Cheap flights from Pittsburgh (PIT) to Chicago (CHI)

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Lowest round trip fares by airline from Pittsburgh and Chicago

Cheapest prices ($60 One Way, $160 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Jan 7 - Sat, Jan 10
PIT
Pittsburgh
ORD
Chicago
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Jan 7 from Pittsburgh to Chicago, returning Sat, Jan 10, priced at $160 found 5 days ago
Wed, Jan 7 - Sat, Jan 10
PIT
Pittsburgh
ORD
Chicago
$176 Roundtrip, found 5 days ago
$176
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jan 7 from Pittsburgh to Chicago, returning Sat, Jan 10, priced at $176 found 5 days ago
Thu, Mar 5 - Mon, Mar 9
PIT
Pittsburgh
ORD
Chicago
$184 Roundtrip, found 5 days ago
$184
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Thu, Mar 5 from Pittsburgh to Chicago, returning Mon, Mar 9, priced at $184 found 5 days ago
Wed, Jan 7 - Sat, Jan 10
PIT
Pittsburgh
MDW
Chicago
$194 Roundtrip, found 5 days ago
$194
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Jan 7 from Pittsburgh to Chicago, returning Sat, Jan 10, priced at $194 found 5 days ago
Wed, Jan 7 - Sat, Jan 10
PIT
Pittsburgh
ORD
Chicago
$206 Roundtrip, found 5 days ago
$206
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jan 7 from Pittsburgh to Chicago, returning Sat, Jan 10, priced at $206 found 5 days ago

Fly From Pittsburgh to Chicago

Origin
Pittsburgh
Destination
Chicago
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Pittsburgh to Chicago

Pittsburgh International Airport (PIT) is located almost 20 miles northwest of Pittsburgh, PA. Driving to PIT from Pittsburgh takes about 30 minutes via I-376 W and the 28X Airport Flyer is a convenient public transportation solution.

Typical flight times to Chicago O’Hare International Airport (ORD) are just over an hour. Taxis are located on the lower-level curb front area next to the baggage claim and free shuttles to all rental car companies are located outside baggage claim as well. Regional buses also offer rides to further destinations outside of the greater Chicago area.

Attractions and Tips

Chicago is the cosmopolitan epicenter of America's Midwest. Located in Grant Park, the Art Institute of Chicago is an internationally celebrated must. The Briar Street Theatre, home of the popular performers the Blue Man Group, is just a 30 minute drive from ORD. Enjoy Zagat rated cuisine from Bistro Bordeaux to Ada Street, as well as Chicago's famed deep dish pizza at Giordano's and many other pizza joints.

Chicago’s weather varies from frigid extremes in winter to pleasantly warm in the summer. Visitors who travel during winter should be extra careful to check the status of flights that may be hindered due to snow, rain or ice. When choosing a hotel, explore the whole city; many neighborhoods have boutique and large chain establishments alike.

Flights from Cities near Pittsburgh

Flights to Cities near Chicago

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.