ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$219 USD
-51%$108 USD
Verified Nov 29, 2025 at 12:03 PMRare Availability
9% of dates checked are available within 10% of the lowest price
Tuesday, January 27th, 2026
Outbound Flights
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4h 45m·Nonstop
$364 USD
ORDJan 27 08:55
→SJUJan 27 15:40
UA 1996Airbus A321neo
4h 40m·Nonstop
$364 USDORDJan 27 14:20
→SJUJan 27 21:00
UA 695Airbus A321neo
7h 1m·1 stop
$368 USDORDJan 27 15:35
→EWRJan 27 18:51
UA 2133Boeing 737
46m layover
EWRJan 27 19:37
→SJUJan 28 00:36
UA 1543Boeing 737MAX 9 Passenger
16h 40m·1 stop
$438 USDORDJan 27 20:00
→LGAJan 27 23:21
UA 2214Boeing 737
10h 22m layover·Overnight
EWRJan 28 09:43
→SJUJan 28 14:40
UA 1556Boeing 737MAX 9 Passenger
20h 25m·1 stop
$465 USDORDJan 27 16:15
→EWRJan 27 19:29
UA 2172Airbus A321neo
14h 14m layover·Overnight
EWRJan 28 09:43
→SJUJan 28 14:40
UA 1556Boeing 737MAX 9 Passenger
18h 46m·1 stop
$563 USDORDJan 27 19:50
→IAHJan 27 22:58
UA 2426Airbus A321neo
11h 12m layover·Overnight
IAHJan 28 10:10
→SJUJan 28 16:36
UA 1192Boeing 737MAX 9 Passenger
16h 58m·1 stop
$602 USDORDJan 27 19:42
→EWRJan 27 22:58
UA 1324Boeing 737
10h 45m layover·Overnight
EWRJan 28 09:43
→SJUJan 28 14:40
UA 1556Boeing 737MAX 9 Passenger
18h 40m·1 stop
$617 USDORDJan 27 16:15
→EWRJan 27 19:29
UA 2172Airbus A321neo
12h 31m layover·Overnight
EWRJan 28 08:00
→SJUJan 28 12:55
UA 2143Boeing 767