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$61+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PIT
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Pittsburgh are usually found in August or September, booked 40 days in advance, depart on a Thursday or Saturday and return on a Thursday

Cheap flight deals from Chicago to Pittsburgh

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pittsburgh (PIT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 31, 2025.

Round-trip from

$104
(Southwest)

One-way from

$61
(Southwest)

Popular in

June

Cheapest in

August

Average price

$325

Good round-trip deal

$97 or less

Good one-way deal

$115 or less
From Chicago (CHI) to Pittsburgh
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One-way flight from Chicago (CHI) to Pittsburgh
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Highest demand for flights based on searches. 3% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Pittsburgh.
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Price to beat on a one-way flight from Chicago (CHI) to Pittsburgh.
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Find flight deals from Chicago to Pittsburgh

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 July 31, 2025.

This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/119:30 amMDW - PIT
Nonstop1h 25mSouthwest
Wed 9/171:10 pmPIT - MDW
1 stop4h 55mSouthwest
Deal found 7/31$104
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/273:10 pmORD - PIT
1 stop5h 10mSouthwest
Wed 9/33:30 pmPIT - ORD
1 stop7h 00mSouthwest
Deal found 7/31$111
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/236:58 pmORD - PIT
Nonstop1h 44mAmerican Airlines
Sun 8/246:02 amPIT - ORD
Nonstop1h 55mAmerican Airlines
Deal found 7/30$130
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:25 amORD - PIT
Nonstop1h 37mUnited Airlines
Thu 10/232:07 pmPIT - ORD
Nonstop1h 44mUnited Airlines
Deal found 7/31$144
This FlightHub deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2711:36 amORD - PIT
1 stop10h 29mSpirit Airlines
Sat 8/307:00 amPIT - ORD
1 stop13h 07mSpirit Airlines
Deal found 7/31$160
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/139:35 amMDW - PIT
1 stop2h 52mDelta
Tue 9/164:21 pmPIT - MDW
1 stop6h 15mDelta
Deal found 7/31$177
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/37:15 amORD - PIT
1 stop2h 53mDelta
Tue 9/96:20 amPIT - ORD
1 stop5h 00mDelta
Deal found 7/29$177
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/29:12 pmMDW - PIT
1 stop10h 49mFrontier
Mon 8/43:49 pmPIT - MDW
1 stop9h 02mFrontier
Deal found 7/30$188
This Mytrip deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:30 amORD - PIT
1 stop9h 39mMultiple Airlines
Sun 9/74:29 pmPIT - ORD
2 stops19h 14mMultiple Airlines
Deal found 7/29$192
This FlightHub deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/99:08 amORD - PIT
1 stop23h 03mFrontier
Mon 8/118:43 pmPIT - ORD
1 stop14h 31mFrontier
Deal found 7/30$195

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Pittsburgh that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Chicago to Pittsburgh that are best for you.

