Submit feedbackSubmit feedbackDecember travel from Philadelphia (All Airports) (PHLA) to Chicago (All Airports) (CHIA) mixes holiday demand with winter weather planning. Expect higher fares around mid-December and the week between Christmas and New Year; search 6–8 weeks ahead and set alerts for price drops to find cheap flights. Pack layers for Chicago’s cold arrival, check airline winter policies, and arrive at the airport 90–120 minutes before departure for domestic flights to account for holiday crowds. Nearby major destinations commonly accessed from PHLA include New York City, Washington D.C., Baltimore, and Atlantic City — useful for multi-city trips.
Arrivals to Chicago (All Airports) (CHIA) from Philadelphia (All Airports) (PHLA) in December require winter-ready plans: expect cold, snow, and variable transit times. Whether you land at O'Hare or Midway, build extra transfer time into itineraries and check CTA and express train schedules. Popular nearby destinations from Chicago include Milwaukee, Indianapolis, and St. Louis for multi-city winter trips. For the best fare and schedule options, book early and set alerts to capture December sales.
Starting from $89
Book your economy class flight from Philadelphia (Any) to Chicago (Any)and save money on your travel. Compare all flight options to find the best deal for your december trip.
Starting from $89
Book your economy class flight from Philadelphia (Any) to Chicago (Any)and save money on your travel. Compare all flight options to find the best deal for your december trip.
Planning a trip from Philadelphia (Any) to Chicago (Any) in december? SlickTrip helps you find the cheapest economy class flights with our comprehensive flight comparison tool. Whether you prefer direct flights for convenience or multi-stop flights for savings, we have options for every budget and schedule.
