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.

Round-trip
  • One-way
  • Round-trip
1 adult
Adults 12 years or over
1
Children 2-11 years
0
Infants 0-23 months
0
Cancel Done
Economy Class
  • Economy Class
  • Business Class
Done
Done

Chicago to Philadelphia flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - Philadelphia (PHL) 2026-12-15 2026-12-20 233 USD 15 hours 8 minutes Connection 2026-11-12T00:32:13
Chicago (CHI) - Philadelphia (PHL) 2026-12-30 2027-01-04 294 USD 4 hours 15 minutes Direct 2026-11-10T04:21:15
Chicago (CHI) - Philadelphia (PHL) 2026-12-14 2026-12-20 303 USD 9 hours 19 minutes Connection 2026-11-12T00:34:34
Chicago (CHI) - Philadelphia (PHL) 2026-11-14 2026-11-15 324 USD 18 hours 16 minutes Connection 2026-11-08T05:52:15
Chicago (CHI) - Philadelphia (PHL) 2026-12-27 2027-01-03 403 USD 13 hours 20 minutes Connection 2026-11-09T23:59:24

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.