Flights from Chicago to Southwest Pennsylvania

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Aug 12 - Sat, Aug 23

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$91 Roundtrip, found 2 hours ago

$91

Roundtrip

found 2 hours ago

Select United flight, departing Tue, Aug 12 from O'Hare Intl. to Pittsburgh Intl., returning Sat, Aug 23, priced at $91 found 2 hours ago

Tue, Aug 12 - Sat, Aug 23

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$91 Roundtrip, found 2 hours ago

$91

Roundtrip

found 2 hours ago

Select American Airlines flight, departing Tue, Aug 12 from O'Hare Intl. to Pittsburgh Intl., returning Sat, Aug 23, priced at $91 found 2 hours ago

Thu, Aug 21 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$112 Roundtrip, found 3 days ago

$112

Roundtrip

found 3 days ago

Select United flight, departing Thu, Aug 21 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $112 found 3 days ago

Tue, Aug 12 - Sat, Aug 23

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$121 Roundtrip, found 2 hours ago

$121

Roundtrip

found 2 hours ago

Select American Airlines flight, departing Tue, Aug 12 from O'Hare Intl. to Pittsburgh Intl., returning Sat, Aug 23, priced at $121 found 2 hours ago

Wed, Aug 13 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$131 Roundtrip, found 22 hours ago

$131

Roundtrip

found 22 hours ago

Select American Airlines flight, departing Wed, Aug 13 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $131 found 22 hours ago

Tue, Aug 12 - Sat, Aug 23

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$134 Roundtrip, found 2 hours ago

$134

Roundtrip

found 2 hours ago

Select Delta flight, departing Tue, Aug 12 from O'Hare Intl. to Pittsburgh Intl., returning Sat, Aug 23, priced at $134 found 2 hours ago

Thu, Aug 21 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$139 Roundtrip, found 3 days ago

$139

Roundtrip

found 3 days ago

Select United flight, departing Thu, Aug 21 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $139 found 3 days ago

Wed, Aug 13 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$144 Roundtrip, found 22 hours ago

$144

Roundtrip

found 22 hours ago

Select United flight, departing Wed, Aug 13 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $144 found 22 hours ago

Tue, Aug 12 - Sat, Aug 23

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$145 Roundtrip, found 2 hours ago

$145

Roundtrip

found 2 hours ago

Select United flight, departing Tue, Aug 12 from O'Hare Intl. to Pittsburgh Intl., returning Sat, Aug 23, priced at $145 found 2 hours ago

Thu, Aug 21 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$151 Roundtrip, found 3 days ago

$151

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Thu, Aug 21 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $151 found 3 days ago

Mon, Aug 11 - Sat, Aug 23

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$154 Roundtrip, found 22 hours ago

$154

Roundtrip

found 22 hours ago

Select United flight, departing Mon, Aug 11 from O'Hare Intl. to Pittsburgh Intl., returning Sat, Aug 23, priced at $154 found 22 hours ago

Wed, Aug 13 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$156 Roundtrip, found 22 hours ago

$156

Roundtrip

found 22 hours ago

Select United flight, departing Wed, Aug 13 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $156 found 22 hours ago

Mon, Aug 11 - Thu, Aug 21

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$157 Roundtrip, found 22 hours ago

$157

Roundtrip

found 22 hours ago

Select United flight, departing Mon, Aug 11 from O'Hare Intl. to Pittsburgh Intl., returning Thu, Aug 21, priced at $157 found 22 hours ago

Thu, Aug 21 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$159 Roundtrip, found 3 days ago

$159

Roundtrip

found 3 days ago

Select United flight, departing Thu, Aug 21 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $159 found 3 days ago

Wed, Aug 13 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$161 Roundtrip, found 22 hours ago

$161

Roundtrip

found 22 hours ago

Select United flight, departing Wed, Aug 13 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $161 found 22 hours ago

Tue, Aug 12 - Sat, Aug 23

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$164 Roundtrip, found 2 hours ago

$164

Roundtrip

found 2 hours ago

Select Delta flight, departing Tue, Aug 12 from O'Hare Intl. to Pittsburgh Intl., returning Sat, Aug 23, priced at $164 found 2 hours ago

Thu, Aug 21 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$165 Roundtrip, found 3 days ago

$165

Roundtrip

found 3 days ago

Select Delta flight, departing Thu, Aug 21 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $165 found 3 days ago

Tue, Aug 12 - Sat, Aug 23

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$177 Roundtrip, found 2 hours ago

$177

Roundtrip

found 2 hours ago

Select Delta flight, departing Tue, Aug 12 from O'Hare Intl. to Pittsburgh Intl., returning Sat, Aug 23, priced at $177 found 2 hours ago

Thu, Aug 21 - Sun, Aug 24

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$210 Roundtrip, found 3 days ago

$210

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Thu, Aug 21 from O'Hare Intl. to Pittsburgh Intl., returning Sun, Aug 24, priced at $210 found 3 days ago

Tue, Aug 12 - Sat, Aug 23

ORD

O'Hare Intl.

PIT

Pittsburgh Intl.

$312 Roundtrip, found 2 hours ago

$312

Roundtrip

found 2 hours ago

Select JetBlue Airways flight, departing Tue, Aug 12 from O'Hare Intl. to Pittsburgh Intl., returning Sat, Aug 23, priced at $312 found 2 hours ago