$69 Cheap Flights from Pittsburgh (PIT) to Chicago (CHI)

Cheap Flights from Pittsburgh to Chicago (PIT-CHI)

Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jun 30 - Wed, Jul 1

PIT

Pittsburgh

ORD

Chicago

$137 Roundtrip, found 5 hours ago

$137

Roundtrip

found 5 hours ago

Select United flight, departing Tue, Jun 30 from Pittsburgh to Chicago, returning Wed, Jul 1, priced at $137 found 5 hours ago

Wed, May 20 - Wed, May 27

PIT

Pittsburgh

MDW

Chicago

$137 Roundtrip, found 10 hours ago

$137

Roundtrip

found 10 hours ago

Select Southwest Airlines flight, departing Wed, May 20 from Pittsburgh to Chicago, returning Wed, May 27, priced at $137 found 10 hours ago

Tue, Jun 30 - Wed, Jul 1

PIT

Pittsburgh

ORD

Chicago

$147 Roundtrip, found 5 hours ago

$147

Roundtrip

found 5 hours ago

Select Delta flight, departing Tue, Jun 30 from Pittsburgh to Chicago, returning Wed, Jul 1, priced at $147 found 5 hours ago

Wed, May 20 - Wed, May 27

PIT

Pittsburgh

MDW

Chicago

$152 Roundtrip, found 10 hours ago

$152

Roundtrip

found 10 hours ago

Select Southwest Airlines flight, departing Wed, May 20 from Pittsburgh to Chicago, returning Wed, May 27, priced at $152 found 10 hours ago

Tue, Jun 23 - Wed, Jun 24

PIT

Pittsburgh

ORD

Chicago

$157 Roundtrip, found 5 hours ago

$157

Roundtrip

found 5 hours ago

Select Delta flight, departing Tue, Jun 23 from Pittsburgh to Chicago, returning Wed, Jun 24, priced at $157 found 5 hours ago

Tue, Jun 2 - Thu, Jun 4

PIT

Pittsburgh

ORD

Chicago

$157 Roundtrip, just found

$157

Roundtrip

just found

Select American Airlines flight, departing Tue, Jun 2 from Pittsburgh to Chicago, returning Thu, Jun 4, priced at $157 just found

Tue, Jun 9 - Wed, Jun 10

PIT

Pittsburgh

ORD

Chicago

$166 Roundtrip, found 5 hours ago

$166

Roundtrip

found 5 hours ago

Select United flight, departing Tue, Jun 9 from Pittsburgh to Chicago, returning Wed, Jun 10, priced at $166 found 5 hours ago

Tue, Jun 2 - Thu, Jun 4

PIT

Pittsburgh

ORD

Chicago

$167 Roundtrip, just found

$167

Roundtrip

just found

Select Delta flight, departing Tue, Jun 2 from Pittsburgh to Chicago, returning Thu, Jun 4, priced at $167 just found

Tue, May 19 - Sat, May 23

PIT

Pittsburgh

ORD

Chicago

$168 Roundtrip, found 17 hours ago

$168

Roundtrip

found 17 hours ago

Select Delta flight, departing Tue, May 19 from Pittsburgh to Chicago, returning Sat, May 23, priced at $168 found 17 hours ago

Wed, May 27 - Sat, May 30

PIT

Pittsburgh

ORD

Chicago

$231 Roundtrip, found 1 hour ago

$231

Roundtrip

found 1 hour ago

Select JetBlue Airways flight, departing Wed, May 27 from Pittsburgh to Chicago, returning Sat, May 30, priced at $231 found 1 hour ago