San Juan (SJU) to Chicago (ORD) flight deal in business from $358
Luis Muñoz Marín International Airport
San Juan, Puerto Rico
O'Hare International Airport
Chicago, United States
$558 USD
-36%$358 USD
Verified 14 days agoNovember 2026
Mon
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Friday, November 13th, 2026
Outbound Flights
5h 24m·Nonstop
$549 USD
SJUNov 13 08:25
→ORDNov 13 11:49
UA 2089Airbus A321neo
5h 31m·Nonstop
$549 USD
SJUNov 13 16:55
→ORDNov 13 20:26
UA 2088Airbus A321neo
7h 47m·1 stop
$553 USD
SJUNov 13 17:50
→IADNov 13 20:56
UA 2024Boeing 737MAX 9 Passenger
1h 27m layover

IADNov 13 22:23
→ORDNov 13 23:37
UA 421Boeing 737MAX 9 Passenger
9h 40m·1 stop
$553 USD
SJUNov 13 02:05
→EWRNov 13 05:24
UA 2219Boeing 737MAX 9 Passenger
2h 36m layover

EWRNov 13 08:00
→ORDNov 13 09:45
UA 2488Airbus A321neo
13h 56m·1 stop
$1,238 USD
SJUNov 13 19:35
→EWRNov 13 22:54
UA 2036Boeing 737MAX 9 Passenger
7h 6m layover·Overnight

EWRNov 14 06:00
→ORDNov 14 07:31
UA 530Airbus A321neo
8h 42m·1 stop
$1,376 USD
SJUNov 13 02:05
→EWRNov 13 05:24
UA 2219Boeing 737MAX 9 Passenger
1h 36m layover

EWRNov 13 07:00
→ORDNov 13 08:47
UA 2754Airbus A321neo