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 agoSeptember 2026
Mon
Tue
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Sun
Rare Availability
8% of dates checked are available within 10% of the lowest price
Sunday, September 27th, 2026
Outbound Flights
10h 19m·1 stop
$333 USD
ORDSep 27 05:30
→ATLSep 27 08:29
DL 1264Boeing 737
4h 49m layover

ATLSep 27 13:18
→SJUSep 27 16:49
DL 1946Boeing 737
7h 15m·1 stop
$453 USD
ORDSep 27 05:30
→ATLSep 27 08:29
DL 1264Boeing 737
1h 38m layover

ATLSep 27 10:07
→SJUSep 27 13:45
DL 1882Airbus A321
9h 20m·1 stop
$471 USD
ORDSep 27 13:29
→JFKSep 27 16:59
DL 5035Canadair RJ 900
2h 30m layover

JFKSep 27 19:29
→SJUSep 27 23:49
DL 1859Airbus A321neo
9h 9m·1 stop
$546 USD
ORDSep 27 06:40
→ATLSep 27 09:42
DL 1247Boeing 737
3h 36m layover

ATLSep 27 13:18
→SJUSep 27 16:49
DL 1946Boeing 737
7h 44m·1 stop
$719 USD
ORDSep 27 08:05
→ATLSep 27 11:05
DL 1687Boeing 737
2h 13m layover

ATLSep 27 13:18
→SJUSep 27 16:49
DL 1946Boeing 737
7h 28m·1 stop
$719 USD
ORDSep 27 13:51
→ATLSep 27 16:50
DL 2894Boeing 737
1h 55m layover

ATLSep 27 18:45
→SJUSep 27 22:19
DL 1861Boeing 737