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Flights from Philadelphia to Chicago
Cheap flight deals from Philadelphia to Chicago Starting at AED 145
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopPHL 18:312h 20mNonstopMDW 19:51Philadelphia - Chicago | Tue, Apr 1 | Frontier AirlinesMDW 14:362hNonstopPHL 17:36Chicago - Philadelphia | Tue, Apr 8 | Frontier AirlinesAED 211 AED 45754% OFF54% OFFAED 457 AED 211
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PHL 18:312h 20mNonstopMDW 19:51Philadelphia - Chicago | Tue, Apr 8 | Frontier AirlinesMDW 14:362hNonstopPHL 17:36Chicago - Philadelphia | Tue, Apr 15 | Frontier AirlinesAED 243 AED 45747% OFF47% OFFAED 457 AED 243
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PHL 20:232h 17mNonstopMDW 21:40Philadelphia - Chicago | Thu, Apr 17 | Frontier AirlinesMDW 12:152hNonstopPHL 15:15Chicago - Philadelphia | Fri, Apr 25 | Frontier AirlinesAED 322 AED 45730% OFF30% OFFAED 457 AED 322
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PHL 18:312h 20mNonstopMDW 19:51Philadelphia - Chicago | Tue, Apr 15 | Frontier AirlinesMDW 16:301h 58mNonstopPHL 19:28Chicago - Philadelphia | Thu, Apr 17 | Frontier AirlinesAED 32928% OFFAED 457 AED 329
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PHL 20:232h 17mNonstopMDW 21:40Philadelphia - Chicago | Thu, Apr 3 | Frontier AirlinesMDW 08:002h 2mNonstopPHL 11:02Chicago - Philadelphia | Sun, Apr 6 | Frontier AirlinesAED 35622% OFFAED 457 AED 356
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PHL 07:152h 28mNonstopORD 08:43Philadelphia - Chicago | Sun, May 11 | Frontier AirlinesMDW 12:152h 2mNonstopPHL 15:17Chicago - Philadelphia | Mon, May 12 | Frontier AirlinesAED 35822% OFFAED 457 AED 358
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PHL 17:532h 25mNonstopORD 19:18Philadelphia - Chicago | Fri, May 9 | Frontier AirlinesORD 09:452h 8mNonstopPHL 12:53Chicago - Philadelphia | Sun, May 11 | Frontier AirlinesAED 36520% OFFAED 457 AED 365
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TTN 06:0019h 19m1 stopsORD 00:19Philadelphia - Chicago | Mon, Apr 7 | Frontier AirlinesMDW 14:362hNonstopPHL 17:36Chicago - Philadelphia | Tue, Apr 8 | Frontier AirlinesAED 29236% OFFAED 457 AED 292
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PHL 06:4518h 32m1 stopsMDW 00:17Philadelphia - Chicago | Tue, Mar 25 | Frontier AirlinesMDW 14:362hNonstopPHL 17:36Chicago - Philadelphia | Tue, Apr 1 | Frontier AirlinesAED 29635% OFFAED 457 AED 296
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PHL 20:232h 17mNonstopMDW 21:40Philadelphia - Chicago | Thu, Apr 10 | Frontier AirlinesORD 17:197h 20m1 stopsPHL 01:39Chicago - Philadelphia | Mon, Apr 14 | Frontier AirlinesAED 32528% OFFAED 457 AED 325
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PHL 13:0017h 25m1 stopsCHI Invalid DatePhiladelphia - Chicago | Thu, Mar 27 | Normal AirlineCHI 15:006hNonstopPHL 16:00Chicago - Philadelphia | Sat, Mar 29 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopPHL 16:102h 16mNonstopMDW 17:26Philadelphia - Chicago | Mon, Apr 28 | Frontier AirlinesAED 145 AED 65578% OFF78% OFFAED 655 AED 145
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PHL 16:122h 16mNonstopMDW 17:28Philadelphia - Chicago | Mon, May 5 | Frontier AirlinesAED 165 AED 65575% OFF75% OFFAED 655 AED 165
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PHL 17:532h 25mNonstopORD 19:18Philadelphia - Chicago | Fri, May 9 | Frontier AirlinesAED 169 AED 65574% OFF74% OFFAED 655 AED 169
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PHL 18:312h 20mNonstopMDW 19:51Philadelphia - Chicago | Tue, Apr 8 | Frontier AirlinesAED 20968% OFFAED 655 AED 209
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PHL 18:312h 20mNonstopMDW 19:51Philadelphia - Chicago | Tue, Apr 15 | Frontier AirlinesAED 21268% OFFAED 655 AED 212
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PHL 18:312h 20mNonstopMDW 19:51Philadelphia - Chicago | Tue, Apr 1 | Frontier AirlinesAED 21667% OFFAED 655 AED 216
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PHL 20:232h 17mNonstopMDW 21:40Philadelphia - Chicago | Thu, Apr 17 | Frontier AirlinesAED 28256% OFFAED 655 AED 282
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PHL 20:232h 17mNonstopMDW 21:40Philadelphia - Chicago | Thu, Apr 10 | Frontier AirlinesAED 39240% OFFAED 655 AED 392
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PHL 17:532h 25mNonstopORD 19:18Philadelphia - Chicago | Fri, May 16 | Frontier AirlinesAED 52420% OFFAED 655 AED 524
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PHL 08:268h 27m1 stopsMDW 15:53Philadelphia - Chicago | Tue, Mar 25 | Frontier AirlinesAED 16675% OFFAED 655 AED 166
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PHL 13:0017h 25m1 stopsCHI Invalid DatePhiladelphia - Chicago | Thu, Mar 27 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Philadelphia (PHL) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Philadelphia to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Philadelphia (PHL) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 1,053. -
How long does it take to fly from Philadelphia (PHL) to Chicago (CHI)?
It takes about 6 hours 16 minutes to fly from Philadelphia (PHL) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
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What time does the earliest flight from Philadelphia to Chicago depart?
The earliest flight departs from Philadelphia (PHL) at 06:00 and arrives in Chicago (ORD) at 07:27. -
What time does the latest flight from Philadelphia to Chicago depart?
The latest flight departs from Philadelphia (PHL) at 19:35 and arrives in Chicago (ORD) at 21:11. -
What are the most popular airlines that fly from Philadelphia (PHL) to Chicago (CHI)?
Airlines with flights from Philadelphia (PHL) to Chicago (CHI): Alaska Airlines, United Airlines, Royal Jordanian, American Airlines, Southwest Airlines, Iberia and All Nippon Airways. -
What's the most popular airline for non-stop flights from Philadelphia (PHL) to Chicago (CHI)?
American Airlines operates 2 non-stop flights from Philadelphia (PHL) to Chicago (CHI). -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from Philadelphia to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Philadelphia to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Philadelphia to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Philadelphia to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Mon, Apr 28 at AED 145 for one-way flights.
Compare cheap Philadelphia to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Philadelphia to Chicago. The cheapest airline operating is Frontier Airlines.
Set up a Price Alert
By setting up a Price Alert for your Philadelphia to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Philadelphia to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Philadelphia to Chicago to get exclusive deals for you.
Flight Info | Philadelphia to Chicago
Cheapest one-way flight price | AED 144 |
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Cheapest return ticket price | AED 211 |
Off-season for travel | April |
Peak season for travel | December |
Flight distance | 1,065.25 km |
Average flight time | 6 hours 16 minutes |
Popular airline | American Airlines |
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