Cheap flights from Philadelphia to Chicago from $48
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Philadelphia to Chicago departing on 7/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Frontier flights from Philadelphia to Chicago
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Southwest flights from Philadelphia to Chicago
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How to get the cheapest flight ticket from Philadelphia to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of September is, on average, the cheapest month to fly to Chicago from Philadelphia, with most prices found around $122. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Philadelphia to Chicago during August average around $177.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $304. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Philadelphia to Chicago for around $441.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Philadelphia to Chicago during this time can be as low as $226. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $372.
What is the cheapest Philadelphia to Chicago flight route?
Fly from Philadelphia to Chicago Midway for the best Philadelphia - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Philadelphia when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $268 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Philadelphia for as low as $210 on momondo.
What cabin class options are available on Philadelphia to Chicago flights?
There are 4 cabin classes available to choose from on Philadelphia to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Philadelphia to Chicago flights?
No. A direct flight is the cheapest option for a flight between Philadelphia to Chicago.
How have Philadelphia to Chicago flight prices changed over time?
As of July 2025, prices for Philadelphia to Chicago flights are approximately 53% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Philadelphia to Chicago?
Frontier, Spirit Airlines, and American Airlines are the most popular carriers operating from Philadelphia to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from Philadelphia according to our data. American Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Philadelphia to Chicago on average per day?
As of July 2025, 29 flights take off from Philadelphia and land in Chicago each day. The most common flight departure time for this route is 8:00AM, with 40% of daily flights taking off in the afternoon.
How many flights depart from Philadelphia to Chicago on average per week?
As of July 2025, 206 flights take off from Philadelphia and land in Chicago each week. The most common flight departure day for this route is Wed, with 24% of weekly flights taking off on this day.
When to book flights from Philadelphia to Chicago
Cheap Philadelphia to Chicago (PHL to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Philadelphia to Chicago
How far is Philadelphia to Chicago by plane?
A flight from Philadelphia to Chicago will travel around 663.6 mi. 2h 00m is a normal flight duration for this route.
When did momondo last update prices for flights from Philadelphia Airport to Chicago?
Prices for flights from Philadelphia Airport to Chicago refresh daily.
How many operators does momondo search for flights from Philadelphia Airport to Chicago?
There are 5 operators available for flights from Philadelphia Airport to Chicago as of July 2025.
How old do you have to be to fly from Philadelphia Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Philadelphia Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Philadelphia to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Philadelphia to Chicago is Boeing 737-800 (26.30% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (11.73%), Airbus A319 (10.04%), and Airbus A320-100/200 (9.40%).
What is the most popular airline from Philadelphia to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Philadelphia to Chicago is Frontier (45% of total bookings). The next most popular airlines are American Airlines (27%), Southwest (14%), and United Airlines (14%).
Best airlines flying from Philadelphia to Chicago
Compare and see reviews for airlines that fly from Philadelphia to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $50 | Free Cancellation | Rating 5.9 3,291 reviews | |||
| PriceFrom $118 | Free Cancellation | Rating 8.0 7,975 reviews | |||
| PriceFrom $146 | Free Cancellation | Rating 7.4 8,858 reviews | |||
| PriceFrom $156 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $170 | Free Cancellation | Rating 8.0 4,272 reviews |
Southwest Flights From Philadelphia to Chicago
Southwest is one of the most popular airlines flying from Philadelphia to Chicago, operating 20 flights/week on average for this route. A good Southwest flight deal for Philadelphia to Chicago starts from $170 round-trip, up to an average price of $302. Our users have rated Southwest at 8.0/10.
United Airlines Flights From Philadelphia to Chicago
United Airlines is also a popular choice for this route. United Airlines flight deals for Philadelphia to Chicago start from as low as $146 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $303. United Airlines operates 19 flights to Chicago from Philadelphia in an average week. Users have rated it 7.4/10 across 8,858 reviews.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Philadelphia to Chicago?
It is quick and easy to find Philadelphia to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Philadelphia to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Philadelphia with this policy.
How can momondo help me find flights from Philadelphia to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Philadelphia. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Philadelphia to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Philadelphia. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.