CHI - PIT

$69 Find Cheap Flights from Chicago to Pittsburgh - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Pittsburgh departing on 8/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Pittsburgh

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Pittsburgh, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Pittsburgh, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$204
Southwest
Wed 7/1Wed 7/8
MDW - PIT • 1 stop
Cheapest non-stop
$207
Typical prices: $425-$243
United Airlines
Wed 7/1Wed 7/8
ORD - PIT • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest free carry-on adds value; American Main Cabin Extra adds early boarding.
United Priority Boarding helps carry-ons; Southwest cancellation policy is flexible.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $204 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 1h 39m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 5% average savings
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 61% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
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+1
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Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Chicago to Pittsburgh (CHI-PIT)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Pittsburgh that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Pittsburgh

Wed, Jul 1 - Wed, Jul 8
Southwest Logo
4:10 pm - 10:25 pm
MDW
-
PIT
5h 15m
1 stop
Southwest Logo
12:45 pm - 9:10 pm
PIT
-
MDW
9h 25m
2 stops
$204Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
1:20 pm - 9:50 pm
MDW
-
PIT
7h 30m
2 stops
Southwest Logo
7:25 pm - 10:20 pm
PIT
-
MDW
3h 55m
1 stop
$206Southwest
Wed, Jul 1 - Wed, Jul 8
United Airlines Logo
7:15 am - 9:58 am
ORD
-
PIT
1h 43mnonstop
United Airlines Logo
7:40 pm - 8:37 pm
PIT
-
ORD
1h 57mnonstop
$207United Airlines
Thu, Jul 30 - Wed, Aug 5
Multiple Airlines Logo
5:27 pm - 11:46 pm
ORD
-
PIT
5h 19m
1 stop
Multiple Airlines Logo
12:49 pm - 11:10 pm
PIT
-
ORD
11h 21m
1 stop
$211Multiple Airlines
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
9:20 am - 5:40 pm
MDW
-
PIT
7h 20m
2 stops
Southwest Logo
4:10 pm - 10:20 pm
PIT
-
MDW
7h 10m
2 stops
$211Southwest
Sat, Jul 11 - Wed, Jul 15
Multiple Airlines Logo
1:09 pm - 10:28 pm
ORD
-
PIT
8h 19m
1 stop
Multiple Airlines Logo
12:49 pm - 11:10 pm
PIT
-
ORD
11h 21m
1 stop
$214Multiple Airlines
Sun, Sep 6 - Fri, Sep 11
JetBlue Logo
10:56 am - 7:48 pm
ORD
-
PIT
7h 52m
1 stop
JetBlue Logo
1:20 pm - 7:22 pm
PIT
-
ORD
7h 02m
1 stop
$215JetBlue
Sat, Aug 1 - Wed, Aug 5
JetBlue Logo
5:27 pm - 11:46 pm
ORD
-
PIT
5h 19m
1 stop
JetBlue Logo
11:53 am - 7:30 pm
PIT
-
ORD
8h 37m
1 stop
$217JetBlue
Sat, Jul 4 - Wed, Jul 8
American Airlines Logo
6:29 pm - 9:16 pm
ORD
-
PIT
1h 47mnonstop
American Airlines Logo
6:23 am - 7:21 am
PIT
-
ORD
1h 58mnonstop
$218American Airlines
Wed, Jul 1 - Wed, Jul 1
American Airlines Logo
9:46 am - 12:33 pm
ORD
-
PIT
1h 47mnonstop
American Airlines Logo
6:04 pm - 9:30 pm
PIT
-
ORD
4h 26m
1 stop
$228American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Pittsburgh flights

Get data-powered insights and trends into flights from Chicago to Pittsburgh to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Pittsburgh?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Pittsburgh departing in July.

What is the cheapest Chicago to Pittsburgh flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Chicago to Pittsburgh costs $157 on the route between Chicago O'Hare Intl Airport (ORD) and Pittsburgh (PIT). However, over the past month, flights between Chicago Midway Airport (MDW) and Pittsburgh (PIT) were, on average, 5% cheaper than other Chicago-Pittsburgh routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and Pittsburgh (PIT).

What’s the cheapest day of the week to fly from Chicago to Pittsburgh?

The average price of all round-trip flights from Chicago to Pittsburgh clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Pittsburgh, you should consider leaving on a Thursday and avoid Tuesdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Mondays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Pittsburgh, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Pittsburgh is September, where tickets cost $67 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $163 and $137 respectively.

Can I save money by flying with a layover from Chicago to Pittsburgh?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $335, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Pittsburgh, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Pittsburgh, you should book around 4 weeks before departure, which saves you about 61% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Pittsburgh

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Matt Meltzer

Matt Meltzer

Expert on PIT

Matt Meltzer has been a travel writer for over a decade, covering U.S. domestic locations and hotels for Thrillist, Fifty Grande, Matador Network, Conde Nast Traveler, and other top publications. He's won multiple travel journalism awards from the Society of American Travel Writers and North American Travel Journalists Association, and currently resides in South Florida.

Good to know

Low seasonJanuary
Cheapest flight$69
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 23% increase in price.
Flight from Chicago Midway Airport to Pittsburgh

When to book flights from Chicago to Pittsburgh

Are your dates flexible? Find out the best times to travel from Chicago to Pittsburgh based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Pittsburgh

  • Are there kid-friendly amenities on flights from Chicago Airport to Pittsburgh?

