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$41+ 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.
PHL — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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The best prices from Philadelphia to Chicago are usually found in September or July, booked 48 days in advance, depart on a Saturday or Tuesday and return on a Saturday

Cheap flight deals from Philadelphia to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Philadelphia (PHL) to Chicago (CHI). 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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

February

Cheapest in

September

Round-trip from

$76
(Cheapflightsfares)

One-way from

$41
(Trip.com)
Provider with most accurate pricing for Philadelphia-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Philadelphia-Chicago (CHI) flights.
Search Deals
High demand for flights, 27% potential price rise
Search Deals
Best time to find cheap flights, 38% potential price drop
Search Deals
From Philadelphia to Chicago (CHI)
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One-way flight from Philadelphia to Chicago (CHI)
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Find flight deals from Philadelphia to Chicago

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 20, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1310:57 pmPHL - MDW
Nonstop2h 23mFrontier
Mon 12/168:15 amMDW - PHL
Nonstop2h 03mFrontier
Deal found 11/20$76
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/610:19 pmPHL - ORD
Nonstop2h 28mFrontier
Mon 12/94:58 pmORD - PHL
Nonstop2h 07mFrontier
Deal found 11/20$77
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Fri 12/610:19 pmPHL - ORD
Nonstop2h 28mMultiple Airlines
Tue 12/109:58 amORD - PHL
1 stop10h 49mMultiple Airlines
Deal found 11/19$123
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/79:40 amPHL - ORD
Nonstop2h 28mAmerican Airlines
Sat 12/72:55 pmORD - PHL
Nonstop2h 00mAmerican Airlines
Deal found 11/19$166
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/91:15 pmPHL - ORD
Nonstop2h 24mUnited Airlines
Tue 12/102:26 pmORD - PHL
Nonstop2h 03mUnited Airlines
Deal found 11/20$171
This Southwest deal was found by Cheapflights users on 11/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/57:35 amPHL - MDW
Nonstop2h 10mSouthwest
Tue 12/106:15 pmMDW - PHL
Nonstop1h 50mSouthwest
Deal found 11/18$172
This Delta deal was found by Cheapflights users on 11/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/412:31 pmPHL - ORD
1 stop5h 38mDelta
Sat 12/145:20 pmORD - PHL
1 stop4h 59mDelta
Deal found 11/18$196
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/45:30 amPHL - MDW
1 stop5h 20mDelta
Wed 12/1112:44 pmMDW - PHL
1 stop4h 35mDelta
Deal found 11/19$196
This Mytrip deal was found by Cheapflights users on 11/18. 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.
Thu 12/57:27 pmPHL - ORD
2 stops15h 50mSpirit Airlines
Tue 12/109:58 amORD - PHL
2 stops20h 50mSpirit Airlines
Deal found 11/18$201
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/217:46 pmPHL - MDW
1 stop24h 56mMultiple Airlines
Fri 1/38:20 amMDW - PHL
2 stops27h 12mMultiple Airlines
Deal found 11/19$226
This Southwest deal was found by Cheapflights users on 11/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/34:50 pmPHL - ORD
1 stop6h 10mSouthwest
Sat 12/711:25 amORD - PHL
1 stop7h 20mSouthwest
Deal found 11/19$256
This Mytrip deal was found by Cheapflights users on 11/18. 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 12/47:16 amPHL - RFD
2 stops29h 09mMultiple Airlines
Sun 12/812:45 pmRFD - PHL
2 stops23h 55mMultiple Airlines
Deal found 11/18$406

Find flights from Philadelphia to Chicago within your budget

Customize your flight search to find flights from Philadelphia to Chicago 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Fri 12/13

