O'Hare International Airport
Chicago, United States
$558 USD
-36%$358 USD
Verified 14 days agoDecember 2026
Mon
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Saturday, December 12th, 2026
Outbound Flights
5h 22m·Nonstop
$549 USD
SJUDec 12 08:10
→ORDDec 12 11:32
UA 2089Boeing 737MAX 8 Passenger
7h 42m·1 stop
$553 USD
SJUDec 12 08:30
→IADDec 12 11:35
UA 2022Boeing 737MAX 8 Passenger
1h 30m layover

IADDec 12 13:05
→ORDDec 12 14:12
UA 2331Boeing 737
9h 32m·1 stop
$553 USD
SJUDec 12 02:05
→EWRDec 12 05:24
UA 2219Boeing 737
2h 36m layover

EWRDec 12 08:00
→ORDDec 12 09:37
UA 2488Boeing 737
8h 52m·1 stop
$636 USD
SJUDec 12 13:00
→EWRDec 12 16:17
UA 2461Boeing 737MAX 9 Passenger
1h 48m layover

EWRDec 12 18:05
→ORDDec 12 19:52
UA 254Boeing 737
8h 50m·1 stop
$636 USD
SJUDec 12 15:46
→IAHDec 12 18:56
UA 668Boeing 737MAX 8 Passenger
1h 10m layover

IAHDec 12 20:06
→ORDDec 12 22:36
UA 1752Boeing 737
7h 25m·1 stop
$636 USD
SJUDec 12 17:50
→IADDec 12 20:55
UA 2024Boeing 737MAX 8 Passenger
1h 15m layover

IADDec 12 22:10
→ORDDec 12 23:15
UA 421Boeing 737
8h 25m·1 stop
$677 USD
SJUDec 12 02:05
→EWRDec 12 05:24
UA 2219Boeing 737
1h 36m layover

EWRDec 12 07:00
→ORDDec 12 08:30
UA 2754Boeing 737
5h 28m·Nonstop
$686 USD
SJUDec 12 16:52
→ORDDec 12 20:20
UA 2088Boeing 737MAX 8 Passenger