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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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Delta
American Airlines
Alaska Airlines
United
JetBlue Airways
Southwest Airlines

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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 $377 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Fri, Nov 6 - Mon, Nov 9

PHL

Philadelphia

ORD

Chicago

CA $377

Roundtrip

Found 2 days ago

Select American Airlines flight, departing Fri, Nov 6 from Philadelphia to Chicago, returning Mon, Nov 9, priced at CA $377 Found 2 days ago

Thu, Nov 19 - Sat, Nov 21

PHL

Philadelphia

ORD

Chicago

CA $387

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Thu, Nov 19 from Philadelphia to Chicago, returning Sat, Nov 21, priced at CA $387 Found 1 day ago

Fri, Oct 23 - Mon, Oct 26

PHL

Philadelphia

ORD

Chicago

CA $389

Roundtrip

Found 4 days ago

Select American Airlines flight, departing Fri, Oct 23 from Philadelphia to Chicago, returning Mon, Oct 26, priced at CA $389 Found 4 days ago

Fri, Nov 6 - Mon, Nov 9

PHL

Philadelphia

ORD

Chicago

CA $391

Roundtrip

Found 2 days ago

Select American Airlines flight, departing Fri, Nov 6 from Philadelphia to Chicago, returning Mon, Nov 9, priced at CA $391 Found 2 days ago

Sat, Nov 21 - Fri, Nov 27

PHL

Philadelphia

ORD

Chicago

CA $404

Roundtrip

Found 3 days ago

Select American Airlines flight, departing Sat, Nov 21 from Philadelphia to Chicago, returning Fri, Nov 27, priced at CA $404 Found 3 days ago

Fri, Nov 6 - Mon, Nov 9

PHL

Philadelphia

ORD

Chicago

CA $405

Roundtrip

Found 2 days ago

Select American Airlines flight, departing Fri, Nov 6 from Philadelphia to Chicago, returning Mon, Nov 9, priced at CA $405 Found 2 days ago

Thu, Nov 19 - Sat, Nov 21

PHL

Philadelphia

ORD

Chicago

CA $450

Roundtrip

Found 1 day ago

Select Delta flight, departing Thu, Nov 19 from Philadelphia to Chicago, returning Sat, Nov 21, priced at CA $450 Found 1 day ago

Tue, Oct 20 - Thu, Oct 22

PHL

Philadelphia

ORD

Chicago

CA $603

Roundtrip

Found 1 day ago

Select United flight, departing Tue, Oct 20 from Philadelphia to Chicago, returning Thu, Oct 22, priced at CA $603 Found 1 day ago

Thu, Oct 22 - Sat, Oct 24

PHL

Philadelphia

MDW

Chicago

CA $662

Roundtrip

Found 16 hours ago

Select Southwest Airlines flight, departing Thu, Oct 22 from Philadelphia to Chicago, returning Sat, Oct 24, priced at CA $662 Found 16 hours ago

Thu, Oct 29 - Mon, Nov 2

PHL

Philadelphia

ORD

Chicago

CA $785

Roundtrip

Found 1 day ago

Select JetBlue Airways flight, departing Thu, Oct 29 from Philadelphia to Chicago, returning Mon, Nov 2, priced at CA $785 Found 1 day ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $363

ORD

O'Hare Intl.

Cheapest

23 min

Flights from CA $363

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 $377

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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

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Cheap Flights from Philadelphia to Chicago (PHL-CHI)

Alternative airports near Chicago

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