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Pittsburgh to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Pittsburgh to Chicago

Departure Arrival Travel dates Round-trip
PIT CHI Sat, Oct 11 - Mon, Oct 13 $216
PIT CHI Sat, Oct 11 - Mon, Oct 13 $216
PIT CHI Tue, Oct 28 - Wed, Oct 29 $216
PIT CHI Fri, Oct 10 - Mon, Oct 13 $231
PIT CHI Tue, Oct 21 - Tue, Oct 28 $238
PIT CHI Thu, Oct 30 - Sat, Nov 1 $391

Pittsburgh and Chicago airports and terminals

Airports in Pittsburgh PA, US
map of airports in Pittsburgh
  • 1

    Pittsburgh Int'l Apt. (PIT)

    Distance from City Center: 13.8 miles

    Carriers for flights from PIT to CHI

    Carriers
    American Airlines, Cathay Pacific, US Airways, United Airlines
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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from PIT to ORD

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 2 United Airlines
    Terminal 3 American Airlines, Cathay Pacific, US Airways
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Cheap flights from Pittsburgh to Chicago

Sun Mon Tue Wed Thu Fri Sat
1 2 3 4
5 6 7 8 9 10 11
$216
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28
$216
29 30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $119

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 122 reviews

O'Hare International Airport Map

Park & Fly - Includes up to 3 nights valet parking

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $137

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 42 reviews

6500 South Cicero Avenue Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $144

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.6 / 5 14 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $135

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 17 reviews

6540 S. Cicero Ave. Map

Free On The HouseT hot breakfast, Wi-Fi

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $179

Chicago Marriott Midway

3 stars
3.7 / 5 7 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

...WiFi-equipped guest rooms at our Chicago Midway Airport hotel are recently renovated and offer soundproof windows, 32" flat-screen TVs and room service.... Perfect for business travel and... More

Hotel only $109

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 109 reviews

6501 N. Mannheim Road Map

Save 40% on your stay

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

October

Cheapest weekend flights in October from Pittsburgh to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Oct 11 Pittsburgh (PIT) Chicago (ORD) United Airlines $216
Earn $2.16
Return Mon, Oct 13 Chicago (ORD) Pittsburgh (PIT) United Airlines

Lowest roundtrip airfare in October from Pittsburgh to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Oct 11 Pittsburgh (PIT) Chicago (ORD) United Airlines $216
Earn $2.16
Return Mon, Oct 13 Chicago (ORD) Pittsburgh (PIT) United Airlines

Best one-week trip in October from Pittsburgh to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Oct 21 Pittsburgh (PIT) Chicago (ORD) United Airlines $221
Earn $2.21
Return Tue, Oct 28 Chicago (ORD) Pittsburgh (PIT) United Airlines
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November

Cheapest weekend flights in November from Pittsburgh to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Nov 6 Pittsburgh (PIT) Chicago (ORD) United Airlines $231
Earn $2.31
Return Sat, Nov 8 Chicago (ORD) Pittsburgh (PIT) United Airlines

Lowest roundtrip airfare in November from Pittsburgh to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Nov 4 Pittsburgh (PIT) Chicago (ORD) American Airlines $221
Earn $2.21
Return Wed, Nov 12 Chicago (ORD) Pittsburgh (PIT) American Airlines

Best one-week trip in November from Pittsburgh to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Nov 11 Pittsburgh (PIT) Chicago (ORD) United Airlines $221
Earn $2.21
Return Tue, Nov 18 Chicago (ORD) Pittsburgh (PIT) United Airlines
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December

Lowest roundtrip airfare in December from Pittsburgh to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Dec 17 Pittsburgh (PIT) Chicago (ORD) United Airlines $221
Earn $2.21
Return Wed, Dec 24 Chicago (ORD) Pittsburgh (PIT) United Airlines

Best one-week trip in December from Pittsburgh to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Dec 17 Pittsburgh (PIT) Chicago (ORD) United Airlines $221
Earn $2.21
Return Wed, Dec 24 Chicago (ORD) Pittsburgh (PIT) United Airlines
Back to menu Return to top

Flights to Chicago

Pittsburgh International Airport

The Pittsburgh International Airport is located just twenty miles west of downtown on Airport Boulevard. Twelve airlines service the airport, including Midwest, Northwest, JetBlue, Delta, Continental and American Airlines. Orbitz.com can locate both domestic and international flights from Pittsburgh for the budget traveler.

Parking at the Airport

Short-term, long-term and extended parking lots are available at the airport. Rates are charged by the hour or by the day. Valet parking is also available for an additional fee. The short-term lot is perfect for people who are dropping off or picking up travelers. Long-term lots are ideal for travelers going on short vacations, and the extended lots are most economical for long business trips. Shuttle services are available to and from the parking lots.

Transportation to the Airport

Getting to the airport can often be a challenge. Orbitz.com can help you select a car rental service if you want to rent a car during your stay. Most hotels offer their guests free shuttle service to and from the airport. Limos are available for rent, and fees are usually charged by the hour. Other transportation options include metered taxi services and the city bus system, which charges a flat rate.

Pittsburgh International Airport Restaurants

Travelers can enjoy a meal or a snack in the airport terminals before they board their plane. Restaurant choices include McDonald's, which offers a variety of breakfast items and coffee, and Mayorga Coffee Roasters, which offers a selection of gourmet coffees and pastries. Orbitz.com can help with dining options while providing low-fare flights from Pittsburgh for people traveling on a budget.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Interesting facts about flights from Pittsburgh to Chicago

    • 23 direct flights are operating from Pittsburgh to Chicago today.
    • Today's average time for a direct flight is 1h 38m.
    • American Airlines flight 4353 (1:06 AM GMT, Embraer 175) is today's earliest available flight from Pittsburgh to Chicago.
    • American Airlines flight 4246 (3:05 PM GMT, Embraer 175) is today's latest available flight from Pittsburgh to Chicago.
    • Today's shortest direct flight from Pittsburgh to Chicago (American Airlines flight 4315, Embraer 175) takes 1h 33m.
    • Today's longest direct flight from Pittsburgh to Chicago (US Airways flight 8438, Embraer RJ145) takes 1h 53m.
    • Flights from Pittsburgh Int'l Apt. (PIT) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Aircraft options between Pittsburgh and Chicago

Equipment Carrier
Embraer 170 United Airlines
Boeing 737-700 Passenger United Airlines
Boeing 757-200 Passenger United Airlines
Embraer RJ135/RJ140/RJ145 United Airlines, US Airways
Airbus Industrie A319 United Airlines
Canadair Regional Jet 700 American Airlines, United Airlines, US Airways, Cathay Pacific
Airbus Industrie A320 United Airlines
Embraer RJ140 American Airlines, US Airways
Boeing 737-900 Passenger United Airlines
Boeing 737-800 Passenger United Airlines
Canadair Regional Jet United Airlines
Embraer RJ145 American Airlines, US Airways
Embraer 175 American Airlines, US Airways, Cathay Pacific