Fly from

Chicago

Fly to

Pittsburgh

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 9/11

9:30 am-11:55 am

Nonstop1h 25m

Pittsburgh

Wed 9/17

1:10 pm-5:05 pm

1 stop4h 55m

$104

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Wed 8/27

3:10 pm-9:20 pm

1 stop5h 10m

Pittsburgh

Wed 9/3

3:30 pm-9:30 pm

1 stop7h 00m

$111

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Sat 8/23

6:58 pm-9:42 pm

Nonstop1h 44m

Pittsburgh

Sun 8/24

6:02 am-6:57 am

Nonstop1h 55m

$130

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Thu 10/23

7:25 am-10:02 am

Nonstop1h 37m

Pittsburgh

Thu 10/23

2:07 pm-2:51 pm

Nonstop1h 44m

$144

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Wed 8/27

11:36 am-11:05 pm

1 stop10h 29m

Pittsburgh

Sat 8/30

7:00 am-7:07 pm

1 stop13h 07m

$160

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 9/13

9:35 am-1:27 pm

1 stop2h 52m

Pittsburgh

Tue 9/16

4:21 pm-9:36 pm

1 stop6h 15m

$177

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Wed 9/3

6:00 am-11:59 am

1 stop4h 59m

Pittsburgh

Wed 9/3

5:40 pm-8:23 pm

1 stop3h 43m

$177

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 8/9

9:12 pm-9:11 am

1 stop10h 59m

Pittsburgh

Mon 8/11

3:49 pm-11:51 pm

1 stop9h 02m

$188

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Sat 9/6

6:30 am-5:09 pm

1 stop9h 39m

Pittsburgh

Sun 9/7

4:29 pm-10:43 am

2 stops19h 14m

$192

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

Sat 8/16

9:08 am-9:11 am

1 stop23h 03m

Pittsburgh

Sun 8/17

3:14 pm-10:54 pm

1 stop8h 40m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 21 results
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The best insider tips for Chicago to Pittsburgh flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Pittsburgh trip
Airports
ORD

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

Read more about ORDby Ramsey Qubein
MDW

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

Read more about MDWby Ramsey Qubein
PIT

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

Read more about PITby John Walton
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
John Walton

John Walton

Expert on PIT

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more

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.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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 July 25, 2025.

The best time to book flights from Chicago to Pittsburgh is 40 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 $332). 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 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 July 31, 2025.

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 in the afternoon.

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 July 27, 2025.

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

Explore weekly flight availability from Chicago to Pittsburgh. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 31, 2025.

The most flights from CHI to PIT are scheduled on a Thursday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 on average).

Reviews of airlines servicing Pittsburgh

Get insights into the airlines that provide service to Pittsburgh. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pittsburgh. Reviews last updated July 31, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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?

    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 37 flights from Chicago to Pittsburgh per day from 3 different airlines.

  • 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 $104 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $130 and $144 round-trip. You may be able to fly from Chicago to Pittsburgh for 64% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Pittsburgh one-way?

    One-way options have recently been found by users for as low as $61 on Southwest. Other airlines that offer cheap prices include United Airlines from $76 and Spirit Airlines from $79 one-way.

  • What are the most reliable airlines from Chicago to Pittsburgh?

    Consider GoJet (92%), Envoy Air (83%) or Lufthansa (81%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Pittsburgh.

  • 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 $91 on average our data indicates $241 when flying from Chicago to Pittsburgh.

  • 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.

  • 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 $332). 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.

See more FAQs

Traveling to a place near Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Mars
Steubenville
Monroeville
Washington
Wexford
Belle Vernon

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Alternative routes for Chicago to Pittsburgh

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Newark flights
Midway to LaGuardia flights
Midway to Newark flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Dulles Intl flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Philadelphia flights
St. Louis to LaGuardia flights
St. Louis to Newark flights
Midway to Dulles Intl flights
St. Louis to John F Kennedy Intl flights
O'Hare Intl to Pittsburgh flights
O'Hare Intl to Harrisburg flights
Midway to Philadelphia flights
Midway to Reagan-National flights
St. Louis to Dulles Intl flights
St. Louis to Reagan-National flights
St. Louis to Philadelphia flights
O'Hare Intl to Allentown flights
Midway to Pittsburgh flights
O'Hare Intl to State College flights
O'Hare Intl to Scranton flights
St. Louis to Allentown flights
Moline to Newark flights
Midway to Harrisburg flights
St. Louis to Pittsburgh flights
Moline to Dulles Intl flights
Moline to John F Kennedy Intl flights
Peoria to Reagan-National flights
Moline to LaGuardia flights
Peoria to Newark flights
Peoria to Dulles Intl flights
Moline to Philadelphia flights
Peoria to LaGuardia flights
Peoria to Philadelphia flights
Evansville to John F Kennedy Intl flights
St. Louis to Harrisburg flights
Midway to Allentown flights
Peoria to John F Kennedy Intl flights
Evansville to Newark flights
Peoria to Pittsburgh flights
Moline to Reagan-National flights
Bloomington to Reagan-National flights
Evansville to LaGuardia flights
Bloomington to John F Kennedy Intl flights
Bloomington to LaGuardia flights
Bloomington to Dulles Intl flights
Bloomington to Newark flights

Top 3 airlines flying from Chicago to Pittsburgh

Discover the top 3 airlines that operate flights from Chicago to Pittsburgh. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$113Average$287FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$116Average$414FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$119Average$342FlexibilityNo cancel feeOn-time69%

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