ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$523 USD
-18%$428 USD
Verified Nov 29, 2025 at 12:03 PMFair Availability
34% of dates checked are available within 10% of the lowest price
Tuesday, January 27th, 2026
Outbound Flights
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8h 56m·1 stop
$603 USD
ORDJan 27 05:40
→IAHJan 27 08:41
UA 537Boeing 737MAX 9 Passenger
1h 29m layover
IAHJan 27 10:10
→SJUJan 27 16:36
UA 1192Boeing 737MAX 9 Passenger
16h 31m·1 stop
$1,258 USDORDJan 27 06:05
→EWRJan 27 09:15
UA 1658Boeing 757
10h 22m layover
EWRJan 27 19:37
→SJUJan 28 00:36
UA 1543Boeing 737MAX 9 Passenger
22h 13m·1 stop
$1,298 USDORDJan 27 14:27
→EWRJan 27 17:43
UA 2161Airbus A321neo
16h layover·Overnight
EWRJan 28 09:43
→SJUJan 28 14:40
UA 1556Boeing 737MAX 9 Passenger
23h 36m·1 stop
$1,298 USDORDJan 27 19:50
→IAHJan 27 22:58
UA 2426Airbus A321neo
16h 6m layover·Overnight
IAHJan 28 15:04
→SJUJan 28 21:26
UA 701Boeing 737MAX 9 Passenger
10h 32m·1 stop
$1,350 USDORDJan 27 08:54
→IAHJan 27 12:05
UA 1633Boeing 737
2h 59m layover
IAHJan 27 15:04
→SJUJan 27 21:26
UA 701Boeing 737MAX 9 Passenger
8h 9m·1 stop
$1,350 USDORDJan 27 14:27
→EWRJan 27 17:43
UA 2161Airbus A321neo
1h 54m layover
EWRJan 27 19:37
→SJUJan 28 00:36
UA 1543Boeing 737MAX 9 Passenger
20h 40m·1 stop
$1,486 USDORDJan 27 16:00
→LGAJan 27 19:23
UA 5551Embraer 175
14h 20m layover·Overnight
EWRJan 28 09:43
→SJUJan 28 14:40
UA 1556Boeing 737MAX 9 Passenger
8h 51m·1 stop
$2,541 USDORDJan 27 10:35
→IAHJan 27 13:40
UA 2638Boeing 737MAX 9 Passenger
1h 24m layover
IAHJan 27 15:04
→SJUJan 27 21:26
UA 701Boeing 737MAX 9 Passenger