$105 Cheap Flights from Chicago (ORD) to Pittsburgh (PIT)

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Chicago (ORD) to Pittsburgh (PIT) at a glance

Travel from Chicago (ORD) to Pittsburgh (PIT) with a range of airlines offering convenient weekly flights on this domestic short-haul route. Explore various options from both full-service and low-cost carriers to discover the best Pittsburgh airfare that suits your budget and schedule. As you prepare for your trip, check out the latest deals on flights from Chicago and get ready to experience the vibrant sights and neighborhoods that Pittsburgh has to offer.

• Fastest flight duration: around 1h 30m non-stop
• Route distance: roughly 400 miles (645 km)
• Flights per week: around 30+ flights with multiple daily departures on average
• Typical fares (one-way): economy tickets often range from $45–$360, depending on seasonality and how far ahead you book

Flights from O'Hare International Airport (ORD) to Pittsburgh International Airport (PIT)

Based on the latest traveler bookings, here are the top airline choices for flights from Chicago to Pittsburgh, featuring both non-stop and one-stop options. Many travelers prefer layovers at Logan International Airport (BOS) with an approximate 1 hour and 45-minute stop, Detroit Metropolitan Wayne County Airport (DTW) with about a 1-hour layover, and Orlando International Airport (MCO) also around 1 hour and 45 minutes. This variety allows you to mix and match factors like price, total travel time, and cabin class to secure the ideal itinerary.

• United: This full-service airline provides non-stop flights, handling about 50% of departures on this route. One-way ticket prices generally range from $45 to $360, and the total travel duration is approximately 1 hour and 30 minutes.
• American Airlines: As a full-service carrier, it offers both non-stop and one-stop options, comprising around 48% of departures on this route. Passengers can expect one-way fares between $45 and $360, with a standard non-stop flight time of 1 hour and 30 minutes.
• JetBlue Airways: This low-cost airline provides one-stop services, making up about 1% of departures. One-way fares typically fall between $105 and $240, with an in-flight duration of 4 hours and a total journey time of around 6 hours, including the layover.
• Frontier Airlines: Another low-cost option, Frontier offers one-stop flights that account for roughly 1% of departures. Expect one-way fares ranging from $95 to $190, with an in-flight time of 4 hours and a total travel time of about 6 hours, factoring in layover time.
• Delta: As a full-service carrier, Delta features one-stop flight options that represent approximately 1% of departures on this route. One-way ticket prices range from $85 to $390, with a flight duration of 4 hours and a total journey time of close to 6 hours, including layovers.

Travelers flying from Chicago to Pittsburgh can opt for an upgrade, with both American Airlines and United offering first-class service on this route.

Best time to fly from Chicago (ORD) to Pittsburgh (PIT)

The most popular months for travelers flying from Chicago to Pittsburgh are March, April, and October, when peak temperatures in Pittsburgh reach up to 54.7°F in October. If you prefer quieter travel, consider December, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 35.2°F. For better deals, October usually offers the lowest average one-way fare around $151. Flight availability peaks in October, with approximately 43 flights per week, making it easier to find convenient departure times. January has the fewest flights, with approximately 25 flights per week.

• Cheapest time to fly: October usually offers good deals with average one-way fare around $151, roughly 18% cheaper than the yearly average.
• More budget-friendly months to fly: August and September typically offer average one-way fares of around $155.
• Most flight options: October has the highest number of flights from Chicago to Pittsburgh, with approximately 43 flights per week, giving you more flexibility in scheduling your trip.

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative route from Chicago (ORD) to Pittsburgh (PIT)

• Chicago to Pittsburgh (MDW-PIT): Midway International Airport (MDW) is located approximately 16 miles from O'Hare International Airport (ORD). One-way economy ticket prices for this route generally fall between $40 and $360, influenced by the season and advance booking. Passengers can choose from both non-stop and one-stop flights. Major airlines operating this route include low-cost carriers like Southwest Airlines and Frontier Airlines.

