$59 Cheap Flights from Philadelphia (PHL) to Chicago (ORD)

View $59 flight on Tue, Sep 16, 2025Opens in a new window

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

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Philadelphia to Chicago (PHL-ORD)

Prices were available within the past 7 days and start at $59 for one-way flights and $117 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Sep 16 - Sat, Sep 20
PHL
Philadelphia
ORD
Chicago
$117 Roundtrip, just found
$117
Roundtrip
just found
Select United flight, departing Tue, Sep 16 from Philadelphia to Chicago, returning Sat, Sep 20, priced at $117 just found
American Airlines
Tue, Sep 16 - Sat, Sep 20
PHL
Philadelphia
ORD
Chicago
$117 Roundtrip, just found
$117
Roundtrip
just found
Select American Airlines flight, departing Tue, Sep 16 from Philadelphia to Chicago, returning Sat, Sep 20, priced at $117 just found
United
Tue, Sep 16 - Sat, Sep 20
PHL
Philadelphia
ORD
Chicago
$117 Roundtrip, just found
$117
Roundtrip
just found
Select United flight, departing Tue, Sep 16 from Philadelphia to Chicago, returning Sat, Sep 20, priced at $117 just found
United
Mon, Aug 4 - Sat, Aug 9
PHL
Philadelphia
ORD
Chicago
$118 Roundtrip, just found
$118
Roundtrip
just found
Select United flight, departing Mon, Aug 4 from Philadelphia to Chicago, returning Sat, Aug 9, priced at $118 just found
United
Mon, Nov 10 - Wed, Nov 12
PHL
Philadelphia
ORD
Chicago
$119 Roundtrip, found 15 hours ago
$119
Roundtrip
found 15 hours ago
Select United flight, departing Mon, Nov 10 from Philadelphia to Chicago, returning Wed, Nov 12, priced at $119 found 15 hours ago
Frontier Airlines
Thu, Aug 21 - Sun, Aug 24
PHL
Philadelphia
ORD
Chicago
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Aug 21 from Philadelphia to Chicago, returning Sun, Aug 24, priced at $120 just found
Frontier Airlines
Fri, Oct 3 - Sat, Oct 11
PHL
Philadelphia
ORD
Chicago
$123 Roundtrip, found 17 hours ago
$123
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Philadelphia to Chicago, returning Sat, Oct 11, priced at $123 found 17 hours ago
United
Sun, Aug 17 - Wed, Aug 20
PHL
Philadelphia
ORD
Chicago
$123 Roundtrip, just found
$123
Roundtrip
just found
Select United flight, departing Sun, Aug 17 from Philadelphia to Chicago, returning Wed, Aug 20, priced at $123 just found
Spirit Airlines
Mon, Aug 11 - Sat, Aug 16
PHL
Philadelphia
ORD
Chicago
$125 Roundtrip, just found
$125
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Aug 11 from Philadelphia to Chicago, returning Sat, Aug 16, priced at $125 just found
Southwest Airlines
Tue, Sep 16 - Sat, Sep 20
PHL
Philadelphia
ORD
Chicago
$127 Roundtrip, just found
$127
Roundtrip
just found
Select Southwest Airlines flight, departing Tue, Sep 16 from Philadelphia to Chicago, returning Sat, Sep 20, priced at $127 just found

Find the cheapest month to fly from Philadelphia (PHL) to Chicago (ORD)

September is typically the cheapest month to fly

From $48 - $141 per traveler.

Graph displaying average flight prices per month

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 $229
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $229
Flights from Philadelphia (PHL) to Chicago (ORD)
Origin airport
Philadelphia Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United
Roundtrip price
$117
Distance
676 mi
Average flight time
1 hour 26 mins

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 September. 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 $59 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 O'Hare Intl. Airport (ORD) cost?
Find affordable return tickets from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD) starting from $103. Reserve your seat and take off on your trip. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Frontier Airlines flight leaving PHL on July 14 2025 and touching down at ORD. The price was last updated on July 4 2025 and has not changed since.
What is the cheapest month to fly from PHL to ORD?
The cheapest flights from PHL to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD)?
Board a direct flight with American Airlines and travel straight from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from PHL to ORD?
With prices as low as $54 for a one-way flight from PHL to ORD, Frontier Airlines is currently the cheapest carrier flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from PHL on September 29 2025. Prices were last updated on July 4 2025 and have not changed since.
How many flights per day from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD)?
With an average of 9 nonstop flights that operate from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD) daily, you'll be jetting off in no time.
What are the most popular departure times for flights from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD)?
More people fly between PHL and ORD at 7 AM than at any other point in the day. Rather skip the crowds? Consider flying outside peak hours and there's a chance you'll save on your ticket as well.
What day of the week has the most flights from PHL to ORD?
If you jet off on a Friday, you'll get the widest range of options for flights from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD)?
The earliest flight leaving Philadelphia Intl. Airport (PHL) is at around 6:00AM UTC-5. Catch this flight and you'll reach O'Hare Intl. Airport (ORD) at approximately 7:31AM UTC-6. The overall travel time is 2h 31m.
How long does it take to fly from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD)?
The average flight time from PHL to ORD is 2 hours and 28 minutes, covering a distance of 680 mi.
What airline has the least delays from PHL to ORD?
With 89% of journeys usually landing on time, Alaska Airlines has the best on-time performance for nonstop flights from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD). To keep track of your flight status and get notifications if anything changes, head to the Expedia App.
What is the best time to fly from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD)?
To touch down at O'Hare Intl. Airport (ORD) on schedule, book a flight that leaves Philadelphia Intl. Airport (PHL) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**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 departing on a direct flight from Philadelphia Intl. Airport (PHL) to Chicago, you can arrive 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 O'Hare Intl. Airport (ORD) last-minute?
Booking your flight from PHL to ORD just before your trip is generally more expensive. But if there's some wiggle room with your departure times and dates, you could snag a cheap last-minute fare.
Is it cheaper to book a PHL to ORD flight and hotel package?
Booking a PHL to ORD flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Choose from our extensive 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 O'Hare Intl. Airport (ORD)?
If you booked your PHL to ORD flight in 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 that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for more details.

Explore a world of travel with Expedia

*Available to One Key members.