Philadelphia

$61+ Cheap flights from Chicago (CHI) to Philadelphia (PHL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Nov 21 — Nov 281
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Philadelphia with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Chicago to Philadelphia are usually found in October or December, booked 85 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Chicago to Philadelphia

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Philadelphia (PHL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$109
(Mytrip)

One-way from

$61
(Southwest)

Popular in

March

Cheapest in

October

Average price

$197

Good round-trip deal

$124 or less

Good one-way deal

$92 or less
Provider with most accurate pricing for Chicago (CHI)-Philadelphia flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Philadelphia flights.
From Chicago (CHI) to Philadelphia
One-way flight from Chicago (CHI) to Philadelphia
Highest demand for flights based on searches. 18% potential increase in price ($58 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in October 2025
Price to beat on a round-trip flight from Chicago (CHI) to Philadelphia.
Price to beat on a one-way flight from Chicago (CHI) to Philadelphia.

Find flight deals from Chicago to Philadelphia

Cheapest flights from Chicago to Philadelphia
Explore the most affordable flight options available from Chicago to Philadelphia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 22, 2025.

This CheapOair deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:15 amMDW - PHL
Nonstop2h 04mFrontier
Mon 11/35:35 amPHL - MDW
1 stop19h 55mFrontier
Deal found 10/20$107
This Priceline deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/318:26 amORD - PHL
Nonstop2h 13mFrontier
Sat 11/156:26 pmPHL - ORD
1 stop6h 03mFrontier
Deal found 10/21$107
This CheapOair deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:52 pmMDW - PHL
Nonstop2h 01mFrontier
Mon 11/31:19 pmPHL - MDW
Nonstop2h 14mFrontier
Deal found 10/20$108
This CheapOair deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:26 amORD - PHL
Nonstop2h 13mFrontier
Mon 11/36:00 amPHL - ORD
Nonstop2h 26mFrontier
Deal found 10/20$108
This Mytrip deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:05 amORD - PHL
1 stop13h 10mMultiple Airlines
Sun 1/1112:37 pmPHL - ORD
Nonstop2h 33mMultiple Airlines
Deal found 10/21$109
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:15 amMDW - PHL
Nonstop2h 04mFrontier
Sun 11/25:15 amPHL - MDW
Nonstop2h 15mFrontier
Deal found 10/20$110
This Priceline deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:15 pmORD - PHL
Nonstop2h 15mFrontier
Mon 1/56:36 pmPHL - ORD
Nonstop2h 30mFrontier
Deal found 10/20$110
This Priceline deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/123:26 pmORD - PHL
1 stop7h 00mMultiple Airlines
Fri 11/146:00 amPHL - ORD
Nonstop2h 26mMultiple Airlines
Deal found 10/20$111
This Frontier deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:15 amMDW - PHL
Nonstop2h 04mFrontier
Sun 11/25:15 amPHL - MDW
Nonstop2h 15mFrontier
Deal found 10/21$112
This Frontier deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/318:26 amORD - PHL
Nonstop2h 13mFrontier
Sun 11/29:23 amPHL - ORD
Nonstop2h 29mFrontier
Deal found 10/21$112
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/69:15 amMDW - PHL
Nonstop2h 04mFrontier
Mon 11/102:02 pmPHL - MDW
Nonstop2h 12mFrontier
Deal found 10/22$113
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2711:51 amORD - PHL
Nonstop2h 09mFrontier
Thu 10/306:00 amPHL - ORD
Nonstop2h 26mFrontier
Deal found 10/20$113

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Philadelphia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 22, 2025.
Use the filters below to find and compare flights from Chicago to Philadelphia that are best for you.

Fly from

Chicago

Fly to

Philadelphia

Route

Depart

Return

Price

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 12/24

2:25 pm-5:28 pm

Nonstop2h 03m

Philadelphia

Wed 12/31

5:00 pm-6:31 pm

Nonstop2h 31m

$127

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Thu 12/11

11:05 am-2:07 pm

Nonstop2h 02m

Philadelphia

Mon 12/15

6:30 am-7:56 am

Nonstop2h 26m

$127

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 12/10

2:30 pm-5:39 pm

Nonstop2h 09m

Philadelphia

Mon 12/15

6:30 am-7:56 am

Nonstop2h 26m

$127

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Sat 12/6

6:02 pm-9:10 pm

Nonstop2h 08m

Philadelphia

Tue 12/9

10:15 am-11:35 am

Nonstop2h 20m

$127

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 12/3

11:05 am-2:07 pm

Nonstop2h 02m

Philadelphia

Sun 12/7

1:15 pm-2:35 pm

Nonstop2h 20m

$145

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Fri 12/5

2:30 pm-5:39 pm

Nonstop2h 09m

Philadelphia

Sun 12/7

6:30 am-7:56 am

Nonstop2h 26m

$145

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Thu 12/11

2:18 pm-12:59 pm

1 stop21h 41m

Philadelphia

Mon 12/15

6:00 am-2:05 pm

1 stop9h 05m

$150

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Thu 1/22

2:30 pm-5:34 pm

Nonstop2h 04m

Philadelphia

Thu 1/29

7:45 pm-11:39 pm

1 stop4h 54m

$155

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 12/3

11:05 am-2:00 pm

Nonstop1h 55m

Philadelphia

Sun 12/7

5:45 am-6:55 am

Nonstop2h 10m

$158

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 12/5

8:10 am-11:05 am

Nonstop1h 55m

Philadelphia

Mon 12/8

4:00 pm-5:10 pm

Nonstop2h 10m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 42 results
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Compare providers for flights from Chicago to Philadelphia

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Philadelphia in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Philadelphia flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Philadelphia flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Philadelphia flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Philadelphia flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Philadelphia flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Philadelphia

Have a flexible travel schedule? Discover the best time to fly to Philadelphia from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Philadelphia

How far ahead should I book a flight from Chicago to Philadelphia?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Philadelphia. Price data was last updated on October 17, 2025.

