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This Weekend's Flight Deals from Pittsburgh to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $59 One Way, $136 Round Trip from Pittsburgh to Chicago

Prices starting at $136 for return flights and $59 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Need A Hotel In Chicago After Your Flight?

Hotels In Top Chicago Neighborhoods

Near North Side
176 hotels

ACME Hotel Company

3.5 out of 5.0
from

$125

The Loop
87 hotels
from

$157

River North
82 hotels

Kinzie Hotel

4.0 out of 5.0
from

$140

Stay Near Exciting Chicago Attractions

More About Flying To Chicago from Pittsburgh

Route Information for Flights from Pittsburgh to Chicago

Origin Airport IATA CodePIT
Destination Airport IATA CodeCHI
Distance410 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, Air Canada, JAL, Aer Lingus, Air New Zealand, United Airlines, Alaska Airlines, Qantas, Southwest Airlines, Royal Jordanian, SAS, Iberia, ANA, Lufthansa, Gulf Air, British Airways
Earliest Flight Arrival12:00PM UTC
Latest Flight Arrival1:14AM UTC

Flights Review

Mar 10, 2020

Flight attendants on my flight pit-ord March 5 were absolutely wonderful

Jan 21, 2020

Had to check my carry on.

Jan 15, 2020

Why not load the plane from rear to front then no one going around others

Dec 2, 2019

It’s really hard to find my trip in the app currently and check in. Is there a way this could be streamlined? It’s confusing to navigate to and the app is not clear what info is needed to find your trip. After checking in though, it is easy to use. Good flight

Nov 9, 2019

No issues. On time.

Oct 26, 2019

Excellent flight!

Oct 17, 2019

Would have preferred a wheel chair in the jetway but I got my exercise!

Oct 12, 2019

People who need assistance shouldn’t have to sit in last row of plane

Aug 17, 2019

The seats were too close together. If there was a real emergency, I fear there would be a problem. “Experts” don’t deal with actual clients or situations,

Jul 11, 2019

Overall a good experience

Book Your Flight from Pittsburgh 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.

Flights from Pittsburgh to Chicago - Frequently Asked Questions

Are there non-stop flights from Pittsburgh to Chicago?

Yes, a flight direct from Pittsburgh Airport to O'Hare Intl. Airport (ORD) is possible. No less than 4 airlines run nonstop services on this route, which means you can pick the one that matches your travel plans. Browse the fares with these leading carriers:

  • United Airlines
  • American Airlines
  • United Airlines
  • American Airlines
  • United Airlines
What is the shortest flight from Pittsburgh to Chicago?

The trip from Pittsburgh to Chicago can be as fast as 2 hours and 17 minutes. With an easy flight time like this, why not organize a spontaneous getaway?

What airlines fly from Pittsburgh to Chicago most frequently?

There are multiple airlines to choose from when traveling between Pittsburgh to Chicago. The following carriers travel this route the most. American Airlines - (AA) with 204 flights every month United Airlines - (UA) with 204 flights every month United Airlines - (UA) with 204 flights every month American Airlines - (AA) with 204 flights every month United Airlines - (UA) with 65 flights every month United Airlines - (UA) with 65 flights every month

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.