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

Airfare is below average for this route at the moment. Philadelphia to Chicago flights typically cost between $120 and $297 in November. The cheapest round-trip price found within the last 3 days was $106 on Frontier (Nov 17-Nov 17).

How long is the flight from Philadelphia to Chicago?

Departing from Philadelphia to Chicago will take you 2h 25m. There are 666 mi between Philadelphia and Chicago. This flight may include one or multiple stops.

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

Our cheapest airline available from Philadelphia to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $61 on this airline. Additional options worth looking into are Spirit Airlines and Delta, starting at $83 and $118 round-trip. You may be able to fly from Philadelphia to Chicago for 76% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Philadelphia to Chicago one-way?

The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $68. However, be on the lookout for offers from United Airlines and Southwest, as they are both options that can get you from Philadelphia to Chicago for a low price.

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

The price you pay for your flight from Philadelphia to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 83 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, November is the cheapest month in which you can book a flight from Philadelphia to Chicago (average of $44). Flying from Philadelphia to Chicago in July is currently the most expensive (average of $126). 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 day to fly from Philadelphia to Chicago?

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

Weekly flight availability from Philadelphia to Chicago

The most flights from PHL to CHI are scheduled on a Thursday (46 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (19 on average).

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the most popular routes from Philadelphia to Chicago?

Most travelers choose Philadelphia - Chicago O'Hare Intl, Philadelphia - Chicago Midway or Philadelphia - Chicago Greater Rockford when deciding on the best route from Philadelphia to Chicago.

What are the cheapest flights from Philadelphia to Chicago?

The cheapest flight price from Philadelphia to Chicago is $70. On average you can expect to pay $873. The most popular route, (Philadelphia - Chicago O'Hare Intl), can usually be booked for $105.

What are the most reliable airlines from Philadelphia to Chicago?

The top 3 most reliable airlines when flying from Philadelphia to Chicago are ANA (90%), Copa Airlines (87%) and SWISS (85%).

What are the most popular airlines that fly from Philadelphia to Chicago?

Before booking your flight from Philadelphia to Chicago check out the most popular airlines for this route: American Airlines, Frontier or United Airlines.

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

It’s optimal to fly from Philadelphia to Chicago in the evening. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight at noon.

Most accurate provider : When it comes to deals on Philadelphia-Chicago flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Philadelphia-Chicago flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Philadelphia-Chicago flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Philadelphia-Chicago flights, Cheapflights users trust CheapOair the most. CheapOair 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 Philadelphia-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly from for flights from Philadelphia to Chicago?

Most people fly from Philadelphia (PHL) if they book a flight from Philadelphia to Chicago. On average, Philadelphia has 33 outbound flights to Chicago per day from 6 airlines. Philadelphia is conveniently located just 7.0 mi from Philadelphia’s city center.

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

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

How can I find direct flights from Philadelphia to Chicago?

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

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

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

$66+ Flights from Philadelphia to Chicago

Most accurate provider	CheapOair 3 stars
Most trusted provider	CheapOair 3 stars
Round-trip from	$106 (Kiwi.com)
One-way from	$66 (Priceline)
Popular in	March
Cheapest in	September
Average price	$198
Good round-trip deal	$149 or less
Good one-way deal	$142 or less

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Cheapflightsfares	Price Accuracy3 stars	Trust Score*2 stars
Kiwi.com	Price Accuracy3 stars	Trust Score*3 stars
Priceline	Price Accuracy1 star	Trust Score*3 stars
Cheapfaremart	Price Accuracy-	Trust Score*1 star
CheapOair	Price Accuracy3 stars	Trust Score*3 stars

Basic Economy on United allows a personal item only; no carry-on bags permitted.

United Economy Plus offers extra legroom seats towards the front of the economy cabin.

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$61	Average$176	FlexibilityNo cancel fee	On-time62%
Spirit Airlines	Cheapest$83	Average$185	FlexibilityNo cancel fee	On-time65%
Delta	Cheapest$118	Average$277	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$158	Average$323	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$167	Average$322	FlexibilityNo cancel fee	On-time63%
American Airlines	Cheapest$168	Average$309	FlexibilityNo cancel fee	On-time71%

$66+ Cheap flights from Philadelphia (PHL) to Chicago (CHI)

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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Philadelphia to Chicago with Cheapflights

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Cheapflights Tip: The best prices from Philadelphia to Chicago are usually found in September or November, booked 83 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Philadelphia to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

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Good round-trip deal

Good one-way deal

Find flight deals from Philadelphia to Chicago

Cheapest flights from Philadelphia to ChicagoExplore the most affordable flight options available from Philadelphia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

Explore the most affordable flight options available from Philadelphia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Philadelphia to Chicago that are best for you.

Compare providers for flights from Philadelphia to Chicago

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 Philadelphia to Chicago in November.

Best time to book a flight from Philadelphia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Philadelphia with our price prediction graph.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Philadelphia to Chicago. Price data was last updated on October 31, 2025.

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

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

Find hourly flight availability from Philadelphia to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

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

Use this chart to determine the cheapest time to fly round-trip from Philadelphia to Chicago. Price data was last updated on November 2, 2025.

Weekly flight availability from Philadelphia to Chicago

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

The best insider tips for Philadelphia to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Philadelphia to Chicago trip

Airlines

Frontier

Southwest

United Airlines

Airports

PHL

ORD

MDW

Our travel experts

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines from Philadelphia to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Philadelphia to Chicago. 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 from for flights from Philadelphia to Chicago?

How long is the flight from Philadelphia to Chicago?

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

What are the cheapest airlines to fly from Philadelphia to Chicago one-way?

What are the most popular routes from Philadelphia to Chicago?

What are the most reliable airlines from Philadelphia to Chicago?

What are the cheapest flights from Philadelphia to Chicago?

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

How can I find direct flights from Philadelphia to Chicago?

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

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

Traveling to a place near Chicago?

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Alternative routes for Philadelphia to Chicago

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

Cheapest flights from Philadelphia to Chicago
Explore the most affordable flight options available from Philadelphia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.