    The on-demand kid-friendly entertainment options offered by Air Canada Airlines make it the preferred airline among travelers flying from Chicago Airport to Pittsburgh in the company of their kids. The airline offers free in-flight Wi-Fi services, allowing your kids to stream their favorite TV shows, video games, and films.

  • Where can I find car rentals from PIT Airport in Pittsburgh?

    Using car rentals is one of the most effective methods of connecting travelers to Pittsburgh’s downtown and city center from PIT Airport. Travelers who plan to rent a car from PIT Airport should consider visiting Hertz Car Rental-Pittsburgh International Airport. This is one car rental agency that offers quality and affordable services to travelers landing at PIT Airport.

  • How do I get to Pittsburgh downtown from PIT Airport?

    Using airport shuttles is the most effective way of connecting travelers to Pittsburgh downtown from PIT Airport. Apart from using airport shuttles, travelers can connect to Pittsburgh downtown from PIT Airport through taxis, rental cars, and buses. PIT Airport provides a list of the approved taxi, shuttle, charter bus services, and limousines that travelers can use to connect from the airport to downtown.

  • Which hotel can I stay in after landing at PIT Airport?

    Travelers who plan to stay in a hotel room after landing at PIT Airport shouldn’t worry. Several hotels offer affordable services to travelers from PIT Airport. One hotel that is easily accessible to travelers landing at PIT Airport is the La Quinta Inn by Wyndham Pittsburgh Airport. This hotel is located along University Blvd, Moon Twp, a 9min drive from PIT Airport. La Quinta Inn provides free airport shuttle and Wi-Fi services.

  • What is the cheapest flight from Chicago to Pittsburgh?

    In the last 5 days, the lowest price for a flight from Chicago to Pittsburgh was $69 for a one-way ticket and $204 for a round-trip.

  • Do I need a passport to fly between Chicago and Pittsburgh?

    No, a passport isn't needed to fly from Chicago to Pittsburgh. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago to Pittsburgh?

    Chicago is served by 2 major airports and there is only 1 main airport in Pittsburgh. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Pittsburgh.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Pittsburgh?

    American Airlines, and Delta offer inflight Wi-Fi service on the Chicago to Pittsburgh flight route.

  • Which aircraft models fly most regularly from Chicago to Pittsburgh?

    The Airbus A319 is the aircraft model that flies most regularly on the Chicago to Pittsburgh flight route.

  • Which airline alliances offer flights from Chicago to Pittsburgh?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Pittsburgh, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Pittsburgh?

    There are nonstop flights from Chicago to Pittsburgh on a daily basis.

  • Which is the best airline for flights from Chicago to Pittsburgh, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Pittsburgh are Southwest and United Airlines. With an average price for the route of $261 and an overall rating of 7.9, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $350 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Pittsburgh?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Pittsburgh.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Pittsburgh?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pittsburgh from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Pittsburgh?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pittsburgh with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Pittsburgh?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pittsburgh from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Pittsburgh

  • Looking for a cheap flight? 25% of our users found flights on this route for $186 or less one-way and $262 or less round-trip.
  • Persons with reduced mobility don’t have to worry when planning to travel from Chicago Airport to Pittsburgh. O'Hare International Airport (ORD) is one airport in Chicago that provides travelers with reduced mobility curb-to-aircraft wheelchair services. All airlines serving flights from ORD Airport to Pittsburgh International Airport (PIT) have deployed enough personnel across the airport to assist travelers with reduced mobility.
  • Despite ORD Airport being the largest airport in Chicago that serves flights to Pittsburgh, travelers from downtown Chicago prefer Chicago Midway International Airport (MDW) as their departure airport to Pittsburgh. Travelers prefer MDW Airport as their departure airport to Pittsburgh because they experience less traffic, less time on the train, shorter drives, and pay cheaply on Ubers that connect them from downtown Chicago to MDW Airport.
  • Pet lovers have nothing to worry about when planning their flights from Chicago Airport to Pittsburgh. ORD Airport has a pet-friendly policy that allows travelers to remain in the company of their pets. However, the airport advises travelers against removing their pets from their crates or carriers at the airport terminals. The Airport has four pet relief areas.
  • Travelers who plan to catch the earliest flight that departs ORD Airport to Pittsburgh should consider spending their night in a nearby hotel. One hotel that guarantees travelers quick access to ORD Airport is Four Points Hotel by Sheraton Chicago O'Hare Airport. The hotel is located along West Irving Park Rd, Schiller Park, 4 miles away from ORD Airport. It offers free airport shuttle services.
  • If you’re planning to take care of your stomach and read some newspapers while waiting for your flight from ORD Airport to Pittsburgh, consider visiting one of the nearest restaurants. Some of the closest restaurants that offer quality and affordable services to travelers at ORD Airport are Berghoff Café and Tortas Frontera by Rick Bayless Restaurant.

Prefer to fly direct from Chicago to Pittsburgh?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Pittsburgh.
Find which airlines fly direct from Chicago to Pittsburgh Airport, which days they fly and book direct flights.

Direct departures

Chicago to Pittsburgh

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Pittsburgh to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Chicago to Pittsburgh

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Pittsburgh. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Pittsburgh? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4235 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

United didn’t even try to hold the flight for me. They knew I had a tight connection and when I arrived at the gate less than 10 mins after final boarding the flight had already gone. The gate agent wasn’t even notified that I was on my way. She was told I wasn’t at the airport

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

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

Information on your arrival and departure airports

Compare transportation modes for Chicago to Pittsburgh

Transportation modeAverage priceAverage duration
Flights$3991h 39m
Trains$3529h 25m
Buses$10410h 42m