10:57 pm-12:20 am

Nonstop2h 23m

Chicago Midway

Mon 12/16

8:15 am-11:18 am

Nonstop2h 03m

$76

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 12/6

10:19 pm-11:47 pm

Nonstop2h 28m

Chicago O'Hare Intl

Fri 12/13

6:07 pm-9:14 pm

Nonstop2h 07m

$77

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 12/6

10:19 pm-11:47 pm

Nonstop2h 28m

Chicago O'Hare Intl

Tue 12/10

9:58 am-9:47 pm

1 stop10h 49m

$123

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 2/15

4:00 pm-5:30 pm

Nonstop2h 30m

Chicago O'Hare Intl

Sat 2/15

8:36 pm-11:42 pm

Nonstop2h 06m

$132

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Wed 5/7

6:00 am-10:21 pm

1 stop17h 21m

Chicago O'Hare Intl

Mon 5/12

6:15 am-8:20 am

1 stop25h 05m

$152

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Mon 12/9

1:15 pm-2:39 pm

Nonstop2h 24m

Chicago O'Hare Intl

Tue 12/10

2:26 pm-5:29 pm

Nonstop2h 03m

$171

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Thu 12/5

7:35 am-8:45 am

Nonstop2h 10m

Chicago Midway

Tue 12/10

6:15 pm-9:05 pm

Nonstop1h 50m

$172

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Wed 2/26

10:13 am-3:40 pm

1 stop6h 27m

Chicago O'Hare Intl

Mon 3/3

1:00 pm-9:52 pm

1 stop7h 52m

$180

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Tue 1/14

6:00 am-12:46 pm

1 stop7h 46m

Chicago Midway

Sat 1/18

10:57 am-7:45 pm

1 stop7h 48m

$196

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Wed 12/4

12:31 pm-5:09 pm

1 stop5h 38m

Chicago O'Hare Intl

Sat 12/7

10:10 am-5:30 pm

1 stop6h 20m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 27 results
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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.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy3 starsTrust Score*2 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
FlightnetworkPrice Accuracy-Trust 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 Philadelphia-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Philadelphia-Chicago flight deals on Cheapflights vs. FlightHub >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 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 Philadelphia-Chicago 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 Philadelphia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Philadelphia 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.

Travel insights for flights from Philadelphia to Chicago

Get recent, data-driven insights about flights from Philadelphia to Chicago including ideal travel times, pricing trends, and more.

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 November 15, 2024.

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 48 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, September is the cheapest month in which you can book a flight from Philadelphia to Chicago (average of $232). Flying from Philadelphia to Chicago in June is currently the most expensive (average of $308). 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 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 20, 2024.

It’s optimal to fly from Philadelphia to Chicago in the evening. By choosing this option you can save up to 35% on the cost of your flight, compared to a flight at noon.

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 18, 2024.

Travelers seeking maximum savings on their Philadelphia to Chicago flight should consider departing on Saturday evenings 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

Explore weekly flight availability from Philadelphia to Chicago. 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 November 20, 2024.

The most flights from PHL to CHI are scheduled on a Wednesday (43 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

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.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 20, 2024.
Read reviews from past customers who have flown American Airlines, Spirit Airlines and Frontier 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.
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,394 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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?

    Most people fly from Philadelphia (PHL) if they book a flight from Philadelphia to Chicago. On average, Philadelphia has 26 outbound flights to Chicago per day from 5 airlines. Philadelphia is conveniently located just 7.0 mi from Philadelphia’s city center.

  • 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 $76 on this airline. Additional options worth looking into are American Airlines and Spirit Airlines, starting at $132 and $152 round-trip. You may be able to fly from Philadelphia to Chicago for 60% 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 $41. However, be on the lookout for offers from American Airlines and Southwest, as they are both options that can get you from Philadelphia to Chicago for a low price.

  • 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 most reliable airlines from Philadelphia to Chicago?

    The top 3 most reliable airlines when flying from Philadelphia to Chicago are Copa Airlines (100%), Republic Airways (100%) and Japan Airlines (99%).

  • What are the cheapest flights from Philadelphia to Chicago?

    The cheapest flight price from Philadelphia to Chicago is $44. On average you can expect to pay $714. The most popular route, (Philadelphia - Chicago O'Hare Intl), can usually be booked for $120.

  • 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.

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

    Currently, September is the cheapest month in which you can book a flight from Philadelphia to Chicago (average of $232). Flying from Philadelphia to Chicago in June is currently the most expensive (average of $308). 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

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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.
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Newark to Midway flights
Dulles Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Reagan-National to O'Hare Intl flights
LaGuardia to Midway flights
Dulles Intl to Midway flights
Philadelphia to Midway flights
Newark to St. Louis flights
LaGuardia to St. Louis flights
Dulles Intl to St. Louis flights
John F Kennedy Intl to St. Louis flights
Reagan-National to Midway flights
Reagan-National to St. Louis flights
Pittsburgh to O'Hare Intl flights
Allentown to O'Hare Intl flights
Harrisburg to O'Hare Intl flights
Philadelphia to St. Louis flights
Allentown to Midway flights
Pittsburgh to Midway flights
State College to O'Hare Intl flights
Scranton to O'Hare Intl flights
LaGuardia to Moline flights
Newark to Moline flights
Harrisburg to Midway flights
Pittsburgh to St. Louis flights
LaGuardia to Evansville flights
Dulles Intl to Moline flights
John F Kennedy Intl to Evansville flights
John F Kennedy Intl to Moline flights
Harrisburg to St. Louis flights
Reagan-National to Moline flights
Allentown to St. Louis flights
Reagan-National to Peoria flights
State College to St. Louis flights
Dulles Intl to Peoria flights
LaGuardia to Peoria flights
Newark to Evansville flights
Newark to Peoria flights
John F Kennedy Intl to Bloomington flights
Newark to Bloomington flights
LaGuardia to Bloomington flights
Scranton to Peoria flights
John F Kennedy Intl to Peoria flights
John F Kennedy Intl to Springfield flights
Philadelphia to Moline flights
Scranton to St. Louis flights

Top 5 airlines flying from Philadelphia to Chicago

Discover the top 5 airlines that operate flights from Philadelphia to Chicago. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$121FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$132Average$285FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$142Average$287FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$150Average$235FlexibilityNo cancel feeOn-time63%
DeltaCheapest$157Average$301FlexibilityNo cancel feeOn-timeN/A
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