Cheap flights to Pennsylvania from Chicago

Round trips from Chicago from $228. Cheapest dates, deal ratings and where to book.

• Philadelphia: $228, 2026-12-27 to 2027-01-03
• Pittsburgh: $247, 2026-11-11 to 2026-11-16
• Allentown/Bethlehem: $672, 2026-10-16 to 2026-10-18

Nearby

• Maryland
• District of Columbia
• New Jersey
• Delaware
• New York
• West Virginia
• Virginia
• Ohio