$44 Cheap Flights from Philadelphia (PHL) to Chicago (ORD)

View $44 flight on Thu, Apr 30, 2026Opens in a new window

Popular airlines from Philadelphia Intl. Airport (PHL) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Philadelphia to Chicago (PHL-ORD)

Prices were available within the past 7 days and start at $44 for one-way flights and $82 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, May 15 - Sat, May 23
PHL
Philadelphia
ORD
Chicago
$82 Roundtrip, found 1 hour ago
$82
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 15 from Philadelphia to Chicago, returning Sat, May 23, priced at $82 found 1 hour ago
Frontier Airlines
Thu, Apr 30 - Thu, May 7
PHL
Philadelphia
ORD
Chicago
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Apr 30 from Philadelphia to Chicago, returning Thu, May 7, priced at $88 just found
Frontier Airlines
Fri, Apr 24 - Thu, Apr 30
PHL
Philadelphia
ORD
Chicago
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Apr 24 from Philadelphia to Chicago, returning Thu, Apr 30, priced at $98 just found
Frontier Airlines
Tue, Mar 17 - Wed, Apr 1
PHL
Philadelphia
ORD
Chicago
$109 Roundtrip, found 6 days ago
$109
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Mar 17 from Philadelphia to Chicago, returning Wed, Apr 1, priced at $109 found 6 days ago
Frontier Airlines
Thu, May 14 - Sat, May 23
PHL
Philadelphia
ORD
Chicago
$112 Roundtrip, found 16 hours ago
$112
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Thu, May 14 from Philadelphia to Chicago, returning Sat, May 23, priced at $112 found 16 hours ago
Frontier Airlines
Fri, Apr 24 - Thu, Apr 30
PHL
Philadelphia
ORD
Chicago
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Apr 24 from Philadelphia to Chicago, returning Thu, Apr 30, priced at $118 just found
Spirit Airlines
Tue, Mar 17 - Thu, Apr 23
PHL
Philadelphia
ORD
Chicago
$126 Roundtrip, found 6 days ago
$126
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Mar 17 from Philadelphia to Chicago, returning Thu, Apr 23, priced at $126 found 6 days ago
United
Thu, May 14 - Sat, May 23
PHL
Philadelphia
ORD
Chicago
$127 Roundtrip, found 16 hours ago
$127
Roundtrip
found 16 hours ago
Select United flight, departing Thu, May 14 from Philadelphia to Chicago, returning Sat, May 23, priced at $127 found 16 hours ago
Southwest Airlines
Sat, Apr 18 - Sat, Apr 25
PHL
Philadelphia
ORD
Chicago
$183 Roundtrip, found 20 hours ago
$183
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Sat, Apr 18 from Philadelphia to Chicago, returning Sat, Apr 25, priced at $183 found 20 hours ago
JetBlue Airways
Thu, Mar 26 - Tue, Apr 14
PHL
Philadelphia
ORD
Chicago
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Mar 26 from Philadelphia to Chicago, returning Tue, Apr 14, priced at $220 found 1 day ago

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Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $240
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $240

Frequently asked questions

How much does a flight from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights from $44 and cheap return flights from $82 Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) with Expedia. One-way flights typically cost between $74 and $940, and return flights often range between $245 and $1681. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
September is typically the cheapest month to fly from Philadelphia (PHL) to Chicago (ORD), with average round-trip fares around $244. This price is about 15% lower than the average throughout the year, as travel demand decreases after the summer peak. Other budget-friendly months to fly from Philadelphia to Chicago include August and October.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are 3 airlines offering direct flights from PHL to ORD:

  • American Airlines operates around 70 direct flights from PHL to ORD every week
  • United operates around 48 direct flights from PHL to ORD every week
  • Frontier Airlines operates around 7 direct flights from PHL to ORD every week

What is the cheapest airline that flies from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Frontier Airlines is one of the cheapest airlines offering nonstop flights from Philadelphia Intl. (PHL) to O'Hare Intl. (ORD), with round-trip tickets starting from around $331. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Philadelphia, PA (PHL) to Chicago, IL (ORD) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, Frontier Airlines typically offers the lowest fares. American Airlines offers the most daily flights from Philadelphia to Chicago, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
When flying from Philadelphia (PHL) to Chicago (ORD), September and October are the best months to travel. Average return flight prices are around $244, making it a great time to save on your trip. September offers mild weather, while October showcases beautiful fall foliage, enhancing your travel experience. This information is based on booking data from the past year.*Prices based on flights available on Expedia in the last year.
How many flights per day from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
On average, there are around 17 nonstop flights per day from Philadelphia Intl. (PHL) to O'Hare Intl. (ORD). For more options, look at flights that include layovers.
What is the earliest flight from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Philadelphia International Airport (PHL) to O'Hare International (ORD) usually departs at around 5:00 AM, operated by American Airlines. This seasonal service is available in April, May, and June, giving you a great opportunity to start your day in Chicago. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) are also in the early morning, from 6am to 9am. About 23% of passengers prefer this time window. Many major carriers, including American Airlines and Delta, offer flights during this window. This timing works well because it helps you maximize your day in Chicago after arriving.
How long does it take to fly from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A nonstop flight from PHL to ORD typically takes around 2 hours 30 minutes, covering approximately 676 miles. Connecting flights on this route usually add 2 hours 50 minutes to your travel time. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Business class seats are offered on the PHL to ORD route with American Airlines.First class cabins are available on:

  • American Airlines
  • Delta Air Lines
  • Spirit Airlines
  • United Airlines

How much is a business class flight from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A direct, return business class ticket from Philadelphia, PA (PHL) to Chicago, IL (ORD) typically costs between $1,021 - $1,371. A non-stop, one-way business class flight is usually around $500 - $762 per adult. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) if you opt for a connecting flight.*Prices based on flights available on Expedia in the last year.
How do I earn miles on a Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Philadelphia Intl. (PHL)?
When traveling from Philadelphia Intl. (PHL) to Chicago, you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW). Some flights may connect through major hubs like Logan Intl. (BOS), Nashville Intl. (BNA), Charlotte-Douglas Intl. (CLT) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Philadelphia, PA (PHL-Philadelphia Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Philadelphia Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$82
Distance
676 mi
Average flight time
1 hour 32 mins

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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 May. 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 2026. You can also book with separate airlines for your outbound and return journeys, from $44 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.

 

Philadelphia to Chicago Flights

*Flight schedules are subject to change.

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*Available to One Key members.