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Lowest round trip fares by airline from Pittsburgh and Chicago

Cheapest prices ($69 One Way, $126 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

4 out of 5
19 East Ohio Street, Chicago, IL
The price is $64 per night from Mar 31 to Apr 1
$64
per night
Mar 31 - Apr 1
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.6/10 Good! (1,018 reviews)
Not bad for crashing overnight
"The shared room was comfortable. It's not bad to crash overnight as long as you're not very sensitive to little noises from the people staying in the other bunk beds, or coming in and out."

Reviewed on Mar 25, 2024

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 $81 per night from Mar 31 to Apr 1
$81
per night
Mar 31 - Apr 1
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.2/10 (1,586 reviews)
"Its a, OK"

Reviewed on Mar 25, 2024

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 $60 per night from Mar 31 to Apr 1
$60
per night
Mar 31 - Apr 1
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,150 reviews)
"Clean"

Reviewed on Mar 20, 2024

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
34
Earliest Flight Departure Date
Apr 4
Latest Flight Departure Date
Apr 4
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.