San Juan (SJU) to Chicago (ORD) flight deal in business from $358

United AirlinesUAUnited Airlines
One Way•Business Class
Puerto RicoSJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico
United StatesORD

O'Hare International Airport

Chicago, United States
$558 USD
-36%$358 USD
Verified 14 days ago
Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price

Sunday, November 29th, 2026

Outbound Flights

5h 24m·Nonstop
$913 USD
United Airlines
SJUNov 29 08:25
→
ORDNov 29 11:49
UA 2089Airbus A321neo
5h 31m·Nonstop
$1,005 USD
United Airlines
SJUNov 29 16:55
→
ORDNov 29 20:26
UA 2088Airbus A321neo
13h 56m·1 stop
$1,473 USD
United Airlines
SJUNov 29 19:35
→
EWRNov 29 22:54
UA 2036Boeing 737MAX 9 Passenger
7h 6m layover·Overnight
United Airlines
EWRNov 30 06:00
→
ORDNov 30 07:31
UA 530Airbus A321neo
15h 22m·1 stop
$2,126 USD
United Airlines
SJUNov 29 17:50
→
IADNov 29 20:56
UA 2024Boeing 737MAX 9 Passenger
9h 4m layover·Overnight
United Airlines
DCANov 30 06:00
→
ORDNov 30 07:12
UA 1793Boeing 737
13h 50m·1 stop
$2,186 USD
United Airlines
SJUNov 29 19:35
→
EWRNov 29 22:54
UA 2036Boeing 737MAX 9 Passenger
7h 6m layover·Overnight
United Airlines
LGANov 30 06:00
→
ORDNov 30 07:25
UA 2389Boeing 737
11h 38m·1 stop
$2,456 USD
United Airlines
SJUNov 29 02:05
→
EWRNov 29 05:24
UA 2219Boeing 737MAX 9 Passenger
4h 36m layover
United Airlines
LGANov 29 10:00
→
ORDNov 29 11:43
UA 1310Boeing 737
11h 11m·2 stops
$2,499 USD
United Airlines
SJUNov 29 02:05
→
EWRNov 29 05:24
UA 2219Boeing 737MAX 9 Passenger
2h 10m layover
United Airlines
EWRNov 29 07:34
→
CLENov 29 09:21
UA 1870Boeing 737
1h 27m layover
United Airlines
CLENov 29 10:48
→
ORDNov 29 11:16
UA 609Boeing 737MAX 9 Passenger
8h 42m·1 stop
$2,908 USD
United Airlines
SJUNov 29 02:05
→
EWRNov 29 05:24
UA 2219Boeing 737MAX 9 Passenger
1h 36m layover
United Airlines
EWRNov 29 07:00
→
ORDNov 29 08:47
UA 2754Airbus A321neo
Google Flights