Flights from Chicago to Philadelphia

From deep-dish to cheesesteaks—why not have both? A flight from Chicago to Philadelphia brings you face-to-face with two of America’s most iconic cities in under 2 hours. Whether you're chasing business opportunities, exploring U.S. history, or simply switching up the scenery, this route is one of the most efficient ways to experience a slice of the East Coast.

You’ll find plenty of nonstop options from O’Hare (ORD) or Midway (MDW) into Philadelphia International Airport (PHL), with airlines like American, Southwest, United, and more flying daily. Once you land, you’re just minutes from cobblestone streets, Liberty Bell selfies, vibrant neighborhoods, and art-packed museums.

And when you search with Flyingscanner, you don’t just fly—you fly smart. Find affordable fares on flights to Philadelphia, compare times, and track deals all in one place.

How to Book Flights from Chicago to Philadelphia Using Flyingscanner

Quick and easy ticket booking from Chicago to Philly becomes possible through Flyingscanner.

• Users must begin by providing the information about their departure point as Chicago O'Hare or Midway and their final destination of Philadelphia.
• The system allows users to select specific dates or view all dates with the "Whole Month" option to see the least expensive travel days.
• After displaying search results you can isolate important criteria by using filters to select nonstop routes, specific airlines and departure times and flight durations.
• Users who wish to stay away from late-night or budget airfare options should check out Flying scanner. You’re in control.
• Flexibility earns you the benefit of automatic ticket price alert notifications with price drops through the platform. The selected flight selection leads to a protected booking partner website through Flyingscanner for secure transaction completion.

How to Save More on a Chicago to Philadelphia Flight

Want to stretch your dollars?

• The cheapest flight days occur on Tuesday and Wednesday so passengers should book their flights on these days to obtain savings. Worthwhile deals normally become available when you book flights 3–5 weeks in advance.
• You can analyze airfares from Chicago to Philadelphia through Flyingscanner by exploring their adaptable search features on either a daily or monthly basis. You should monitor the rates of discount airlines and time your flight searches for late January and early September since those periods have lower demand.
• You should avoid flying with a single carry-on on carriers that enforce extra charges for their standard services. The rates for ORD and MDW departures should be compared as MDW might charge less than ORD.

Flyingscanner Top Tips for Finding a Cheap Flight from Chicago to Philadelphia

Expert tips will help you acquire the most affordable options.

• The "Cheapest Month" tool on Flyingscanner helps users discover the minimum flight prices for every calendar month.
• Activate price alerts through the system to identify sudden fare reductions.
• People should enable the flight filter for direct routes as these tend to offer both speed and cost efficiency.
• Compare departures from both Midway and O’Hare for price differences.
• Booking either flight during the early morning or late-night times will provide both affordable prices and fewer passengers.
• The research experience on Flyingscanner becomes a pleasant discovery process. Your desired travel specifications become available with just several mouse clicks.

Best time to book flights from Chicago to Philadelphia

The window of March to May provides the ideal conditions to explore Philadelphia since the city emerges from winter frost while hotel prices remain affordable. The city brings out its photogenic blossoming cherry flowers during the springtime when you visit. The City of Brotherly Love can be visited at its lowest prices during fall and winter periods whereas snow storms might require affordable travel insurance coverage. During summer months known as peak season thousands of visitors flock to see Independence Hall and Philadelphia Zoo alongside many other attractions.

What you need to know before going to Philadelphia

Nice neighborhoods sidle not-so-nice ones.

For people who prefer walking tours of Philly, you should prepare a reliable map alongside a focus on nearby safety conditions.

America's birthday is crazy.

Anybody who dislikes being packed tight with others during July 4 festivities should not attend Independence Day celebrations.

Keep the car parked

Traversing through Philly becomes simpler with either walking or riding the trolley system.

FAQs

When choosing flights from Chicago to Philadelphia which times offer maximum noise reduction?

Traveling during the early morning hours before 8 AM or throughout mid-afternoon between 1-3 PM provides quieter conditions when visiting the airport. Going through security and relaxation during flights becomes easier during these times of low popularity.

Does Flyingscanner compare baggage-inclusive fares?

Yes! Services on Flyingscanner enable users to evaluate both fare costs and transportation rules before checkout so they can avoid unexpected charges during ticket purchases.

Does Flyingscanner allow you to search for affordable one-way tickets between Chicago and Philly?

Absolutely. Passengers can find economical one-way cheap flights from Chicago to Philadelphia along with lower rates for departures on weekdays. One-way travel options from Flyingscanner aid users in discovering undiscovered flight opportunities based on flexibility.

Does O'Hare offer different in-flight amenities compared to the services at Midway?

Flight amenities are determined by the airline rather than the airport selection. Large airlines operating from O'Hare generally provide both on-screen entertainment and Wi-Fi services more often than the budget service at Midway.

When flying from Chicago to Philly what is the optimal time to get to the airport?

Passengers should reach the departure terminal of O'Hare and any other busier airports 90 minutes before their scheduled domestic departures. A one-hour arrival period works for Midway Airport carry-on flights when the airport remains calm.