Cheap flights from San Juan to Chicago
Find cheap Chicago to San Juan flights with our free search service. Compare all available fares for direct or connection flights from Chicago to San Juan.
San Juan to Chicago flight schedules
| Flight | Departure Date | Arrival Date | Price | Duration | Number of stops | Updated |
|---|---|---|---|---|---|---|
| San Juan (SJU) - Chicago (CHI) | 2026-10-12 | 2026-10-19 | 222 USD | 37 hours 38 minutes | Connection | 2026-10-05T22:45:15 |
| San Juan (SJU) - Chicago (CHI) | 2026-10-16 | 2026-10-18 | 238 USD | 27 hours 5 minutes | Connection | 2026-10-05T22:45:50 |
| San Juan (SJU) - Chicago (CHI) | 2026-12-23 | 2027-01-02 | 294 USD | 18 hours 45 minutes | Connection | 2026-10-03T01:28:06 |
San Juan to Chicago flight status
| Flight | Origin | Destination | Departure | Arrival | Equip |
|---|---|---|---|---|---|
| UA2088 | San Juan (SJU) | Chicago (ORD) | 3:56 p.m. | 8:15 p.m. | B738 |
| AA1329 | San Juan (SJU) | Chicago (ORD) | 5:50 p.m. | 10:30 p.m. | B738 |
| AC5191 | San Juan (SJU) | Chicago (ORD) | 3:56 p.m. | 8:15 p.m. | 739 |
| UA0671 | San Juan (SJU) | Chicago (ORD) | 11:26 a.m. | 1:02 p.m. | |
| NZ9895 | San Juan (SJU) | Chicago (ORD) | 7:40 a.m. | 11:53 a.m. | None |
| AC5449 | San Juan (SJU) | Chicago (ORD) | 7:40 a.m. | 11:53 a.m. | None |
| NZ9894 | San Juan (SJU) | Chicago (ORD) | 3:56 p.m. | 8:15 p.m. | |
| AC5466 | San Juan (SJU) | Chicago (ORD) | 2:25 p.m. | 6:44 p.m. | None |
| NZ9896 | San Juan (SJU) | Chicago (ORD) | midnight | 6:22 a.m. | None |
| F9129 | San Juan (SJU) | Chicago (ORD) | 6 a.m. | 9:09 a.m. | A320 |
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