S$189 Cheap Flights from Pittsburgh to Chicago

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Cheap Flights from Pittsburgh to Chicago (PIT-ORD)

Prices were available within the past 7 days and start at S$189 for one-way flights and S$376 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, 24 Nov - Fri, 29 Nov
PIT
Pittsburgh
ORD
Chicago
S$376 Return, found 2 days ago
S$376
Return
found 2 days ago
Select Delta flight, departing Sun, 24 Nov from Pittsburgh to Chicago, returning Fri, 29 Nov, priced at S$376 found 2 days ago
Delta
Sat, 23 Nov - Wed, 4 Dec
PIT
Pittsburgh
ORD
Chicago
S$403 Return, found 21 hours ago
S$403
Return
found 21 hours ago
Select Delta flight, departing Sat, 23 Nov from Pittsburgh to Chicago, returning Wed, 4 Dec, priced at S$403 found 21 hours ago
Delta
Sat, 23 Nov - Thu, 5 Dec
PIT
Pittsburgh
ORD
Chicago
S$416 Return, found 21 hours ago
S$416
Return
found 21 hours ago
Select Delta flight, departing Sat, 23 Nov from Pittsburgh to Chicago, returning Thu, 5 Dec, priced at S$416 found 21 hours ago
Delta
Fri, 29 Nov - Wed, 4 Dec
PIT
Pittsburgh
ORD
Chicago
S$439 Return, found 21 hours ago
S$439
Return
found 21 hours ago
Select Delta flight, departing Fri, 29 Nov from Pittsburgh to Chicago, returning Wed, 4 Dec, priced at S$439 found 21 hours ago
Delta
Sat, 23 Nov - Tue, 3 Dec
PIT
Pittsburgh
ORD
Chicago
S$440 Return, found 21 hours ago
S$440
Return
found 21 hours ago
Select Delta flight, departing Sat, 23 Nov from Pittsburgh to Chicago, returning Tue, 3 Dec, priced at S$440 found 21 hours ago
Delta
Tue, 26 Nov - Tue, 3 Dec
PIT
Pittsburgh
ORD
Chicago
S$440 Return, found 21 hours ago
S$440
Return
found 21 hours ago
Select Delta flight, departing Tue, 26 Nov from Pittsburgh to Chicago, returning Tue, 3 Dec, priced at S$440 found 21 hours ago
Delta
Fri, 29 Nov - Thu, 5 Dec
PIT
Pittsburgh
ORD
Chicago
S$452 Return, found 21 hours ago
S$452
Return
found 21 hours ago
Select Delta flight, departing Fri, 29 Nov from Pittsburgh to Chicago, returning Thu, 5 Dec, priced at S$452 found 21 hours ago
Delta
Wed, 4 Dec - Fri, 6 Dec
PIT
Pittsburgh
ORD
Chicago
S$456 Return, found 1 day ago
S$456
Return
found 1 day ago
Select Delta flight, departing Wed, 4 Dec from Pittsburgh to Chicago, returning Fri, 6 Dec, priced at S$456 found 1 day ago
Delta
Wed, 27 Nov - Wed, 4 Dec
PIT
Pittsburgh
ORD
Chicago
S$467 Return, found 21 hours ago
S$467
Return
found 21 hours ago
Select Delta flight, departing Wed, 27 Nov from Pittsburgh to Chicago, returning Wed, 4 Dec, priced at S$467 found 21 hours ago
American Airlines
Tue, 26 Nov - Tue, 3 Dec
PIT
Pittsburgh
ORD
Chicago
S$468 Return, found 21 hours ago
S$468
Return
found 21 hours ago
Select American Airlines flight, departing Tue, 26 Nov from Pittsburgh to Chicago, returning Tue, 3 Dec, priced at S$468 found 21 hours ago
Pittsburgh to Chicago route information
Origin airport
Pittsburgh Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$376
Distance
656 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 Delta, United, American Airlines. Our selection of flights from Pittsburgh Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 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 O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$189 and roundtrip prices from S$376*.
 

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 Chicago. 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 PIT to O'Hare Airport?
The lowest price advertised for a round-trip flight between Pittsburgh Airport and ORD is S$376. But you better act quick. This price is taken from fares listed within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from PIT to ORD?
Every air carrier has different terms and conditions. If you decide to cancel your holiday, head to our Customer Service Portal.
How do I find cheap flights from Pittsburgh Airport to ORD 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 O’Hare Intl. Airport (ORD) flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from PIT to O'Hare Airport?
The flight distance from Pittsburgh Intl. Airport (PIT) (PIT) to O’Hare Intl. Airport (ORD) (ORD) is just 660 kilometres. You’ll be walking down the air bridge and collecting your bags from the carousel in the blink of an eye.
Which airlines fly direct from Pittsburgh Airport to O'Hare Intl. Airport (ORD)?
United Airlines (UA) is the preferred choice for many travellers. It operates 117 flights from Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD) each month. For more options, have a look at the ticket prices from American Airlines (AA). This carrier offers 69 monthly flights between these airports.
Are Pittsburgh Airport to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Pittsburgh Intl. Airport (PIT) to O’Hare Intl. Airport (ORD) at the last minute could be your ticket to an awesome deal. However, it could end up costing a great deal more! If you’d rather not take any chances, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to 12 months in advance. If your preferred carrier hasn’t released tickets yet, check back regularly as deals are updated all the time on Expedia.
*Available to Expedia members.