S$249 Cheap Flights from Chicago to Pittsburgh

View S$249 flight on Thu, 8 Jan, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Pittsburgh

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 40% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago to Pittsburgh (ORD-PIT)

Prices were available within the past 7 days and start at S$249 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from Chicago (ORD) to Pittsburgh (PIT)

October is typically the cheapest month to fly

From S$100 - S$188 per traveller.

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to Pittsburgh Intl. Airport (PIT)?
Round-trip tickets between O'Hare Intl. Airport (ORD) and Pittsburgh Airport start from . This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year — book now so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Pittsburgh Intl. Airport (PIT)?
Most flights can be cancelled online, but each airline has its own set of terms and conditions. If you do decide to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to Pittsburgh Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for O'Hare Intl. Airport (ORD) to Pittsburgh Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Intl. Airport (ORD) to Pittsburgh Intl. Airport (PIT)?
That new movie you've been eager to see will just have to wait — the flight distance between O'Hare Airport and PIT is only 660 kilometres. The captain will be asking you to buckle up for landing before you know it.
Which airlines fly direct from O'Hare Airport to Pittsburgh Intl. Airport (PIT)?
One airline that flies from O'Hare Intl. Airport (ORD) to Pittsburgh Intl. Airport (PIT) is United Airlines (UA). It offers 117 flights every month. If you want more options, check out the fares from American Airlines (AA). This airlines operates 69 flights every month between these airports.
Are O'Hare Intl. Airport (ORD) to Pittsburgh Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from ORD to Pittsburgh Intl. Airport (PIT) last minute could be your ticket to a fantastic deal. However, it could end up costing a great deal more! If you'd prefer not to take the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to a year in advance. If your preferred air carrier hasn't released tickets yet, check back often as deals are updated on Expedia all the time.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pittsburgh Intl.
Distance
656 km
Average flight time
2 hours 39 mins

Book with confidence

Perfect flights from Chicago to Pittsburgh

Your Journey from Chicago to Pittsburgh

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Pittsburgh caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, American Airlines, United. Our selection of flights from O'Hare Intl. to Pittsburgh Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 8 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Chicago to Pittsburgh Flights

Experience the joy of finding cheap flights from O'Hare Intl. to Pittsburgh Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$249 and roundtrip prices *.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to Pittsburgh with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Pittsburgh

Picture yourself stepping off the plane in Pittsburgh and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Pittsburgh Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Pittsburgh.
 

Beyond the Flight – Exploring Pittsburgh

With Expedia, your adventure extends beyond the flight. Explore Pittsburgh at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Pittsburgh with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Pittsburgh with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Chicago to Pittsburgh

Explore a world of travel with Expedia

*Available to Expedia members.