Flights from Chicago O'Hare to San Juan (Puerto Rico)

Our cheapest offers for flights from Chicago O'Hare to San Juan (Puerto Rico)

Here you can compare cheap flights from Chicago O'Hare (ORD) to San Juan (Puerto Rico) (SJU) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to San Juan (Puerto Rico). Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Best option
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
10/18/25
direct
NK1530
04h 47min
Return
10/24/25
direct
NK1531
04h 58min
Spirit Airlines
$240
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
10/18/25
direct
NK1530
04h 47min
Return
10/24/25
direct
NK1531
04h 58min
Spirit Airlines
$243
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
10/18/25
direct
NK1530
04h 47min
Return
10/24/25
direct
NK1531
04h 58min
Spirit Airlines
$252
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
10/18/25
direct
NK1530
04h 47min
Return
10/24/25
direct
NK1531
04h 58min
Spirit Airlines
$255
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
09/19/25
direct
NK1530
04h 47min
Return
09/29/25
direct
NK1531
04h 58min
Spirit Airlines
$258
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
06/07/25
1 Stopover (MCO)
NK2189, NK1989
07h 19min
Return
06/23/25
direct
NK2534
05h 16min
Spirit Airlines
$269
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
06/07/25
1 Stopover (MCO)
NK2550, NK1989
16h 17min
Return
06/23/25
direct
NK2534
05h 16min
Spirit Airlines
$273
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
06/07/25
1 Stopover (MCO)
NK2189, NK1989
07h 19min
Return
06/23/25
1 Stopover (FLL)
NK2222, NK0002
13h 26min
Spirit Airlines
$274
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
09/04/25
1 Stopover (BOS)
B61012, B60261
20h 30min
Return
09/28/25
1 Stopover (BOS)
B60562, B60311
13h 54min
JetBlue Airways ?
$282
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
06/07/25
1 Stopover (MCO)
F93044, F94726
08h 27min
Return
06/23/25
direct
NK2534
05h 16min
Frontier Airlines ?
$282
Prices based on recent searches, subject to last-minute changes
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Important flight information

Flight information: Chicago O'Hare - San Juan (Puerto Rico)

Roundtrip from $239.23
Distance 3341 km
Departure airport Airport Chicago O'Hare International Airport, IL (ORD)
Arrival airport Airport San Juan - Luis Muñoz Marín International Airport (SJU)
Destination country Flights to Puerto Rico
Alternative flights to San Juan (Puerto Rico)
Flight destinations with a similar price