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

Delta
American Airlines
United
JetBlue Airways
Southwest Airlines
Alaska Airlines
Frontier Airlines

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Cheap Flights from Pittsburgh to Chicago (PIT-CHI)

Prices were available within the past 7 days and start at CA $96 for one-way flights and CA $192 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Sat, Feb 20 - Mon, Feb 22

PIT

Pittsburgh

ORD

Chicago

CA $192

Roundtrip

Found 21 hours ago

Select American Airlines flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $192 Found 21 hours ago

Sat, Feb 20 - Mon, Feb 22

PIT

Pittsburgh

ORD

Chicago

CA $206

Roundtrip

Found 21 hours ago

Select Delta flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $206 Found 21 hours ago

Sat, Feb 20 - Mon, Feb 22

PIT

Pittsburgh

ORD

Chicago

CA $220

Roundtrip

Found 21 hours ago

Select Delta flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $220 Found 21 hours ago

Sat, Feb 20 - Mon, Feb 22

PIT

Pittsburgh

ORD

Chicago

CA $221

Roundtrip

Found 21 hours ago

Select Delta flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $221 Found 21 hours ago

Sat, Feb 20 - Mon, Feb 22

PIT

Pittsburgh

ORD

Chicago

CA $242

Roundtrip

Found 21 hours ago

Select American Airlines flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $242 Found 21 hours ago

Sat, Feb 20 - Mon, Feb 22

PIT

Pittsburgh

ORD

Chicago

CA $250

Roundtrip

Found 21 hours ago

Select Delta flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $250 Found 21 hours ago

Sat, Feb 20 - Mon, Feb 22

PIT

Pittsburgh

ORD

Chicago

CA $255

Roundtrip

Found 21 hours ago

Select Delta flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $255 Found 21 hours ago

Sat, Feb 20 - Mon, Feb 22

PIT

Pittsburgh

ORD

Chicago

CA $263

Roundtrip

Found 21 hours ago

Select Delta flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $263 Found 21 hours ago

Sat, Feb 20 - Mon, Feb 22

PIT

Pittsburgh

MDW

Chicago

CA $264

Roundtrip

Found 21 hours ago

Select Delta flight, departing Sat, Feb 20 from Pittsburgh to Chicago, returning Mon, Feb 22, priced at CA $264 Found 21 hours ago

Fri, Sept 25 - Sun, Sept 27

PIT

Pittsburgh

ORD

Chicago

CA $476

Roundtrip

Found 2 hours ago

Select JetBlue Airways flight, departing Fri, Sept 25 from Pittsburgh to Chicago, returning Sun, Sept 27, priced at CA $476 Found 2 hours ago

Find the cheapest month to fly from Pittsburgh (PIT) to Chicago (CHI)

January is typically the cheapest month to fly

From CA $162 - CA $684 per traveller.

Travel information

Origin airport	Pittsburgh International Airport
Destination airport	Chicago Midway Airport
Distance	642 km away
Airlines serving	Delta, Southwest Airlines
Popular airline	Delta
Roundtrip price	CA $192
Average flight time	1 hour 27 mins

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Flights from Chicago (ORD) to Chicago (CHI)
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Flights from Milwaukee (MKE) to Chicago (CHI)
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Flights from Minneapolis (MSP) to Chicago (CHI)
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Flights from Cambridge (CGE) to Chicago (CHI)
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Flights from Kitchener (YKF) to Chicago (CHI)
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Flights from Calgary (YYC) to Chicago (CHI)
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Flights from Boise (BOI) to Chicago (CHI)
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Flights from New York (JFK) to Chicago (CHI)
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Flights from Niagara Falls (IAG) to Chicago (CHI)
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Flights from Wilmington (ILM) to Chicago (CHI)
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Flights from Vancouver (YVR) to Chicago (CHI)
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Flights from Detroit (DTW) to Chicago (ORD)
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CA $96 Cheap Flights from Pittsburgh (PIT) to Chicago (CHI)

Popular airlines from Pittsburgh International Airport (PIT) to Chicago

Be in the know

Book smarter

Earn twice

Cheap Flights from Pittsburgh to Chicago (PIT-CHI)

Find the cheapest month to fly from Pittsburgh (PIT) to Chicago (CHI)

January is typically the cheapest month to flyJanuary is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

January is typically the cheapest month to fly