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
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
04/03/26
direct
NK0586
04h 33min
Return
04/16/26
1 Stopover (JFK)
B62104, B62105
08h 10min
Spirit Airlines ?
$353
Best option
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
02/13/26
direct
NK3020
04h 43min
Return
02/26/26
direct
NK3013
05h 22min
Spirit Airlines
$404
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
02/13/26
direct
NK3020
04h 43min
Return
02/26/26
1 Stopover (MCO)
F91823, F93043
12h 24min
Spirit Airlines
$381
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
04/03/26
direct
AA1060
04h 40min
Return
04/16/26
direct
AA2845
05h 30min
American Airlines ?
$480
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
12/18/25
direct
NK3020
04h 43min
Return
12/30/25
direct
NK3011
05h 15min
Spirit Airlines
$530
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
12/18/25
direct
NK3020
04h 43min
Return
12/30/25
direct
NK3011
05h 15min
Spirit Airlines
$543
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
04/03/26
direct
AA1060
04h 40min
Return
04/16/26
direct
AA2845
05h 30min
American Airlines ?
$544
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
02/13/26
3 Stopovers (MEX, CUN, MEX)
Y40701, Y40104, AM0513, AM0786
34h 32min
Return
02/26/26
1 Stopover (ATL)
F92871, F91441
20h 38min
Volaris, Aeroméxico ?
$596
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
04/03/26
1 Stopover (CLT)
AA1784, AA2098
11h 45min
Return
04/16/26
1 Stopover (PHL)
AA3298, AA1049
07h 36min
American Airlines ?
$602
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
02/13/26
direct
AA1758
04h 40min
Return
02/26/26
direct
AA3276
05h 30min
American Airlines ?
$633
Prices based on recent searches, subject to last-minute changes
Page 1 / 2

Important flight information

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

Roundtrip from $ 352,50
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
Flight destinations with a similar price