| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| 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 found 3 days ago | ||
| Best option 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 03/28/26 direct NK0586 04h 33min | Return 04/25/26 1 Stopover (MIA) F92383, F92671 16h 18min | Spirit Airlines |  | ? | $321 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 found 3 days ago | |
| Chicago O'Hare San Juan (Puerto Rico) | Outbound 03/28/26 1 Stopover (JFK) B61206, B60703 09h 31min | Return 04/25/26 1 Stopover (BOS) B60662, B60311 10h 31min |  JetBlue Airways |  | ? | $400 found 3 days ago | |
| 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 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 04/03/26 3 Stopovers (MEX, CUN, PUJ) Y40701, Y40104, DM7007, DM1058 34h 28min | Return 04/16/26 3 Stopovers (IAH, FLL, MIA, MSP) UA1644, UA1982, SY0416, SY0261 36h 27min |   Volaris, AraJet |  | ? | $646 | |
| 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 |  | ? | $1,041 | |
| Chicago O'Hare San Juan (Puerto Rico) | Outbound 03/28/26 1 Stopover (IAH) UA2426, UA1497 08h 01min | Return 04/25/26 1 Stopover (IAH) UA0668, UA0787 10h 50min | United Airlines | | ? | $1,225 found 3 days ago |
Stops
- Direct flight
Airline
- American Airlines
- Spirit Airlines
- United Airlines
- JetBlue Airways
- Volaris
Important flight information
Flight information: Chicago O'Hare - San Juan (Puerto Rico)
| Roundtrip from | $ 274,98 |
|---|---|
| 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 Baltimore - San Juan (Puerto Rico) from $ 434
- Flight Boston - San Juan (Puerto Rico) from $ 148
- Flight Detroit - San Juan (Puerto Rico) from $ 258
- Flight Los Angeles - San Juan (Puerto Rico) from $ 453
- Flight Orlando - San Juan (Puerto Rico) from $ 142
- Flight Miami - San Juan (Puerto Rico) from $ 194
- Flight Atlanta - San Juan (Puerto Rico) from $ 208
Flight destinations with a similar price
- Flight San Juan (Puerto Rico) - Beef Island from $ 279
- Flight San Juan (Puerto Rico) - Frankfurt from $ 742
Flight destinations with a similar price
- Flight Chicago O'Hare - Phoenix - Sky Harbor from $ 268
- Flight Chicago O'Hare - Seattle-Tacoma from $ 268
- Flight Chicago O'Hare - San Francisco from $ 282
- Flight Chicago O'Hare - Green Bay from $ 273
- Flight Chicago O'Hare - Washington DC from $ 292
- Flight Chicago O'Hare - Baltimore from $ 281
- Flight Chicago O'Hare - Guadalajara from $ 260
- Flight Chicago O'Hare - Philadelphia from $ 250
- Flight Chicago O'Hare - Belgrade from $ 269