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
11/03/25
1 Stopover (MCO)
F92792, F93506
15h 44min
Return
11/12/25
1 Stopover (MCO)
F94725, F93043
22h 15min
Frontier Airlines ?
$225
Best option
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
11/03/25
direct
NK1530
04h 47min
Return
11/12/25
1 Stopover (MCO)
NK3160, NK1109
10h 07min
Spirit Airlines
$272
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
12/26/25
direct
NK3020
04h 43min
Return
01/01/26
direct
NK3013
05h 22min
Spirit Airlines
$1,008
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
11/03/25
direct
NK1530
04h 47min
Return
11/12/25
1 Stopover (MCO)
NK3160, NK1109
10h 07min
Spirit Airlines
$287
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
10/10/25
direct
AA2852
04h 40min
Return
11/04/25
1 Stopover (MIA)
AA1893, AA1201
08h 59min
American Airlines ?
$333
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
10/10/25
direct
AA2852
04h 40min
Return
11/04/25
1 Stopover (CLT)
AA3324, AA2514
11h 47min
American Airlines ?
$357
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
10/10/25
direct
AA2852
04h 40min
Return
11/04/25
1 Stopover (CLT)
AA3324, AA1048
14h 04min
American Airlines ?
$360
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
11/03/25
1 Stopover (EWR)
UA1209, F93573
26h 33min
Return
11/12/25
2 Stopovers (MCO, ATL)
F94725, F94025, F93397
33h 17min
United Airlines, Frontier Airlines ?
$408
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
10/10/25
direct
NK1530
04h 47min
Return
11/04/25
1 Stopover (MCO)
NK3160, NK0506
08h 52min
Spirit Airlines
$412
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
10/10/25
direct
AA2852
04h 40min
Return
11/04/25
2 Stopovers (CLT, PHL)
AA1908, AA1822, AA1333
10h 24min
American Airlines ?
$441
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 $ 224,44
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
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