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

Trip type

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
07/26/26
direct
F93346
04h 57min
Return
08/05/26
direct
F93345
05h 15min
Frontier Airlines
$254
found 3 days ago
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
07/26/26
1 Stopover (CLT)
AA3280, AA2830
10h 00min
Return
08/05/26
1 Stopover (MIA)
AA0967, AA1211
08h 08min
American Airlines ?
$259
found 3 days ago
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
07/26/26
direct
F93346
04h 57min
Return
08/05/26
direct
F93345
05h 15min
Frontier Airlines ?
$263
found 3 days ago
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
05/16/26
direct
NK2205
04h 32min
Return
05/29/26
1 Stopover (MIA)
NK3036, NK1712
17h 00min
Spirit Airlines
$270
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
05/16/26
1 Stopover (MIA)
NK1713, NK3035
29h 46min
Return
05/29/26
1 Stopover (MIA)
NK3036, NK1712
17h 00min
Spirit Airlines
$271
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
03/28/26
2 Stopovers (EWR, ATL)
NK0107, NK0352, NK3830
24h 34min
Return
04/25/26
direct
NK2208
05h 15min
Spirit Airlines
$275
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
05/16/26
1 Stopover (TPA)
F91252, F92216
24h 49min
Return
05/29/26
1 Stopover (FLL)
NK0572, NK0001
09h 05min
Frontier Airlines ?
$287
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
03/28/26
direct
NK0586
04h 33min
Return
04/25/26
1 Stopover (MIA)
F92383, F92671
16h 18min
Spirit Airlines ?
$321
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
07/26/26
direct
NK2205
04h 47min
Return
08/05/26
1 Stopover (MIA)
NK3036, NK1712
16h 35min
Spirit Airlines
$353
found 3 days ago
Chicago O'Hare
San Juan (Puerto Rico)
Outbound
03/28/26
1 Stopover (IAH)
UA2426, UA1497
08h 01min
Return
04/25/26
1 Stopover (BOS)
B60662, B60311
10h 31min
United Airlines ?
$369
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 $253.97
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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