San Juan (SJU) to Chicago (ORD) flight deal in economy from $123
Luis Muñoz Marín International Airport
San Juan, Puerto Rico
O'Hare International Airport
Chicago, United States
$324 USD
-62%$123 USD
Verified 13 days agoAugust 2026
Mon
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Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price
Monday, August 31st, 2026
Outbound Flights
9h 33m·1 stop
$233 USD
SJUAug 31 13:19
→JFKAug 31 17:30
DL 1966Airbus A321neo
2h 5m layover

JFKAug 31 19:35
→ORDAug 31 21:52
DL 5640Embraer 175
6h 40m·1 stop
$308 USD
SJUAug 31 07:00
→ATLAug 31 10:44
DL 1763Boeing 737
46m layover

ATLAug 31 11:30
→ORDAug 31 12:40
DL 2894Boeing 737
6h 56m·1 stop
$308 USD
SJUAug 31 14:59
→ATLAug 31 18:53
DL 1882Airbus A321
42m layover

ATLAug 31 19:35
→ORDAug 31 20:55
DL 2486Boeing 737
7h 8m·1 stop
$308 USD
SJUAug 31 17:49
→ATLAug 31 21:47
DL 1946Boeing 737
53m layover

ATLAug 31 22:40
→ORDAug 31 23:57
DL 1199Boeing 737
10h 36m·1 stop
$328 USD
SJUAug 31 07:30
→JFKAug 31 11:25
DL 1854Airbus A321neo
3h 35m layover

JFKAug 31 15:00
→ORDAug 31 17:06
DL 4783Canadair RJ 900