Chicago (ORD) to San Juan (SJU) flight deal in economy from $123
O'Hare International Airport
Chicago, United States
Luis Muñoz Marín International Airport
San Juan, Puerto Rico
$310 USD
-60%$123 USD
Verified 13 days agoJuly 2026
Mon
Tue
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Sun
Rare Availability
8% of dates checked are available within 10% of the lowest price
Tuesday, July 28th, 2026
Outbound Flights
7h 2m·1 stop
$287 USD
ORDJul 28 05:30
→ATLJul 28 08:29
DL 1264Boeing 737
1h 16m layover

ATLJul 28 09:45
→SJUJul 28 13:32
DL 1882Airbus A321
7h 36m·1 stop
$287 USD
ORDJul 28 08:03
→ATLJul 28 11:06
DL 2426Boeing 737
1h 54m layover

ATLJul 28 13:00
→SJUJul 28 16:39
DL 1946Airbus A321
9h 53m·1 stop
$323 USD
ORDJul 28 13:00
→JFKJul 28 16:33
DL 5035Canadair RJ 900
2h 56m layover

JFKJul 28 19:29
→SJUJul 28 23:53
DL 1859Airbus A321neo
10h 10m·1 stop
$398 USD
ORDJul 28 11:20
→ATLJul 28 14:25
DL 1147Boeing 737
4h 20m layover

ATLJul 28 18:45
→SJUJul 28 22:30
DL 1861Airbus A321
7h 46m·1 stop
$543 USD
ORDJul 28 13:44
→ATLJul 28 16:54
DL 2894Boeing 737
1h 51m layover

ATLJul 28 18:45
→SJUJul 28 22:30
DL 1861Airbus A321
9h 38m·1 stop
$647 USD
ORDJul 28 06:00
→JFKJul 28 09:24
DL 5741Embraer 175
3h 21m layover

JFKJul 28 12:45
→SJUJul 28 16:38
DL 1961Airbus A321neo