₩211,600 Cheap Flights from Chicago (MDW) to Pittsburgh (PIT)

View ₩211,600 flight on Tue, Dec 30, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Pittsburgh Intl. Airport (PIT)

    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 (MDW-PIT)

Prices were available within the past 7 days and start at ₩211,600 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 (MDW) to Pittsburgh (PIT)

September is typically the cheapest month to fly

From ₩106,793 - ₩636,649 per traveler.

Frequently asked questions

How much is a flight from MDW to Pittsburgh Intl. Airport (PIT)?
If you're planning on traveling between Chicago Airport and PIT, round-trip flights start from . This price is based on fares available within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal slip through your fingers. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Midway Airport to Pittsburgh Intl. Airport (PIT)?
This varies between airlines, as each one has its own set of terms and conditions. Visit the Customer Service Portal, where there are easy-to-follow instructions on how to cancel your flight online.
How do I find cheap flights from Midway Intl. Airport (MDW) to PIT 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 Chicago Airport to Pittsburgh Intl. Airport (PIT) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Midway Intl. Airport (MDW) to PIT?
The distance from Midway Airport (MDW) to PIT (PIT) is 640 kilometers. You'll be stepping off the plane and picking up your baggage from the carousel in no time at all.
Which airlines fly direct from MDW to Pittsburgh Intl. Airport (PIT)?
Southwest Airlines (WN) will fly you from Chicago Airport to Pittsburgh Intl. Airport (PIT) safely and reliably. Choose from 112 flights every month on this route.
Are MDW to Pittsburgh Intl. Airport (PIT) flight tickets cheaper when they're purchased at the last minute?
Booking last minute from Midway Intl. Airport (MDW) to PIT can be hit-or-miss. You may be able to find a bargain, but you could also miss out entirely! If you'd rather start planning your trip ahead of time, Expedia compares flight deals up to a year in advance. Just bear in mind that not all airlines publish their prices that far in advance. Our suggestion? Check back often as updates are made frequently.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Pittsburgh Intl.
Distance
639 km
Average flight time
3 hours 18 mins

Book with confidence

Book with confidence

Chicago to Pittsburgh Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to Pittsburgh will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Pittsburgh.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to PIT flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to PIT with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Chicago to Pittsburgh Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to Expedia members.