Cheap Flights from Pittsburgh to Chicago from CAD 64️ 2024

App

Help

CAD

Search Bookings

Flights from Pittsburgh to Chicago

Hotels in Chicago

Worldwide Coverage

Flights to over 5,000 cities

One-stop Service Guarantee

Price guaranteed upon confirmed payment, booking guaranteed once tickets issued

Secure Payment

Convenient & reliable booking and payment system

Find Pittsburgh to Chicago flights starting at CAD 64.

Book one-way or return flights from Pittsburgh to Chicago from as little as CAD 64. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Pittsburgh to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Pittsburgh to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find Cheapest Airlines Flying from Pittsburgh to Chicago

View airlines operating flights from Pittsburgh to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines

From CAD 64

Spirit Airlines

From CAD 65

Frontier Airlines

From CAD 67

Southwest Airlines

From CAD 97

United Airlines

From CAD 100

Sun Country Airlines

From CAD 107

Breeze Airways

From CAD 277

Alaska Airlines

From CAD 285

Delta Air Lines

From CAD 305

ANA airlines

Find more flights and airlines

Alternative Routes for Pittsburgh to Chicago Flights

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Pittsburgh to Chicago.

Cheapest
PIT
13:30
1h 38m
Direct
ORD
14:08
Pittsburgh International Airport - O'Hare International Airport
Sun, May 26American Airlines
CAD 64
PIT
13:41
9h 24m
1 transfer
MDW
22:05
Pittsburgh International Airport - Midway International Airport
Tue, May 7Frontier Airlines
CAD 67
PIT
13:41
9h 24m
1 transfer
MDW
22:05
Pittsburgh International Airport - Midway International Airport
Tue, May 7Frontier Airlines
CAD 67
Find More Flights

How do I find the cheapest flights?

When are flight tickets from Pittsburgh (PIT) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Pittsburgh to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much are flights from Pittsburgh (PIT) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around CAD 350.
How long is the flight from Pittsburgh (PIT) to Chicago (CHI)?
It takes about 1 hour 36 minutes to fly from Pittsburgh (PIT) to Chicago (CHI).
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
What are the most popular airlines that fly from Pittsburgh (PIT) to Chicago (CHI)?
Airlines with flights from Pittsburgh (PIT) to Chicago (CHI): United Airlines, Southwest Airlines, American Airlines, Alaska Airlines, Royal Jordanian, All Nippon Airways, Air New Zealand, Air Canada and Qantas Airways.
What's the most popular airline for direct flights from Pittsburgh (PIT) to Chicago (CHI)?
American Airlines operates 1 direct flights from Pittsburgh (PIT) to Chicago (CHI).
How many airports in Chicago (CHI)?
There are 5 airport(s) in Chicago (CHI): Chicago Du Page County Airport, Midway International Airport, O'Hare International Airport, Chicago Palwaukee Airport and Chicago Rockford International Airport.

How to find a cheap flight from Pittsburgh to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Pittsburgh to Chicago. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Flight Information for Pittsburgh to Chicago Flights

Cheapest direct flight price	CAD 63
Cheapest return ticket price	CAD 126
Cheapest month	February
Peak season for travel	October
Flight distance	660.47km
Average flight time	1 hour 36 minutes
Popular airline	American Airlines