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Cheap Flights from Chicago to Pittsburgh starting at CAD 91

Whether you’re going for a one-way or round-trip to Pittsburgh, we’ve got you covered! Check out these different flight options from Chicago below.

  • One way
  • Round-trip

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

Cheapest time to fly from Chicago to Pittsburgh

These price trend charts carefully monitor and predict how flight prices from Chicago to Pittsburgh will change. Keep a close eye on them to understand when the best time to buy your tickets is.

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

Cheapest Airlines flying from Chicago to Pittsburgh

We have a range of prices from different airlines providing flights from Chicago to Pittsburgh. Check below for the journey which best suits your travel needs.

Frontier Airlines
From CAD 75
American Airlines
From CAD 91
Delta Air Lines
From CAD 100
Southwest Airlines
From CAD 122
United Airlines
From CAD 126
Alaska Airlines
From CAD 332
Jetblue Airways
From CAD 809

Find more flights and airlines

Alternative Routes from Chicago to Pittsburgh

Did you know that you can save money and time on an alternative route from Chicago to Pittsburgh? Check out some of the different available routes below.

  • Cheapest
    Frontier Airlines
    ORD
    07:25
    7h 16m
    1 transfer
    PIT
    15:41
    O'Hare International Airport - Pittsburgh International Airport
    Thu, Jan 23Frontier Airlines
    CAD 75
  • Frontier Airlines
    MDW
    07:15
    7h 26m
    1 transfer
    PIT
    15:41
    Midway International Airport - Pittsburgh International Airport
    Thu, Jan 23Frontier Airlines
    CAD 75
  • Frontier Airlines
    MDW
    07:15
    7h 26m
    1 transfer
    PIT
    15:41
    Midway International Airport - Pittsburgh International Airport
    Thu, Jan 23Frontier Airlines
    CAD 75
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Chicago (CHI) to Pittsburgh (PIT) the cheapest?

    Airlines adjust prices for flights from Chicago to Pittsburgh 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 is a flight from Chicago (CHI) to Pittsburgh (PIT) cost?

    According to Trip.com's data, the lowest price is around CAD 354.
  • How long is a flight from Chicago (CHI) to Pittsburgh (PIT)?

    It takes about 1 hour 29 minutes to fly from Chicago (CHI) to Pittsburgh (PIT).
  • What is the transportation method from the main airport to downtown in Pittsburgh?

    • The distance from Pittsburgh International Airport to downtown is about 21km, by taxi about 40 minutes.
  • What time does the earliest flight from Chicago to Pittsburgh depart?

    The earliest flight departs from Chicago (ORD) at 07:15 and arrives in Pittsburgh (PIT) at 09:48.
  • What time does the latest flight from Chicago to Pittsburgh depart?

    The latest flight departs from Chicago (ORD) at 21:10 and arrives in Pittsburgh (PIT) at 23:41.
  • What are the most popular airlines that fly from Chicago (CHI) to Pittsburgh (PIT)?

    Airlines with flights from Chicago (CHI) to Pittsburgh (PIT): Emirates, Southwest Airlines, Qantas Airways, American Airlines, United Airlines, Alaska Airlines, Gulf Air, British Airways, Ana and avianca.
  • What's the most popular airline for direct flights from Chicago (CHI) to Pittsburgh (PIT)?

    American Airlines operates 3 direct flights from Chicago (CHI) to Pittsburgh (PIT).
  • How many airports in Pittsburgh?

How to find a cheap flight from Chicago to Pittsburgh

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Find cheapest flight ticket from Chicago to Pittsburgh

Cheapest direct flight priceCAD 75
Cheapest return ticket priceCAD 137
Off-season for travelNovember
Peak season for travelFebruary
Flight distance660.47km
Average flight time1 hour 29 minutes
Popular airlineAmerican Airlines