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 agoNovember 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Wednesday, November 18th, 2026
Outbound Flights
5h 24m·Nonstop
$464 USD
SJUNov 18 08:25
→ORDNov 18 11:49
UA 2089Airbus A321neo
5h 31m·Nonstop
$464 USDSJUNov 18 16:55
→ORDNov 18 20:26
UA 2088Airbus A321neo
7h 47m·1 stop
$468 USDSJUNov 18 17:50
→IADNov 18 20:56
UA 2024Boeing 737MAX 9 Passenger
1h 27m layover
IADNov 18 22:23
→ORDNov 18 23:37
UA 421Boeing 737MAX 9 Passenger
8h 42m·1 stop
$468 USDSJUNov 18 02:05
→EWRNov 18 05:24
UA 2219Boeing 737MAX 9 Passenger
1h 36m layover
EWRNov 18 07:00
→ORDNov 18 08:47
UA 2754Airbus A321neo
9h 14m·1 stop
$662 USDSJUNov 18 13:00
→EWRNov 18 16:17
UA 2461Boeing 737MAX 9 Passenger
2h 3m layover
EWRNov 18 18:20
→ORDNov 18 20:14
UA 254Airbus A321neo
20h 37m·1 stop
$1,277 USDSJUNov 18 19:35
→EWRNov 18 22:54
UA 2036Boeing 737MAX 9 Passenger
13h 31m layover·Overnight
EWRNov 19 12:25
→ORDNov 19 14:12
UA 1882Boeing 737MAX 9 Passenger