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  1. Flights
  2. United States
  3. Chicago
  4. Pittsburgh, PA - Chicago

Cheap Flights from Pittsburgh, PA (PIT) to Chicago (CHI)

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Discover the cheapest flights from Pittsburgh, PA to Chicago
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Tue, May 13 - Wed, May 14
American Airlines
American AirlinesDirect
PIT - CHI
American Airlines
American AirlinesDirect
CHI - PIT
97$
96$
Prime price per passenger
Mon, May 26 - Wed, May 28
American Airlines
American AirlinesDirect
PIT - CHI
American Airlines
American AirlinesDirect
CHI - PIT
97$
96$
Prime price per passenger
Fri, Jun 6 - Tue, Jun 10
American Airlines
American AirlinesDirect
PIT - CHI
American Airlines
American AirlinesDirect
CHI - PIT
97$
96$
Prime price per passenger
Thu, Jun 19 - Thu, Jun 26
American Airlines
American AirlinesDirect
PIT - CHI
American Airlines
American AirlinesDirect
CHI - PIT
97$
96$
Prime price per passenger
Wed, Jul 2 - Wed, Jul 9
American Airlines
American AirlinesDirect
PIT - CHI
American Airlines
American AirlinesDirect
CHI - PIT
97$
96$
Prime price per passenger
Sat, May 3 - Sat, May 3
American Airlines
American AirlinesDirect
PIT - CHI
American Airlines
American AirlinesDirect
CHI - PIT
127$
125$
Prime price per passenger
Thu, May 8
American Airlines
American AirlinesDirect
PIT - CHI
-23 %
49$
38$
Prime price per passenger
Tue, May 20
American Airlines
American AirlinesDirect
PIT - CHI
-23 %
49$
38$
Prime price per passenger
Mon, May 26
American Airlines
American AirlinesDirect
PIT - CHI
-23 %
49$
38$
Prime price per passenger
Wed, Jun 25
American Airlines
American AirlinesDirect
PIT - CHI
-23 %
49$
38$
Prime price per passenger
Tue, Jul 1
American Airlines
American AirlinesDirect
PIT - CHI
-23 %
49$
38$
Prime price per passenger
Tue, Jun 10
American Airlines
American AirlinesDirect
PIT - CHI
49$
48$
Prime price per passenger
Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Pittsburgh, PA to Chicago

Flexible with dates? We find the best price for the week of the day you select *Prices may vary after you search.
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week: Apr 21 - Apr 27
Flights from just $89
$89
$95
$89
$95
$89
$96
$93
$96
$93
$183
$96
$96
AprilMayJuneJuly
Flying Time1 h and 40 mWhen flying from Pittsburgh, PA to Chicago, this can take around 1 h and 40 m in flying time, however this flight duration can vary due to other factors
Cheapest flight$38The best price for flights from Pittsburgh, PA to Chicago offered by eDreams, which have been found by our customers in the last 3 days
Departure AirportGreater Pit Intnl AirportGreater Pit Intnl Airport is where you'll take off when flying from Pittsburgh, PA to Chicago
Arrival AirportO'hare International AirportYou'll land at O'hare International Airport when flying from Pittsburgh, PA to Chicago
Peak seasonOctoberOctober is the busiest time to fly from Pittsburgh, PA to Chicago according to search data results from our customers
Airlines operating this routeAmerican AirlinesAirline(s) that fly from Pittsburgh, PA to Chicago
Best time to bookSeptemberSeptember is one of the most frequent times to fly to Chicago from Pittsburgh, PA according to real data from our customers

Route information

Distance: 414 miles
Pittsburgh, PA airports
Greater Pit Intnl Airport (PIT)How far from city center: 13 miles
Chicago airports
O'hare International Airport (ORD)How far from city center: 14 miles
Midway Airport (MDW)How far from city center: 4 miles

Are you searching for flights from Pittsburgh, PA to Chicago?

Are you planning to travel to Chicago for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Pittsburgh, PA. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Chicago and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Pittsburgh, PA to Chicago

What are the benefits of booking flexible flight tickets?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!
For flights from Pittsburgh, PA to Chicago, how can I find the cheapest price?
The cheapest price for a flight from Pittsburgh, PA to Chicago is $38. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
When booking, when is the best time to get the best prices for flights from Pittsburgh, PA to Chicago?
The most popular months to book a trip from Pittsburgh, PA to Chicago are September, February and May, based on the searches of our customers.
When is the best time to travel from Pittsburgh, PA to Chicago?
The best time of the year to visit Chicago depends on lots of personal preferences, especially the price. Regarding popularity, October is the best month to fly to Chicago from Pittsburgh, PA in terms of searches from our customers, followed by May and April. If you prefer to avoid the busy season and get away from the crowds August, July and September are the months with fewer searches for Pittsburgh, PA - Chicago.
How long does the flight from Pittsburgh, PA to Chicago take?
Flight length from Pittsburgh, PA to Chicago is around 01:40 hours on average, at an average distance of 662 km, for flights for the route (which may have 1 or more stops in other cities in between).
Which airports have flights between Pittsburgh, PA and Chicago?

The main route from Pittsburgh, PA to Chicago is: Greater Pit Intnl Airport (PIT) to O'hare International Airport (ORD). The following airlines fly this route:

American Airlines.

Frontier Airlines.

Spirit Airlines.

Plan your trip

Alternative routesPopular Flight Routes