$49 Cheap flight deals from Pittsburgh (PIT) to Chicago (CHI)

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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 $49 One Way, $108 Round Trip from Pittsburgh to Chicago

Prices starting at $108 for return flights and $49 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.

More About Flying To Chicago from Pittsburgh

Route Information for Flights from Pittsburgh to Chicago

Origin Airport IATA Code
PIT
Destination Airport IATA Code
CHI
Distance
410 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Emirates, Swiss, Air New Zealand, United Airlines, Alaska Airlines, Qantas, SAS, Royal Jordanian, ANA, Lufthansa, British Airways
Earliest Flight Arrival
11:27AM UTC
Latest Flight Arrival
10:40PM UTC

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.

Frequently asked questions

Are there non-stop flights from Pittsburgh to Chicago?
There most certainly are, which is terrific news if you’re not a huge fan of switching planes en route. American Airlines and United Airlines operate direct flights from PIT to O’Hare Airport.
What is the shortest flight from Pittsburgh to Chicago?
The trip from Pittsburgh to Chicago can be as quick as 1 hour and 32 minutes. With a short and sweet flight time like this, why not grab some friends and organize a spontaneous getaway?
What airlines fly from Pittsburgh to Chicago most frequently?
Check out American Airlines (AA). This airline offers some of the most frequent flights from PIT to O’Hare Airport. It operates 165 services on this route every month and is a favorite with travelers. If you’d like more options, check out the price of tickets with United Airlines (UA), which has 152 flights from Pittsburgh to Chicago every month.
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 2021 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 from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. 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.