Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

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

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Lowest round trip fares by airline from Pittsburgh and Chicago

Cheapest prices ($56 One Way, $111 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL
The price is $106 per night from Jul 27 to Jul 27
Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Museum of Contemporary ...
4.3/5Excellent! (15 reviews)
"I like the bunk beds- so interesting. I love the location. It is close to everything. You are in the heart of the city with lots of activities to do! The staff from day one have been so rude, so cold in attitude just unpleasant but I have tried to beasrespectful and polite as I can possibly be - ..."

Reviewed on Sep 21, 2020

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $109 per night from Jul 26 to Jul 26
Located in The Loop, this hotel is steps from Columbia College Chicago, Grant Park, and State Street. Art Institute of Chicago and Buckingham Fountain are also ...
3/5 (10 reviews)
"I liked the close proximity to downtown, Chicago. The two restaurants on the property as well as close parking in which you would need to pay."

Reviewed on Sep 25, 2020

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
The price is $45 per night from Aug 8 to Aug 8
Situated in Elk Grove Village, this motel is 2.1 mi (3.3 km) from Lake Park and 2.8 mi (4.6 km) from Allstate Arena. Apache Park is 2.9 mi (4.7 km) away.
3.8/5Good! (13 reviews)
"Really nice and clean place. The parking lot was clear."

Reviewed on Feb 23, 2021

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Pittsburgh to Chicago

Origin Pittsburgh
Destination Chicago
Number of Daily Flights 51
Earliest Flight Departure Date Aug 1
Latest Flight Departure Date Aug 2
Popular Airlines American 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.

*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.