Chicago (ORD) to San Juan (SJU) flight deal in business from $394

United AirlinesUAUnited Airlines
One Way•Business Class
United StatesORD

O'Hare International Airport

Chicago, United States
Puerto RicoSJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico
$553 USD
-29%$394 USD
Verified about 15 hours ago
Limited Availability
18% of dates checked are available within 10% of the lowest price

Tuesday, August 18th, 2026

Outbound Flights

4h 49m·Nonstop
$394 USD
United Airlines
ORDAug 18 08:55
→
SJUAug 18 14:44
UA 1996Airbus A321neo
7h 45m·1 stop
$416 USD
United Airlines
ORDAug 18 05:00
→
EWRAug 18 08:14
UA 2324Boeing 737
1h 33m layover
United Airlines
EWRAug 18 09:47
→
SJUAug 18 13:45
UA 1556Boeing 737MAX 9 Passenger
8h 58m·1 stop
$558 USD
United Airlines
ORDAug 18 10:40
→
IAHAug 18 13:36
UA 2638Airbus A321neo
1h 30m layover
United Airlines
IAHAug 18 15:06
→
SJUAug 18 20:38
UA 701Boeing 737MAX 9 Passenger
8h 19m·1 stop
$558 USD
United Airlines
ORDAug 18 14:31
→
EWRAug 18 18:00
UA 1929Airbus A321neo
1h 47m layover
United Airlines
EWRAug 18 19:47
→
SJUAug 18 23:50
UA 1543Boeing 737MAX 9 Passenger
25h 15m·1 stop
$1,303 USD
United Airlines
ORDAug 18 21:35
→
EWRAug 19 00:57
UA 1209Airbus A321neo
18h 50m layover
United Airlines
EWRAug 19 19:47
→
SJUAug 19 23:50
UA 1543Boeing 737MAX 9 Passenger
22h 3m·1 stop
$1,303 USD
United Airlines
ORDAug 18 21:35
→
IAHAug 19 00:27
UA 2665Airbus A321neo
14h 39m layover
United Airlines
IAHAug 19 15:06
→
SJUAug 19 20:38
UA 701Boeing 737MAX 9 Passenger
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