Cheap Flights from Pittsburgh (PIT) to Chicago (MDW)

Popular airlines from Pittsburgh to Chicago, IL (MDW-Midway Intl.)

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

September is typically the cheapest month to fly

From RM 313 - RM 1,721 per traveller.
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Pittsburgh to Chicago route information
Origin airport
Pittsburgh Intl.
Destination airport
Midway Intl.
Distance
639 km

Perfect flights from Pittsburgh to Chicago

Your Journey from Pittsburgh to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Pittsburgh to Chicago 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 . Our selection of flights from Pittsburgh Intl. to Midway Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from airlines, you're bound to find the perfect flight.
 

Maximizing Value with Pittsburgh to Chicago Flights

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

Pre-Flight Essentials

Ensure a smooth journey from Pittsburgh to Chicago 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 Chicago

Picture yourself stepping off the plane in Chicago 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 Pittsburgh to Chicago 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 Pittsburgh to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago 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 Pittsburgh to Chicago 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 Pittsburgh to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from Pittsburgh Intl. Airport (PIT) to Chicago Airport?
Round-trip tickets from Pittsburgh Airport to Midway Airport start from . This figure is based on fares listed within the last 7 days on Expedia for flights departing within the next year — book ASAP to avoid missing 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 Pittsburgh Intl. Airport (PIT) to Midway Airport?
We understand that circumstances change unexpectedly, so we've made it as easy as possible for you to cancel your trip online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from Pittsburgh Intl. Airport (PIT) to MDW 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 PIT to Midway Intl. Airport (MDW) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Pittsburgh Airport to Chicago Airport?
That new movie you've been eager to see will have to wait — the flight distance between PIT and Midway Airport is only 640 kilometres. The captain will be instructing you to buckle up for landing before you know it.
Which airlines fly direct from Pittsburgh Airport to Midway Intl. Airport (MDW)?
If you'd like to fly directly from Pittsburgh Airport to MDW, Southwest Airlines (WN) is a top option. It operates 117 flights every month between Pittsburgh and Chicago.
Are Pittsburgh Airport to MDW flight tickets cheaper when they're purchased at the last minute?
It is possible to score great last-minute deals from Pittsburgh Airport to Midway Intl. Airport (MDW), but it's also possible to miss out altogether! As many airlines release seats up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to book when you see a bargain. Expedia compares carrier prices and updates flight deals regularly, so you can be certain you're always seeing the latest offers.

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