Flights from Pittsburgh to Chicago

Cheapest flights from Pittsburgh

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, Sep 30 - Sat, Oct 4

PIT

Pittsburgh Intl.

ORD

O'Hare Intl.

$169 Roundtrip, found 12 hours ago

$169

Roundtrip

found 12 hours ago

Select United flight, departing Tue, Sep 30 from Pittsburgh Intl. to O'Hare Intl., returning Sat, Oct 4, priced at $169 found 12 hours ago

Sat, Oct 4 - Tue, Oct 7

PIT

Pittsburgh Intl.

ORD

O'Hare Intl.

$169 Roundtrip, found 12 hours ago

$169

Roundtrip

found 12 hours ago

Select American Airlines flight, departing Sat, Oct 4 from Pittsburgh Intl. to O'Hare Intl., returning Tue, Oct 7, priced at $169 found 12 hours ago

Mon, Sep 29 - Sat, Oct 4

PIT

Pittsburgh Intl.

ORD

O'Hare Intl.

$177 Roundtrip, found 12 hours ago

$177

Roundtrip

found 12 hours ago

Select Delta flight, departing Mon, Sep 29 from Pittsburgh Intl. to O'Hare Intl., returning Sat, Oct 4, priced at $177 found 12 hours ago

Tue, Sep 30 - Sun, Oct 5

PIT

Pittsburgh Intl.

ORD

O'Hare Intl.

$189 Roundtrip, found 12 hours ago

$189

Roundtrip

found 12 hours ago

Select United flight, departing Tue, Sep 30 from Pittsburgh Intl. to O'Hare Intl., returning Sun, Oct 5, priced at $189 found 12 hours ago

Sun, Oct 5 - Thu, Oct 9

PIT

Pittsburgh Intl.

ORD

O'Hare Intl.

$200 Roundtrip, found 12 hours ago

$200

Roundtrip

found 12 hours ago

Select Frontier Airlines flight, departing Sun, Oct 5 from Pittsburgh Intl. to O'Hare Intl., returning Thu, Oct 9, priced at $200 found 12 hours ago

Fri, Oct 3 - Sun, Oct 5

PIT

Pittsburgh Intl.

ORD

O'Hare Intl.

$202 Roundtrip, found 12 hours ago

$202

Roundtrip

found 12 hours ago

Select Frontier Airlines flight, departing Fri, Oct 3 from Pittsburgh Intl. to O'Hare Intl., returning Sun, Oct 5, priced at $202 found 12 hours ago

Thu, Oct 2 - Sun, Oct 5

PIT

Pittsburgh Intl.

ORD

O'Hare Intl.

$209 Roundtrip, found 12 hours ago

$209

Roundtrip

found 12 hours ago

Select United flight, departing Thu, Oct 2 from Pittsburgh Intl. to O'Hare Intl., returning Sun, Oct 5, priced at $209 found 12 hours ago

Sun, Oct 5 - Tue, Oct 7

PIT

Pittsburgh Intl.

ORD

O'Hare Intl.

$268 Roundtrip, found 12 hours ago

$268

Roundtrip

found 12 hours ago

Select Delta flight, departing Sun, Oct 5 from Pittsburgh Intl. to O'Hare Intl., returning Tue, Oct 7, priced at $268 found 12 hours ago

Sun, Oct 5 - Mon, Oct 6

PIT

Pittsburgh Intl.

ORD

O'Hare Intl.

$297 Roundtrip, found 12 hours ago

$297

Roundtrip

found 12 hours ago

Select American Airlines flight, departing Sun, Oct 5 from Pittsburgh Intl. to O'Hare Intl., returning Mon, Oct 6, priced at $297 found 12 hours ago