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 agoDecember 2026
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Tuesday, December 22nd, 2026
Outbound Flights
10h 42m·1 stop
$530 USD
SJUDec 22 02:05
→EWRDec 22 05:24
UA 2219Boeing 737
3h 36m layover
EWRDec 22 09:00
→ORDDec 22 10:47
UA 2290Boeing 737MAX 9 Passenger
5h 22m·Nonstop
$549 USDSJUDec 22 08:10
→ORDDec 22 11:32
UA 2089Boeing 737MAX 8 Passenger
5h 28m·Nonstop
$549 USDSJUDec 22 16:52
→ORDDec 22 20:20
UA 2088Boeing 737MAX 8 Passenger
7h 25m·1 stop
$553 USDSJUDec 22 17:50
→IADDec 22 20:55
UA 2024Boeing 737MAX 8 Passenger
1h 15m layover
IADDec 22 22:10
→ORDDec 22 23:15
UA 421Boeing 737
10h 7m·1 stop
$553 USDSJUDec 22 08:30
→IADDec 22 11:35
UA 2022Boeing 737MAX 8 Passenger
3h 55m layover
IADDec 22 15:30
→ORDDec 22 16:37
UA 1492Boeing 737
7h 42m·1 stop
$642 USDSJUDec 22 08:30
→IADDec 22 11:35
UA 2022Boeing 737MAX 8 Passenger
1h 30m layover
IADDec 22 13:05
→ORDDec 22 14:12
UA 2331Boeing 737
8h 25m·1 stop
$1,376 USDSJUDec 22 02:05
→EWRDec 22 05:24
UA 2219Boeing 737
1h 36m layover
EWRDec 22 07:00
→ORDDec 22 08:30
UA 2754Boeing 737
19h 37m·1 stop
$1,415 USDSJUDec 22 19:35
→EWRDec 22 22:53
UA 2036Boeing 737MAX 8 Passenger
12h 32m layover·Overnight
EWRDec 23 11:25
→ORDDec 23 13:12
UA 1875Boeing 737