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
Sunday, December 27th, 2026
Outbound Flights
5h 22m·Nonstop
$706 USD
SJUDec 27 08:10
→ORDDec 27 11:32
UA 2089Boeing 737MAX 8 Passenger
5h 28m·Nonstop
$734 USDSJUDec 27 16:52
→ORDDec 27 20:20
UA 2088Boeing 737MAX 8 Passenger
8h 25m·1 stop
$738 USDSJUDec 27 02:05
→EWRDec 27 05:24
UA 2219Boeing 737
1h 36m layover
EWRDec 27 07:00
→ORDDec 27 08:30
UA 2754Boeing 737
13h 56m·1 stop
$1,238 USDSJUDec 27 19:35
→EWRDec 27 22:53
UA 2036Boeing 737MAX 8 Passenger
7h 7m layover·Overnight
EWRDec 28 06:00
→ORDDec 28 07:31
UA 530Boeing 737
7h 42m·1 stop
$1,376 USDSJUDec 27 08:30
→IADDec 27 11:35
UA 2022Boeing 737MAX 8 Passenger
1h 30m layover
IADDec 27 13:05
→ORDDec 27 14:12
UA 2331Boeing 737
7h 25m·1 stop
$1,376 USDSJUDec 27 17:50
→IADDec 27 20:55
UA 2024Boeing 737MAX 8 Passenger
1h 15m layover
IADDec 27 22:10
→ORDDec 27 23:15
UA 421Boeing 737