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
Monday, December 28th, 2026
Outbound Flights
5h 22m·Nonstop
$606 USD
SJUDec 28 08:10
→ORDDec 28 11:32
UA 2089Boeing 737MAX 8 Passenger
5h 28m·Nonstop
$734 USDSJUDec 28 16:52
→ORDDec 28 20:20
UA 2088Boeing 737MAX 8 Passenger
8h 25m·1 stop
$738 USDSJUDec 28 02:05
→EWRDec 28 05:24
UA 2219Boeing 737
1h 36m layover
EWRDec 28 07:00
→ORDDec 28 08:30
UA 2754Boeing 737
10h 12m·1 stop
$738 USDSJUDec 28 08:30
→IADDec 28 11:35
UA 2022Boeing 737MAX 8 Passenger
3h 55m layover
DCADec 28 15:30
→ORDDec 28 16:42
UA 1325Boeing 737
18h 40m·1 stop
$1,238 USDSJUDec 28 19:35
→EWRDec 28 22:53
UA 2036Boeing 737MAX 8 Passenger
11h 37m layover·Overnight
EWRDec 29 10:30
→ORDDec 29 12:15
UA 1525Boeing 737
7h 25m·1 stop
$1,376 USDSJUDec 28 17:50
→IADDec 28 20:55
UA 2024Boeing 737MAX 8 Passenger
1h 15m layover
IADDec 28 22:10
→ORDDec 28 23:15
UA 421Boeing 737