Cheap flights from Chicago to Philadelphia
Find cheap Philadelphia to Chicago flights with our free search service. Compare all available fares for direct or connection flights from Philadelphia to Chicago.
Chicago to Philadelphia flight schedules
| Flight | Departure Date | Arrival Date | Price | Duration | Number of stops | Updated |
|---|---|---|---|---|---|---|
| Chicago (CHI) - Philadelphia (PHL) | 2026-08-29 | 2026-08-29 | 256 USD | 9 hours 7 minutes | Connection | 2026-08-06T02:31:21 |
| Chicago (CHI) - Philadelphia (PHL) | 2026-08-28 | 2026-08-28 | 377 USD | 4 hours 15 minutes | Direct | 2026-08-06T02:31:46 |
Chicago to Philadelphia flight status
| Flight | Origin | Destination | Departure | Arrival | Equip |
|---|---|---|---|---|---|
| WN2137 | Chicago (MDW) | Philadelphia (PHL) | 1:30 p.m. | 3:55 p.m. | B738 |
| WN732 | Chicago (MDW) | Philadelphia (PHL) | 4:30 p.m. | 4:50 p.m. | Boeing 737 Max 8 |
| WN3143 | Chicago (MDW) | Philadelphia (PHL) | 9:40 p.m. | 5:30 a.m. | B738 |
| BA1408 | Chicago (MDW) | Philadelphia (PHL) | 6:05 p.m. | 7:25 p.m. | |
| IB8197 | Chicago (MDW) | Philadelphia (PHL) | 6:55 p.m. | 9:26 p.m. | CRJ |
| WN4535 | Chicago (MDW) | Philadelphia (PHL) | 12:55 p.m. | 1:10 p.m. | B738 |
| WN1121 | Chicago (MDW) | Philadelphia (PHL) | 4:35 p.m. | 8:45 p.m. | B738 |
| WN3425 | Chicago (MDW) | Philadelphia (PHL) | 10:05 p.m. | 12:20 a.m. | Boeing 737-700 (winglets) |
| 1I766 | Chicago (MDW) | Philadelphia (PHL) | 8:30 a.m. | 11:12 a.m. | CL35 |
| WN6720 | Chicago (MDW) | Philadelphia (PHL) | 7:30 p.m. | 8:15 p.m. | B737 |
| US97 | Chicago (MDW) | Philadelphia (PHL) | 6 a.m. | 8:59 a.m. | |
| AV729 | Chicago (MDW) | Philadelphia (PHL) | 6:25 a.m. | 10:15 a.m. | AT7 |
| FL500 | Chicago (MDW) | Philadelphia (PHL) | 9:20 a.m. | 2:40 p.m. |
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