Cheap flights from Pittsburgh to Chicago from $46
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pittsburgh to Chicago departing on 8/23. 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 Pittsburgh to Chicago
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How to get the cheapest flight ticket from Pittsburgh to Chicago
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 cheapest month to fly to Chicago?
The month of August is, on average, the cheapest month to fly to Chicago from Pittsburgh, with most prices found around $223. If you’re not able to fly to Chicago in August, then April is your next best option. Flight prices from Pittsburgh to Chicago during April average around $246.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $423. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Pittsburgh to Chicago for around $549.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Pittsburgh to Chicago during this time can be as low as $408. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $636.
What is the cheapest Pittsburgh to Chicago flight route?
Fly from Pittsburgh to Chicago Midway for the best Pittsburgh - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $305 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Pittsburgh for as low as $205 on momondo.
What cabin class options are available on Pittsburgh to Chicago flights?
There are 4 cabin classes available to choose from on Pittsburgh to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Pittsburgh to Chicago?
Southwest, United Airlines, and Frontier are the most popular carriers operating from Pittsburgh to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Pittsburgh according to our data. United Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Pittsburgh to Chicago on average per day?
As of June 2025, 38 flights take off from Pittsburgh and land in Chicago each day. The most common flight departure time for this route is 8:00AM, with 51% of daily flights taking off at noon.
How many flights depart from Pittsburgh to Chicago on average per week?
As of June 2025, 268 flights take off from Pittsburgh and land in Chicago each week. The most common flight departure day for this route is Mon, with 23% of weekly flights taking off on this day.
When to book flights from Pittsburgh to Chicago
Cheap Pittsburgh to Chicago (PIT to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Pittsburgh to Chicago
How far is Pittsburgh to Chicago by plane?
Pittsburgh and Chicago are 408.7 mi apart from one another. In terms of flight time, this usually takes a little over 1h 25m.
When did momondo last update prices for flights from Pittsburgh Airport to Chicago?
Prices for flights from Pittsburgh Airport to Chicago are updated daily.
How many operators does momondo search for flights from Pittsburgh Airport to Chicago?
There are 3 operators available for flights from Pittsburgh Airport to Chicago as of June 2025.
How old do you have to be to fly from Pittsburgh Airport to Chicago?
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 Pittsburgh Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Pittsburgh to Chicago?
Based on momondo bookings for flights between Pittsburgh and Chicago, the leading plane model is Airbus A319, making up 15.50% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 10.77%, Boeing 737 MAX 8 with 10.37%, and Embraer 175 with 10.25%.
What is the most popular airline from Pittsburgh to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Pittsburgh to Chicago is American Airlines (34% of total bookings). The next most popular airlines are Southwest (31%), United Airlines (30%), and Frontier (3%).
Best airlines flying from Pittsburgh to Chicago
Compare and see reviews for airlines that fly from Pittsburgh to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $119 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $126 | Free Cancellation | Rating 8.0 4,278 reviews | |||
| PriceFrom $138 | Free Cancellation | Rating 7.4 8,852 reviews |
Southwest Flights From Pittsburgh to Chicago
The lowest priced Southwest flight from Pittsburgh to Chicago from the last 72 hours was $126. Generally, Southwest has 20 flights on this route every week with an average price of $319. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Pittsburgh to Chicago
United Airlines is also a popular choice for this route. United Airlines flight deals for Pittsburgh to Chicago start from as low as $138 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $321. United Airlines operates 23 flights to Chicago from Pittsburgh in an average week. Users have rated it 7.4/10 across 8,852 reviews.
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Why should I use momondo to find a flight deal from Pittsburgh to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Pittsburgh to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Pittsburgh to Chicago with flexible booking policies on momondo?
Flights from Pittsburgh to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Pittsburgh to Chicago?
Once you have performed a search for Pittsburgh to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Pittsburgh to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Pittsburgh to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.