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 15 days agoJanuary 2027
Mon
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Sunday, January 31st, 2027
Outbound Flights
7h 25m·1 stop
$709 USD
SJUJan 31 17:50
→IADJan 31 20:55
UA 2024Boeing 737MAX 8 Passenger
1h 15m layover
IADJan 31 22:10
→ORDJan 31 23:15
UA 421Boeing 737
5h 22m·Nonstop
$734 USDSJUJan 31 08:35
→ORDJan 31 11:57
UA 2089Boeing 737MAX 8 Passenger
5h 28m·Nonstop
$734 USDSJUJan 31 16:52
→ORDJan 31 20:20
UA 2088Boeing 737MAX 8 Passenger
13h 56m·1 stop
$1,238 USDSJUJan 31 19:35
→EWRJan 31 22:53
UA 2036Boeing 737MAX 8 Passenger
7h 7m layover·Overnight
EWRFeb 1 06:00
→ORDFeb 1 07:31
UA 530Boeing 737
9h 32m·1 stop
$1,376 USDSJUJan 31 02:05
→EWRJan 31 05:24
UA 2219Boeing 737
2h 36m layover
EWRJan 31 08:00
→ORDJan 31 09:37
UA 2488Boeing 737
10h 59m·1 stop
$1,376 USDSJUJan 31 10:15
→IAHJan 31 13:25
UA 2495Boeing 737MAX 8 Passenger
3h 5m layover
IAHJan 31 16:30
→ORDJan 31 19:14
UA 2296Boeing 737
8h 52m·1 stop
$1,376 USDSJUJan 31 13:00
→EWRJan 31 16:17
UA 2461Boeing 737MAX 9 Passenger
1h 48m layover
EWRJan 31 18:05
→ORDJan 31 19:52
UA 254Boeing 737