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
Wednesday, December 30th, 2026
Outbound Flights
5h 22m·Nonstop
$636 USD
SJUDec 30 08:10
→ORDDec 30 11:32
UA 2089Boeing 737MAX 8 Passenger
8h 25m·1 stop
$687 USDSJUDec 30 02:05
→EWRDec 30 05:24
UA 2219Boeing 737
1h 36m layover
EWRDec 30 07:00
→ORDDec 30 08:30
UA 2754Boeing 737
10h 7m·1 stop
$738 USDSJUDec 30 08:30
→IADDec 30 11:35
UA 2022Boeing 737MAX 8 Passenger
3h 55m layover
IADDec 30 15:30
→ORDDec 30 16:37
UA 1492Boeing 737
8h 52m·1 stop
$738 USDSJUDec 30 13:00
→EWRDec 30 16:17
UA 2461Boeing 737
1h 48m layover
EWRDec 30 18:05
→ORDDec 30 19:52
UA 254Boeing 737
7h 25m·1 stop
$738 USDSJUDec 30 17:50
→IADDec 30 20:55
UA 2024Boeing 737MAX 8 Passenger
1h 15m layover
IADDec 30 22:10
→ORDDec 30 23:15
UA 421Boeing 737
18h 40m·1 stop
$1,238 USDSJUDec 30 19:35
→EWRDec 30 22:53
UA 2036Boeing 737MAX 8 Passenger
11h 37m layover·Overnight
EWRDec 31 10:30
→ORDDec 31 12:15
UA 1525Boeing 737
5h 28m·Nonstop
$1,372 USDSJUDec 30 16:52
→ORDDec 30 20:20
UA 2088Boeing 737MAX 8 Passenger