How much does it cost to fly round-trip from Chicago to Pittsburgh?

Airfare is below average for this route at the moment. Chicago to Pittsburgh flights typically cost between $115 and $345 in October. The cheapest round-trip price found within the last 3 days was $107 on Southwest (Oct 16-Oct 20).

How long is the flight from Chicago to Pittsburgh?

For as low as $107, Southwest can have you in Pittsburgh from Chicago in 1h 20m. Chicago and Pittsburgh are separated by a distance of 400 mi. All flights are typically nonstop.

What are the cheapest airlines flying from Chicago to Pittsburgh round-trip?

Our cheapest airline available from Chicago to Pittsburgh is Southwest. Our recent data shows that you can find tickets from as low as $103 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $107 and $127 round-trip. You may be able to fly from Chicago to Pittsburgh for 64% less than the average price by searching for these airlines.

How far ahead should I book a flight from Chicago to Pittsburgh?

The best time to book flights from Chicago to Pittsburgh is 85 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Pittsburgh?

Currently, August is the cheapest month in which you can book a flight from Chicago to Pittsburgh (average of $262). Flying from Chicago to Pittsburgh in November is currently the most expensive (average of $333). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest day to fly from Chicago to Pittsburgh?

Travelers seeking maximum savings on their Chicago to Pittsburgh flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Pittsburgh

The most flights from CHI to PIT are scheduled on a Monday (59 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (40 on average).

In terms of precipitation, rainfall in Pittsburgh ranges from 2.3 - 4.3 inches per month. June is typically the wettest month, when rainfall can reach 4.3 in. October is typically the driest time to visit Pittsburgh when rainfall is around 2.3 in.

If weather is an important factor for your trip to Pittsburgh, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 28.4 F).

What are the cheapest flights from Chicago to Pittsburgh?

Looking at all options, your cheapest flight can be booked for $48. While the most popular route (Chicago O'Hare Intl - Pittsburgh) can be booked for $97 on average, our data indicates $283 when flying from Chicago to Pittsburgh.

What are the most reliable airlines from Chicago to Pittsburgh?

Consider Envoy Air (97%), Air Canada (80%) or Air New Zealand (80%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Pittsburgh.

What is the cheapest day to fly round-trip from Chicago to Pittsburgh?

Flights from Chicago to Pittsburgh are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Pittsburgh.

How far in advance should I book a flight from Chicago to Pittsburgh?

To save up to 362% on this flight, we recommend booking at least 37 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Pittsburgh from $461 1-2 weeks out and tickets from $555 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago to Pittsburgh?

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, August can be a great choice for travel to Pittsburgh. Flights to Pittsburgh from Chicago in August are about $288 on average during August, but can be found for as low as $82.

What is the cheapest time of day to fly from CHI to PIT?

A simple way to save on the total cost of your ticket is to fly from Chicago to Pittsburgh in the evening. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight at noon.

What airport do you fly into for flights to Pittsburgh from Chicago?

If you book a flight to Pittsburgh from Chicago, you will be flying to Pittsburgh, which is the city’s only airport. Pittsburgh (PIT) is located 13.5 mi from the center of Pittsburgh. There are 48 flights from Chicago to Pittsburgh per day from 3 different airlines.

Can I find deals for flights from Chicago to Pittsburgh that include hotel bookings?

Yes. In addition to deals on Chicago to Pittsburgh flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to Pittsburgh?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Pittsburgh.

Can I find deals for business class flights from Chicago to Pittsburgh?

Yes. Cheapflights offers flight deals from Chicago to Pittsburgh by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$49+ Flights from Chicago to Pittsburgh

Round-trip from	$107 (Southwest)
One-way from	$49 (Southwest)
Popular in	June
Cheapest in	August
Average price	$219
Good round-trip deal	$97 or less
Good one-way deal	$68 or less

ORD

For a quick trip to ORD, take the 'L' train from downtown Chicago, avoiding traffic delays common with taxis or rideshares.

MDW

Use the airport’s mobile ordering system to get food delivered to your gate, saving time and ensuring you don't miss boarding.

PIT

Take the 28X Airport Flyer bus for a budget-friendly ride to downtown Pittsburgh, running twice an hour and taking about 45 minutes.

Airline	Cheapest	Average	Flexibility	On-time
Southwest	Cheapest$103	Average$387	FlexibilityNo cancel fee	On-time63%
American Airlines	Cheapest$113	Average$296	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$134	Average$340	FlexibilityNo cancel fee	On-time69%

$49+ Cheap flights from Chicago (CHI) to Pittsburgh (PIT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Pittsburgh with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Pittsburgh are usually found in August or September, booked 85 days in advance, depart on a Thursday or Saturday and return on a Thursday

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Cheapest flights from Chicago to PittsburghExplore the most affordable flight options available from Chicago to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on setembro 15, 2025.

Explore the most affordable flight options available from Chicago to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on setembro 15, 2025.

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The best insider tips for Chicago to Pittsburgh flights

Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Pittsburgh trip

Airports

ORD

MDW

PIT

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Best time to book a flight from Chicago to Pittsburgh

Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Pittsburgh

How far ahead should I book a flight from Chicago to Pittsburgh?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Pittsburgh. Price data was last updated on September 12, 2025.

What is the cheapest month to book a flight from Chicago to Pittsburgh?

What is the cheapest time of day to fly from CHI to PIT?

Find hourly flight availability from Chicago to Pittsburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated setembro 15, 2025.

What is the cheapest day to fly from Chicago to Pittsburgh?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Pittsburgh. Price data was last updated on September 14, 2025.

Weekly flight availability from Chicago to Pittsburgh

How much does it cost to fly round-trip from Chicago to Pittsburgh?

Reviews of airlines servicing Pittsburgh

Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines from Chicago to Pittsburgh. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pittsburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Pittsburgh from Chicago?

How long is the flight from Chicago to Pittsburgh?

What are the cheapest airlines flying from Chicago to Pittsburgh round-trip?

What are the most reliable airlines from Chicago to Pittsburgh?

What are the cheapest flights from Chicago to Pittsburgh?

Can I find deals for flights from Chicago to Pittsburgh that include hotel bookings?

How can I find direct flights from Chicago to Pittsburgh?

Can I find deals for business class flights from Chicago to Pittsburgh?

What is the cheapest month to book a flight from Chicago to Pittsburgh?

Traveling to a place near Pittsburgh?

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Alternative routes for Chicago to Pittsburgh

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Cheapest flights from Chicago to Pittsburgh
Explore the most affordable flight options available from Chicago to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on setembro 15, 2025.