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
Wed
Thu
Fri
Sat
Sun
Good Availability
46% of dates checked are available within 10% of the lowest price
Thursday, March 5th, 2026
Outbound Flights
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5h 22m·Nonstop
$509 USD
SJUMar 5 08:30
→ORDMar 5 11:52
UA 2089Airbus A321neo
9h 11m·1 stop
$547 USD
SJUMar 5 02:05
→EWRMar 5 05:24
UA 2219Boeing 737MAX 9 Passenger
2h 1m layover

EWRMar 5 07:25
→ORDMar 5 09:16
UA 1608Airbus A321neo
16h 14m·1 stop
$1,174 USD
SJUMar 5 19:35
→EWRMar 5 22:53
UA 2036Boeing 737MAX 9 Passenger
9h 12m layover·Overnight

LGAMar 6 08:05
→ORDMar 6 09:49
UA 3470Embraer 175
14h 10m·1 stop
$1,258 USD
SJUMar 5 19:35
→EWRMar 5 22:53
UA 2036Boeing 737MAX 9 Passenger
7h 7m layover·Overnight

EWRMar 6 06:00
→ORDMar 6 07:45
UA 2164Boeing 757
5h 28m·Nonstop
$1,346 USD
SJUMar 5 16:52
→ORDMar 5 20:20
UA 2088Airbus A321neo
15h 38m·1 stop
$1,850 USD
SJUMar 5 17:50
→IADMar 5 20:55
UA 2024Boeing 737MAX 9 Passenger
9h 20m layover·Overnight

IADMar 6 06:15
→ORDMar 6 07:28
UA 279Boeing 737
14h 33m·2 stops
$1,878 USD
SJUMar 5 17:50
→IADMar 5 20:55
UA 2024Boeing 737MAX 9 Passenger
1h 10m layover

IADMar 5 22:05
→INDMar 5 23:59
UA 3635Embraer 175
6h 1m layover·Overnight

INDMar 6 06:00
→ORDMar 6 06:23
UA 3479Embraer 175
14h 29m·2 stops
$1,893 USD
SJUMar 5 17:50
→IADMar 5 20:55
UA 2024Boeing 737MAX 9 Passenger
1h 18m layover

IADMar 5 22:13
→CMHMar 5 23:44
UA 3646Embraer 170
5h 46m layover·Overnight

CMHMar 6 05:30
→ORDMar 6 06:19
UA 3677Embraer 175