Price observed over the last 3 months for a round trip.
Compare all flight tickets and find cheap flights from Pittsburgh to Chicago
The cheapest flights right now
Pittsburgh – Chicago
Outbound – Nov 5, 2026
direct
1h 48m Return – Nov 8, 2026
direct
1h 31m $330
2 days ago
Pittsburgh – Chicago
Outbound – Nov 6, 2026
direct
1h 30m Return – Nov 8, 2026
direct
1h 30m $354
2 days ago
Pittsburgh – Chicago
Outbound – Nov 5, 2026
direct
1h 48m Return – Nov 10, 2026
direct
1h 29m $284
3 days ago
Pittsburgh – Chicago
Outbound – Nov 6, 2026
direct
1h 30m Return – Nov 9, 2026
direct
1h 20m $278
3 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Cheapest flight tickets
$257
Average price of a round trip
$296
Average flight ticket price recorded over the last 3 months for a round trip.
Flight duration
1h45
A flight from Pittsburgh to Chicago takes on average 1h45.
Best time
October
According to user searches, the ideal month to go to Chicago is October.
The best flight deals for a weekend
Pittsburgh – Chicago
Outbound – Nov 5, 2026
direct
1h 48m Return – Nov 8, 2026
direct
1h 31m $330
2 days ago
Pittsburgh – Chicago
Outbound – Nov 6, 2026
direct
1h 30m Return – Nov 8, 2026
direct
1h 30m $354
2 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Tips for finding a cheap flight from Pittsburgh to Chicago
Check out our tips for booking your flight to Chicago (USA) from Pittsburgh (USA) at the cheapest possible price.
Usually, the cheapest month to pick up a ticket on this route is December, with an average flight ticket price of $116 (calculation over the last two years). The most touristic season corresponds to the months of September, October and April.
For the cheapest flights, it is advisable to buy your ticket at least 21 days before the departure date.
The airline offering the cheapest flight tickets is Frontier Airlines. A ticket from the airline Frontier Airlines to Chicago costs on average $307.
The airlines that offer the most flights are American Airlines, United Airlines and Southwest Airlines.
Price of flight tickets from Pittsburgh to Chicago
Here is some information and tips to know before booking your flight:
- Flight ticket prices range from $257 to $490
- The average price of a flight ticket is about $296
- Prices are lowest for stays in the month of December
- The month in which booking a ticket is cheaper is: October
info departure city :
Pittsburgh, USA
airports :
Pittsburgh International Airport (PIT)
Allegheny Airport (AGC)
local time :
Pittsburgh is a city in the country USA, the time zone is [[timezone]]. In Pittsburgh, it is currently {fromLocalTime}, the temperature is on average 17°C, with a minimum of 10°C and a maximum of 23°C.
The city of Pittsburgh has 2 airport(s): Pittsburgh and Allegheny
destination info :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :
Chicago is in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {toLocalTime}, the temperature is on average 12°C, with a minimum of 10°C and a maximum of 16°C.
The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare
Useful info about Chicago
What is the least touristic period to go to Chicago?
If you want to visit Chicago during the least touristic period, choose the month of October.
What is the most popular time to travel to Chicago?
In Chicago, the most popular month is September. It is during this period that the prices offered by airlines are also the highest.
When should I book my flight from Pittsburgh to Chicago?
According to our data, it is recommended to book your flight 21 days before your departure. If you book your flight ticket 4 weeks before your departure, you may find a price below average. You can also choose morning flights that are 100% cheaper than afternoon and evening flights. The cheapest day to book a flight from Pittsburgh to Chicago is Friday.
What are the arrival and destination airports when traveling between Pittsburgh and Chicago?
When you leave, you can leave from Pittsburgh, and you will arrive at Chicago-Midway or Chicago-O'Hare.
How to reach Pittsburgh airport from the city centre?
The airport Pittsburgh is located 27 km or Allegheny is located 11 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.
Are there other means of transportation to go from Pittsburgh to Chicago?
Airplane is the only means of transportation listed on Liligo for this journey.
Are there big differences in weather between Pittsburgh and Chicago?
In summer, the average temperature is 22°C in Chicago and 22°C in Pittsburgh. The average rainfall in summer is 145 mm in Chicago and 141 mm in Pittsburgh. In summer, it is warmer in Chicago and it rains less in Pittsburgh. In winter, it is colder in Pittsburgh and it rains more in Pittsburgh.
