Cheap Flights from Philadelphia (PHL) to Chicago (DPA)

Popular airlines from Philadelphia Intl. Airport (PHL) to Chicago, IL (DPA-Dupage)

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city center is 23 minutes. Flights from $227
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $227
Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $162
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $162
Flights from Philadelphia (PHL) to Chicago (DPA)
Origin airport
Philadelphia Intl.
Destination airport
Dupage
Distance
693 mi

Philadelphia to Chicago Flights

The cheapest times to fly from Philadelphia to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Philadelphia to Chicago are during the month of . You can find some of the cheapest flights from Philadelphia to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Philadelphia to Chicago

Sunday is one of the best days to book for cheap flights from Philadelphia to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Philadelphia to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Philadelphia to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Philadelphia to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Philadelphia to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA) cost?
Snag a cheap one-way flight or cheap return flight from Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA)?
Flying in is a good way to save, as it's the cheapest month for flights between PHL and DPA. You'll often find the lowest fares during the off-season.
What is the cheapest airline that flies from Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll take you from PHL to DPA. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA)?
There aren't any daily nonstop flights available from Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA). But you can choose flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from PHL to DPA?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary depending on a range of factors, including the carrier and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA)?
To avoid potential delays on the Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA) route, fly before 3 PM. Departures after this hour are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Philadelphia Intl. Airport (PHL)?
If you're taking a direct flight from Philadelphia Intl. Airport (PHL) to Chicago, you'll land at either O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA) last-minute?
Booking your flight from PHL to DPA shortly before your trip is usually more expensive. But if there's some wiggle room with your departure dates and times, you could grab a cheap last-minute fare.
Is it cheaper to book a PHL to DPA flight and hotel package?
Opting for a PHL to DPA flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Choose from our wide range of hotels and then add flights, activities and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Philadelphia Intl. Airport (PHL) to Dupage Airport (DPA)?
In most cases, you can cancel or modify your PHL to DPA flight. However, additional fees may apply, especially if your booking was made over 24 hours ago. Check your itinerary for the airline's fees and guidelines on flight changes, or if you need more details, go to our Customer Service portal.

Explore a world of travel with Expedia

*Available to One Key members.