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Flights from Philadelphia International Airport (PHL) to Chicago, IL (CHI-All Airports)
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United States of America
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Popular airlines from Philadelphia International Airport (PHL) to Chicago

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Cheap Flights from Philadelphia to Chicago (PHL-CHI)

Prices were available within the past 7 days and start at CA $195 for one-way flights and CA $387 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Thu, Nov 19 - Sat, Nov 21

PHL

Philadelphia

ORD

Chicago

CA $387

Roundtrip

Found 2 days ago

Select American Airlines flight, departing Thu, Nov 19 from Philadelphia to Chicago, returning Sat, Nov 21, priced at CA $387 Found 2 days ago

Fri, Oct 23 - Mon, Oct 26

PHL

Philadelphia

ORD

Chicago

CA $389

Roundtrip

Found 5 days ago

Select American Airlines flight, departing Fri, Oct 23 from Philadelphia to Chicago, returning Mon, Oct 26, priced at CA $389 Found 5 days ago

Fri, Dec 18 - Tue, Jan 5

PHL

Philadelphia

ORD

Chicago

CA $402

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Fri, Dec 18 from Philadelphia to Chicago, returning Tue, Jan 5, priced at CA $402 Found 1 day ago

Sat, Nov 21 - Fri, Nov 27

PHL

Philadelphia

ORD

Chicago

CA $404

Roundtrip

Found 4 days ago

Select American Airlines flight, departing Sat, Nov 21 from Philadelphia to Chicago, returning Fri, Nov 27, priced at CA $404 Found 4 days ago

Fri, Dec 18 - Mon, Jan 4

PHL

Philadelphia

ORD

Chicago

CA $407

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Fri, Dec 18 from Philadelphia to Chicago, returning Mon, Jan 4, priced at CA $407 Found 1 day ago

Wed, Dec 16 - Tue, Jan 5

PHL

Philadelphia

ORD

Chicago

CA $412

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Wed, Dec 16 from Philadelphia to Chicago, returning Tue, Jan 5, priced at CA $412 Found 1 day ago

Wed, Dec 16 - Tue, Jan 5

PHL

Philadelphia

ORD

Chicago

CA $438

Roundtrip

Found 1 day ago

Select Delta flight, departing Wed, Dec 16 from Philadelphia to Chicago, returning Tue, Jan 5, priced at CA $438 Found 1 day ago

Thu, Dec 17 - Mon, Jan 4

PHL

Philadelphia

ORD

Chicago

CA $441

Roundtrip

Found 1 day ago

Select Sun Country Airlines flight, departing Thu, Dec 17 from Philadelphia to Chicago, returning Mon, Jan 4, priced at CA $441 Found 1 day ago

Tue, Oct 20 - Thu, Oct 22

PHL

Philadelphia

ORD

Chicago

CA $603

Roundtrip

Found 3 days ago

Select United flight, departing Tue, Oct 20 from Philadelphia to Chicago, returning Thu, Oct 22, priced at CA $603 Found 3 days ago

Thu, Oct 22 - Sat, Oct 24

PHL

Philadelphia

MDW

Chicago

CA $662

Roundtrip

Found 1 day ago

Select Southwest Airlines flight, departing Thu, Oct 22 from Philadelphia to Chicago, returning Sat, Oct 24, priced at CA $662 Found 1 day ago

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

October is typically the cheapest month to fly

From CA $115 - CA $355 per traveller.

Travel information

Origin airport	Philadelphia International Airport
Destination airport	Chicago, IL
Distance	1,115 km away
Roundtrip price	CA $387

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Flights from Buffalo (BUF) to Chicago (CHI)
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Flights from Newark Liberty Intl. Airport (EWR) to Chicago (CHI)
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Flights from Rome (RME) to Chicago (CHI)
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Flights from New York (JFK) to Chicago (CHI)
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Flights from Boston (BOS) to Chicago (CHI)
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Flights from Winnipeg (YWG) to Chicago (CHI)
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Flights from Punta Cana (PUJ) to Chicago (CHI)
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Flights from Traverse City (TVC) to Chicago (CHI)
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Flights from Ottawa (YOW) to Chicago (ORD)
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Flights from Dhaka (DAC) to Chicago (CHI)
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Flights from Fredericton (YFC) to Chicago (CHI)
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Flights from Myrtle Beach (MYR) to Chicago (CHI)
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Flights from Memphis (MEM) to Chicago (CHI)
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Flights from Edmonton (YEG) to Chicago (CHI)
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Flights from Sheboygan (SBM) to Chicago (CHI)
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Flights from Little Rock (LIT) to Chicago (CHI)
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Flights from Regina (YQR) to Chicago (CHI)
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Flights from Windsor (YQG) to Chicago (CHI)
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Flights from Chicago (ORD) to Chicago (CHI)
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Flights from Detroit (DTW) to Chicago (ORD)
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Flights from Detroit (DTW) to Chicago (CHI)
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Flights from Los Angeles (LAX) to Chicago (CHI)
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Flights from Tampa (TPA) to Chicago (CHI)
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Flights from Nanaimo (YCD) to Chicago (CHI)
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Flights from Milwaukee (MKE) to Chicago (CHI)
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Flights from Cincinnati (CVG) to Chicago (CHI)
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Flights from Berlin (BER) to Chicago (CHI)
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Flights from Halifax (YHZ) to Chicago (CHI)
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Flights from Toronto (YYZ) to Chicago (ORD)
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Flights from Detroit (DTT) to Chicago (CHI)
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Flights from Victoria (YYJ) to Chicago (CHI)
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Flights from Montreal (YMQ) to Chicago (CHI)
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Flights from Moncton (YQM) to Chicago (CHI)
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Flights from St. John's (YYT) to Chicago (CHI)
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Flights from Kolkata (CCU) to Chicago (CHI)
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Flights from Kitchener (YKF) to Chicago (CHI)
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Flights from Trois-Rivieres (YRQ) to Chicago (CHI)
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Flights from St. Louis (STL) to Chicago (CHI)
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Flights from Niagara Falls (IAG) to Chicago (CHI)
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Flights from Chennai (MAA) to Chicago (CHI)
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Flights from Kamloops (YKA) to Chicago (CHI)
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Flights from Burlington (BTV) to Chicago (CHI)
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Flights from Chatham (XCM) to Chicago (CHI)
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Flights from Cleveland (CLE) to Chicago (CHI)
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Flights from Ottawa (YOW) to Chicago (CHI)
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CA $195 Cheap Flights from Philadelphia (PHL) to Chicago (CHI)

Popular airlines from Philadelphia International Airport (PHL) to Chicago

Be in the know

Book smarter

Earn twice

Cheap Flights from Philadelphia to Chicago (PHL-CHI)

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

October is typically the cheapest month to flyOctober is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

October is typically the cheapest month to fly