$29 Cheap Flights from Philadelphia (PHL) to Chicago (ORD)

View $29 flight on Mon, Dec 15, 2025Opens in a new window

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

Cheap Flights from Philadelphia to Chicago (PHL-ORD)

Prices were available within the past 7 days and start at $29 for one-way flights and $54 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sun, Jan 18 - Fri, Jan 23
PHL
Philadelphia
ORD
Chicago
$54 Roundtrip, found 8 hours ago
$54
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sun, Jan 18 from Philadelphia to Chicago, returning Fri, Jan 23, priced at $54 found 8 hours ago
Frontier Airlines
Fri, Feb 6 - Mon, Feb 9
PHL
Philadelphia
ORD
Chicago
$64 Roundtrip, just found
$64
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Feb 6 from Philadelphia to Chicago, returning Mon, Feb 9, priced at $64 just found
Frontier Airlines
Fri, Dec 12 - Mon, Dec 22
PHL
Philadelphia
ORD
Chicago
$66 Roundtrip, found 6 hours ago
$66
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Fri, Dec 12 from Philadelphia to Chicago, returning Mon, Dec 22, priced at $66 found 6 hours ago
Frontier Airlines
Sat, Oct 25 - Sun, Nov 16
PHL
Philadelphia
ORD
Chicago
$75 Roundtrip, found 5 days ago
$75
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Oct 25 from Philadelphia to Chicago, returning Sun, Nov 16, priced at $75 found 5 days ago
Frontier Airlines
Fri, Jan 16 - Sun, Jan 18
PHL
Philadelphia
ORD
Chicago
$76 Roundtrip, found 1 hour ago
$76
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Jan 16 from Philadelphia to Chicago, returning Sun, Jan 18, priced at $76 found 1 hour ago
Frontier Airlines
Sun, Nov 16 - Mon, Nov 24
PHL
Philadelphia
ORD
Chicago
$88 Roundtrip, found 11 hours ago
$88
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sun, Nov 16 from Philadelphia to Chicago, returning Mon, Nov 24, priced at $88 found 11 hours ago
United
Wed, Feb 4 - Mon, Feb 9
PHL
Philadelphia
ORD
Chicago
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Feb 4 from Philadelphia to Chicago, returning Mon, Feb 9, priced at $98 found 1 hour ago
American Airlines
Mon, Jan 26 - Fri, Jan 30
PHL
Philadelphia
ORD
Chicago
$99 Roundtrip, found 2 hours ago
$99
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Jan 26 from Philadelphia to Chicago, returning Fri, Jan 30, priced at $99 found 2 hours ago
Spirit Airlines
Mon, Nov 10 - Mon, Nov 24
PHL
Philadelphia
ORD
Chicago
$102 Roundtrip, found 13 hours ago
$102
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Mon, Nov 10 from Philadelphia to Chicago, returning Mon, Nov 24, priced at $102 found 13 hours ago
Southwest Airlines
Fri, Jan 9 - Sat, Jan 17
PHL
Philadelphia
ORD
Chicago
$143 Roundtrip, found 11 hours ago
$143
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Fri, Jan 9 from Philadelphia to Chicago, returning Sat, Jan 17, priced at $143 found 11 hours ago

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

October is typically the cheapest month to fly

From $84 - $250 per traveler.

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 $174
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $174

Frequently asked questions

How much does a flight from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD) cost?
Secure a cheap one-way flight from $29 or cheap return flight from $54 from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from PHL to ORD is January, when there's less demand. Off-peak months are usually when airlines offer lower prices between these airports.
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 Philadelphia Intl. Airport (PHL) to O'Hare Intl. Airport (ORD)?
The cheapest airline to offer flights between Philadelphia Intl. Airport (PHL) and O'Hare Intl. Airport (ORD) will vary based on when you plan to fly. United Airlines and American Airlines are just some of your options offering competitive fares. Use Expedia's filters to compare airlines in one place and find the right PHL to ORD flight for your budget.
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.

Travel information

Origin airport
Philadelphia Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United
Roundtrip price
$54
Distance
676 mi
Average flight time
1 hour 23 mins

Book with confidence

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 January. 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 $29 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

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*Available to One Key members.