How to find the best prices for flights from Chicago (ORD) to Pittsburgh (PIT)

Getting some of the best deals on flights from Chicago to Pittsburgh is all about timing and flexibility. Here are some key tips to help you save:

1. Best times to book and fly: cheaper fares are usually found when booking 2-8 weeks in advance, which is also when most travelers make their reservations. Afternoon departures between 12 PM and 6 PM tend to have lower prices and are popular among flyers. Additionally, flying on Tuesday often results in cheaper fares, while Friday remains the most sought-after travel day.
2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Pittsburgh International Airport from O'Hare International Airport

Pittsburgh welcomes travelers from Chicago with a range of transport options based on price, convenience, and proximity. Here's how to reach Pittsburgh efficiently:

• Hotel transfer: Transfers offer a convenient way to reach your hotel in Pittsburgh, with private rides that can be arranged in advance.
• Car rental: Renting a car from Pittsburgh International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Pittsburgh International Airport on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Chicago to Pittsburgh Flights

The cheapest times to fly from Chicago to Pittsburgh

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Pittsburgh are during the month of February. You can find some of the cheapest flights from Chicago to Pittsburgh with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Pittsburgh

Sunday is one of the best days to book for cheap flights from Chicago to Pittsburgh: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Pittsburgh

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Pittsburgh in 2026. You can also book with separate airlines for your outbound and return journeys, from $105 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Pittsburgh flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Pittsburgh airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently Asked Questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) cost?

You can find cheap one-way flights from $105 and cheap return flights $210 Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) with Expedia. One-way flights generally range between $68 and $636, and roundtrip flights usually range from $234 to $822. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) ticket fares go up or down.

*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.

What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

September is the cheapest month to fly from Chicago to Pittsburgh, with average return fares around $218. This is about 27% lower than the average price throughout the year, as demand typically decreases after the summer. Other budget-friendly months to consider for flights from Chicago to Pittsburgh include August and October.

*Averages based on flights available on Expedia in the last year.

Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

There are 2 airlines offering direct flights from ORD to PIT:

• United operates around 57 direct flights from ORD to PIT every week
• American Airlines operates around 47 direct flights from ORD to PIT every week

What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

Frontier Airlines is one of the cheapest airlines offering connecting flights from O'Hare Intl. (ORD) to Pittsburgh Intl. (PIT), with round-trip tickets starting from around $107. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.

*Prices based on flights available on Expedia in the last year.

How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

The best airline to fly with from Chicago, IL (ORD) to Pittsburgh, PA (PIT) will differ from traveler to traveler. If you like to fly early, American Airlines offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. American Airlines offers the most daily flights from ORD to PIT, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.

What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

The best time to fly from Chicago (ORD) to Pittsburgh (PIT) is in September or August, with average return flight prices around $218. These months are not only affordable but also offer plenty of flight options, making your travel planning easier.

*Prices based on flights available on Expedia in the last year.

How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

You can find approximately 15 nonstop flights per day from O'Hare Intl. (ORD) to Pittsburgh Intl. (PIT). For more options, look at flights that include layovers.

What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from ORD to PIT. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.

What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

The most popular departure times for flights from O'Hare International Airport (ORD) to Pittsburgh International Airport (PIT) are in the early morning, from 6am to 9am. This time window accounts for around 25% of total traffic. Major airlines like American Airlines, Delta Air Lines, and United Airlines operate flights during this period, making it a convenient choice for travelers looking to maximize their day.

How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

Flying nonstop from ORD to PIT takes around 1 hour 50 minutes, with the route covering approximately 410 miles. Flights with a layover typically take 3 hours 10 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.

Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

First class seats are offered on the ORD to PIT route. First class cabins are available on:

• Delta Air Lines
• American Airlines
• United Airlines
• Spirit Airlines

How much is a business class flight from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

A direct, return business class ticket from Chicago, IL (ORD) to Pittsburgh, PA (PIT) typically costs between $600 - $964. A non-stop, one-way business class flight is usually around $294 - $444. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) if you opt for a connecting flight.

*Prices based on flights available on Expedia in the last year.

How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) flight with Expedia?

It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

What airports do you fly into for Pittsburgh from O'Hare Intl. (ORD)?

If you're planning to travel to Pittsburgh from O'Hare Intl. (ORD), you can fly into Pittsburgh Intl. (PIT) Some flights may connect through major hubs like Logan Intl. (BOS), Ronald Reagan Washington National (DCA), Love Field (DAL) before reaching Pittsburgh. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) at the last minute?

Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) flight and hotel package?

Securing a Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) Pittsburgh Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.)?

If you booked your Chicago, IL (ORD-O'Hare Intl.) to Pittsburgh, PA (PIT-Pittsburgh Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.