Cheap flights from Chicago to Pittsburgh from $39
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Pittsburgh departing on 8/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Chicago to Pittsburgh
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Southwest flights from Chicago to Pittsburgh
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How to get the cheapest flight ticket from Chicago to Pittsburgh
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Chicago and Pittsburgh?
What is the cheapest month to fly to Pittsburgh?
In general, August is the cheapest month to fly from Chicago to Pittsburgh. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $232. The month of September is another great option to travel to Pittsburgh, with average flight prices from Chicago averaging around $238.
What is the cheapest day to depart on your flight to Pittsburgh?
The cheapest day to depart on your flight to Pittsburgh is on a Thursday when prices can be found for as low as $281. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago to Pittsburgh on a Sunday will generally be more expensive and average around $418. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Pittsburgh?
Our data shows that the cheapest Chicago to Pittsburgh flights are usually those with departure times in the evening. Our users have found flights to Pittsburgh in the evening for as low as $294. Flights to Pittsburgh are more costly in the afternoon, with an average ticket price of $358. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago to Pittsburgh flight route?
Fly from Chicago Midway to Pittsburgh for the best Chicago - Pittsburgh flight prices
How far in advance should I book a flight to Pittsburgh?
You are more likely to see cheaper flights to Pittsburgh from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Pittsburgh for around $319 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pittsburgh from Chicago for as low as $166 on momondo.
What cabin class options are available on Chicago to Pittsburgh flights?
There are 4 cabin classes available to choose from on Chicago to Pittsburgh flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to Pittsburgh flights?
You could potentially save up to 16% on your flight if you consider stops on a Chicago to Pittsburgh flight.
How have Chicago to Pittsburgh flight prices changed over time?
As of June 2025, prices for Chicago to Pittsburgh flights are approximately 33% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago to Pittsburgh?
Southwest, United Airlines, and American Airlines are the most popular carriers operating from Chicago to Pittsburgh
What airlines fly to Pittsburgh?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Pittsburgh from Chicago according to our data. United Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Pittsburgh. Keep in mind that there are 3 different airlines that fly to Pittsburgh on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Pittsburgh on average per day?
The number of flights available between Chicago and Pittsburgh is 47 per day as of June 2025. The most frequent departure time is 6:00PM, with 46% of daily flights leaving in the evening.
How many flights depart from Chicago to Pittsburgh on average per week?
As of June 2025, there are 330 flights per week flying from Chicago to Pittsburgh. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.
When to book flights from Chicago to Pittsburgh
Cheap Chicago to Pittsburgh (CHI to PIT) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Pittsburgh
How far is Chicago to Pittsburgh by plane?
Pittsburgh is 408.7 mi away from Chicago. A reasonable flight in good conditions will take 1h 20m.
When did momondo last update prices for flights from Chicago to Pittsburgh Airport?
Prices for flights from Chicago to Pittsburgh Airport refresh daily.
How many operators does momondo search for flights from Chicago to Pittsburgh Airport?
As of June 2025, there are 3 operators available to choose from for flights from Chicago to Pittsburgh Airport.
How old do you have to be to fly from Chicago to Pittsburgh Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Pittsburgh Airport.
What documentation or ID do you need to fly to Pittsburgh Airport?
The travel and health documents required for your trip to Pittsburgh Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Pittsburgh Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Pittsburgh?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Pittsburgh is Airbus A319 (15.97% of total bookings). The next most popular plane models are Embraer 175 (Enhanced Winglets) (12.63%), Embraer 175 (12.29%), and Boeing 737-700 (9.43%).
What is the most popular airline from Chicago to Pittsburgh?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Pittsburgh is American Airlines (35% of total bookings). The next most popular airlines are United Airlines (35%), Southwest (27%), and Spirit Airlines (2%).
Best airlines flying from Chicago to Pittsburgh
Compare and see reviews for airlines that fly from Chicago to Pittsburgh with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $117 | Free Cancellation | Rating 8.0 4,279 reviews | |||
| PriceFrom $124 | Free Cancellation | Rating 7.4 8,812 reviews | |||
| PriceFrom $125 | Free Cancellation | Rating 7.2 10,000 reviews |
Southwest Flights From Chicago to Pittsburgh
Southwest is one of the most popular airlines flying from Chicago to Pittsburgh, operating 21 flights/week on average for this route. A good Southwest flight deal for Chicago to Pittsburgh starts from $117 round-trip, up to an average price of $414. Our users have rated Southwest at 8.0/10.
United Airlines Flights From Chicago to Pittsburgh
United Airlines is also a popular choice for this route. United Airlines flight deals for Chicago to Pittsburgh start from as low as $124 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $332. United Airlines operates 29 flights to Pittsburgh from Chicago in an average week. Users have rated it 7.4/10 across 8,812 reviews.
Traveling to a place near Pittsburgh?
Book flights to Pittsburgh if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Pittsburgh?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Pittsburgh for you.
Can I find flights from Chicago to Pittsburgh with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Pittsburgh from Chicago with this policy.
How can momondo help me find flights from Chicago to Pittsburgh?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Pittsburgh from Chicago.
I’m not ready to book a flight from Chicago to Pittsburgh right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Pittsburgh from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.