Luis Muñoz Marín International Airport
San Juan, Puerto Rico
O'Hare International Airport
Chicago, United States
$512 USD
-16%$428 USD
Verified Nov 29, 2025 at 12:04 PMMarch 2026
Mon
Tue
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Fri
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Sun
Good Availability
46% of dates checked are available within 10% of the lowest price
Friday, March 27th, 2026
Outbound Flights
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9h 16m·1 stop
$583 USD
SJUMar 27 01:05
→EWRMar 27 05:24
UA 2219Boeing 737MAX 9 Passenger
2h 6m layover

EWRMar 27 07:30
→ORDMar 27 09:21
UA 1608Airbus A321neo
8h 28m·1 stop
$758 USD
SJUMar 27 07:05
→IADMar 27 11:10
UA 2022Boeing 737MAX 9 Passenger
2h 5m layover

IADMar 27 13:15
→ORDMar 27 14:33
UA 2331Boeing 737MAX 9 Passenger
5h 22m·Nonstop
$1,346 USD
SJUMar 27 07:30
→ORDMar 27 11:52
UA 2089Airbus A321neo
14h 10m·1 stop
$1,850 USD
SJUMar 27 18:35
→EWRMar 27 22:53
UA 2036Boeing 737MAX 9 Passenger
7h 7m layover·Overnight

EWRMar 28 06:00
→ORDMar 28 07:45
UA 2164Boeing 757
5h 28m·Nonstop
$3,079 USD
SJUMar 27 15:52
→ORDMar 27 20:20
UA 2088Airbus A321neo
15h 39m·1 stop
$3,083 USD
SJUMar 27 16:50
→IADMar 27 20:55
UA 2024Boeing 737MAX 9 Passenger
9h 20m layover·Overnight

IADMar 28 06:15
→ORDMar 28 07:29
UA 279Airbus A321neo
15h 38m·1 stop
$3,358 USD
SJUMar 27 16:50
→IADMar 27 20:55
UA 2024Boeing 737MAX 9 Passenger
9h 10m layover·Overnight

BWIMar 28 06:05
→ORDMar 28 07:28
UA 660Boeing 737MAX 9 Passenger