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
Monday, January 26th, 2026
Outbound Flights
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4h 40m·Nonstop
$364 USD
ORDJan 26 14:20
→SJUJan 26 21:00
UA 695Airbus A321neo
18h 55m·1 stop
$505 USDORDJan 26 16:00
→LGAJan 26 19:23
UA 5551Embraer 175
12h 37m layover·Overnight
EWRJan 27 08:00
→SJUJan 27 12:55
UA 2143Boeing 767
17h 31m·1 stop
$563 USDORDJan 26 21:05
→IAHJan 27 00:12
UA 2665Boeing 737
9h 58m layover
IAHJan 27 10:10
→SJUJan 27 16:36
UA 1192Boeing 737MAX 9 Passenger
8h 9m·1 stop
$568 USDORDJan 26 14:27
→EWRJan 26 17:43
UA 2161Airbus A321neo
1h 54m layover
EWRJan 26 19:37
→SJUJan 27 00:36
UA 1543Boeing 737MAX 9 Passenger
20h 42m·1 stop
$616 USDORDJan 26 14:35
→IADJan 26 17:35
UA 587Boeing 737MAX 9 Passenger
14h 52m layover·Overnight
IADJan 27 08:27
→SJUJan 27 13:17
UA 2021Boeing 737MAX 9 Passenger
16h 55m·2 stops
$687 USDORDJan 26 19:45
→CLEJan 26 22:14
UA 1641Boeing 737
8h 1m layover·Overnight
CLEJan 27 06:15
→EWRJan 27 07:55
UA 601Boeing 737MAX 9 Passenger
1h 48m layover
EWRJan 27 09:43
→SJUJan 27 14:40
UA 1556Boeing 737MAX 9 Passenger
14h 7m·2 stops
$748 USDORDJan 26 21:10
→CMHJan 26 23:44
UA 3614Embraer 175
6h 16m layover·Overnight
CMHJan 27 06:00
→IADJan 27 07:30
UA 3430Embraer 175
57m layover
IADJan 27 08:27
→SJUJan 27 13:17
UA 2021Boeing 737MAX 9 Passenger
15h 13m·1 stop
$827 USDORDJan 26 19:42
→EWRJan 26 22:58
UA 1324Boeing 737
9h 2m layover·Overnight
EWRJan 27 08:00
→SJUJan 27 12:55
UA 2143Boeing 767