Booking 85 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Philadelphia. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Philadelphia?

Currently, October is the cheapest month in which you can book a flight from Chicago to Philadelphia (average of $54). Flying from Chicago to Philadelphia in July is currently the most expensive (average of $104). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to PHL?

Find hourly flight availability from Chicago to Philadelphia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 22, 2025.

It’s typically best to fly out from Chicago to Philadelphia in the evening. Doing so could potentially save you 40% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Chicago to Philadelphia?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Philadelphia. Price data was last updated on October 19, 2025.

Travelers seeking maximum savings on their Chicago to Philadelphia flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Philadelphia

Explore weekly flight availability from Chicago to Philadelphia. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 22, 2025.

The most flights from CHI to PHL are scheduled on a Wednesday (50 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (12 on average).

How much does it cost to fly round-trip from Chicago to Philadelphia?

The best insider tips for Chicago to Philadelphia flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Philadelphia trip
Airlines
Frontier

Frontier's UpFront Plus seats guarantee an empty middle seat for extra comfort.


Frontier offers Zone 1 boarding with carry-on purchase or special fare bundles.

Read more about Frontierby Marisa Garcia
Southwest

Enjoy free snacks and non-alcoholic drinks, plus a free drink on special occasions.


Southwest offers free messaging and high-speed Wi-Fi for a fee on all flights.

Airports
ORD

ORD's free shuttle train connects terminals, useful for navigating between nearly 200 gates. Plan for long walks if switching terminals.

Read more about ORDby Ramsey Qubein
MDW

Use the “L” train for easy access to MDW. The Orange Line stops directly at the airport, taking less than 30 minutes from downtown.

Read more about MDWby Ramsey Qubein
PHL

For quick access to downtown, use SEPTA's Airport Line. It's efficient and operates from 5:00 a.m. to midnight.

Read more about PHLby Mark Chesnut
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Mark Chesnut

Mark Chesnut

Expert on PHL

Mark Chesnut

Mark Chesnut

Mark Chesnut is a travel writer and public speaker with more than 30 years of experience. The 2019 winner of the NLGJA Excellence in Travel Writing Award, Mark is the author of the book “Prepare for Departure” and has covered air travel for multiple top consumer and trade media outlets.

Read more

Reviews of airlines servicing Philadelphia

Get insights into the airlines that provide service to Philadelphia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Philadelphia. Reviews last updated October 22, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Philadelphia have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Chicago to Philadelphia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Philadelphia from Chicago?

    If you book a flight to Philadelphia from Chicago, you will be flying to Philadelphia, which is the city’s only airport. Philadelphia (PHL) is located 7.0 mi from the center of Philadelphia. There are 39 flights from Chicago to Philadelphia per day from 6 different airlines.

  • How long is the flight from Chicago to Philadelphia?

    A quick flight from Chicago to Philadelphia can take about 1h 55m. United Airlines provides one of the quickest options available for as low as $158. The distance between Chicago and Philadelphia is about 666 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Philadelphia round-trip?

    According to our current data, Spirit Airlines ($63), Frontier ($68), and Delta ($108) offers the cheapest pricing from Chicago to Philadelphia. You may be able to fly from Chicago to Philadelphia for 75% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Chicago to Philadelphia?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Philadelphia on time: United Airlines (86%), Air New Zealand (80%), Air Canada (78%).

  • What are the cheapest flights from Chicago to Philadelphia?

    The cheapest flight price from Chicago to Philadelphia is $75. On average you can expect to pay $441. The most popular route, (Chicago O'Hare Intl - Philadelphia), can usually be booked for $82.

  • Can I find deals for flights from Chicago to Philadelphia that include hotel bookings?

    Yes. In addition to deals on Chicago to Philadelphia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Philadelphia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Philadelphia.

  • Can I find deals for business class flights from Chicago to Philadelphia?

    Yes. Cheapflights offers flight deals from Chicago to Philadelphia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Philadelphia?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Philadelphia (average of $54). Flying from Chicago to Philadelphia in July is currently the most expensive (average of $104). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Philadelphia?

Book flights to Philadelphia if you plan to visit one of these locations
Wildwood
King of Prussia
Pottstown
Reading
Ocean City
Cherry Hill
Dewey Beach
Ephrata
Camden
Vineland
Milford
Dover
Elkton
Essington
Willow Grove
Newark
Millville
Chester
Exton
Havre de Grace

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Philadelphia

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Chicago to Philadelphia

Discover the top 6 airlines that operate flights from Chicago to Philadelphia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$63Average$260FlexibilityNo cancel feeOn-time65%
FrontierCheapest$68Average$165FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$477FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$149Average$327FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$160Average$300FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$167Average$302FlexibilityNo cancel feeOn-time63%

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