Chicago (ORD) to San Juan (SJU) flight deal in economy from $119
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$214 USD
-44%$119 USD
Verified 12 days agoAugust 2026
Mon
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Limited Availability
15% of dates checked are available within 10% of the lowest price
Sunday, August 16th, 2026
Outbound Flights
4h 55m·Nonstop
$119 USD
ORDAug 16 17:20
→SJUAug 16 23:15
AA 1865Boeing 737
9h 57m·1 stop
$123 USDORDAug 16 06:00
→MIAAug 16 10:07
AA 2452Boeing 737MAX 8 Passenger
4h 4m layover
MIAAug 16 14:11
→SJUAug 16 16:57
AA 967Boeing 737
8h 56m·1 stop
$123 USDORDAug 16 08:37
→MIAAug 16 12:50
AA 1250Airbus A321
2h 57m layover
MIAAug 16 15:47
→SJUAug 16 18:33
AA 1852Boeing 737
13h 44m·1 stop
$123 USDORDAug 16 18:59
→MIAAug 16 23:11
AA 1159Airbus A321
7h 49m layover·Overnight
MIAAug 17 07:00
→SJUAug 17 09:43
AA 1780Airbus A321
6h 40m·1 stop
$193 USDORDAug 16 05:00
→MIAAug 16 09:07
AA 2984Airbus A321
48m layover
MIAAug 16 09:55
→SJUAug 16 12:40
AA 1613Boeing 737
7h 38m·1 stop
$193 USDORDAug 16 06:00
→MIAAug 16 10:07
AA 2452Boeing 737MAX 8 Passenger
1h 38m layover
MIAAug 16 11:45
→SJUAug 16 14:38
AA 1341Airbus A321
7h 4m·1 stop
$193 USDORDAug 16 06:49
→CLTAug 16 09:55
AA 1784Airbus A321
1h 10m layover
CLTAug 16 11:05
→SJUAug 16 14:53
AA 783Airbus A321
7h 20m·1 stop
$193 USDORDAug 16 08:37
→MIAAug 16 12:50
AA 1250Airbus A321
1h 21m layover
MIAAug 16 14:11
→SJUAug 16 16:57
AA 967Boeing 737