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 1/23. 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

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Everything you should know

Cheapest round-trip
$157
Delta
Tue 9/15Thu 9/17
MDW - PIT • 1 stop
Cheapest non-stop
$164
Southwest
Sat 9/26Mon 9/28
MDW - 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 $157 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 1h 37m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest
Most popular
Insights
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Avoid delays
Most punctual • 85% on-time
Best time • Fewest delays
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When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 56% compared to booking last minute.
Insights
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When to travel
Cheapest • 36% price drop
Most popular
Good to know
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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

Tue, Sep 15 - Thu, Sep 17
Delta Logo
10:48 am - 4:15 pm
MDW
-
PIT
4h 27m
1 stop
Delta Logo
6:00 am - 9:07 am
PIT
-
MDW
4h 07m
1 stop
$157Delta
Sat, Nov 7 - Sat, Nov 14
Southwest Logo
6:35 am - 1:10 pm
MDW
-
PIT
5h 35m
1 stop
Southwest Logo
1:10 pm - 5:25 pm
PIT
-
MDW
5h 15m
1 stop
$157Southwest
Wed, Sep 9 - Wed, Sep 9
Delta Logo
6:00 am - 2:39 pm
ORD
-
PIT
7h 39m
1 stop
Delta Logo
7:45 pm - 11:59 pm
PIT
-
ORD
5h 14m
1 stop
$157Delta
Wed, Aug 26 - Wed, Sep 2
Delta Logo
6:59 am - 11:19 am
ORD
-
PIT
3h 20m
1 stop
Delta Logo
6:35 am - 10:42 am
PIT
-
ORD
5h 07m
1 stop
$157Delta
Mon, Aug 24 - Mon, Aug 31
Southwest Logo
5:00 am - 1:25 pm
MDW
-
PIT
7h 25m
1 stop
Southwest Logo
6:10 am - 12:15 pm
PIT
-
MDW
7h 05m
2 stops
$162Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
1:00 pm - 9:35 pm
MDW
-
PIT
7h 35m
2 stops
Southwest Logo
3:25 pm - 8:50 pm
PIT
-
MDW
6h 25m
1 stop
$162Southwest
Tue, Sep 15 - Thu, Sep 17
United Airlines Logo
12:29 pm - 3:07 pm
ORD
-
PIT
1h 38mnonstop
United Airlines Logo
7:00 am - 7:43 am
PIT
-
ORD
1h 43mnonstop
$204United Airlines
Tue, Jan 5 - Thu, Jan 7
United Airlines Logo
12:50 pm - 3:23 pm
ORD
-
PIT
1h 33mnonstop
United Airlines Logo
8:45 pm - 9:42 pm
PIT
-
ORD
1h 57mnonstop
$207United Airlines
Sat, Oct 10 - Mon, Oct 12
American Airlines Logo
12:31 pm - 3:07 pm
ORD
-
PIT
1h 36mnonstop
American Airlines Logo
8:42 pm - 9:35 pm
PIT
-
ORD
1h 53mnonstop
$207American Airlines
Wed, Jan 6 - Wed, Jan 6
American Airlines Logo
12:31 pm - 3:07 pm
ORD
-
PIT
1h 36mnonstop
American Airlines Logo
8:42 pm - 9:35 pm
PIT
-
ORD
1h 53mnonstop
$207American 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 September.

Flight prices are below average for this route right now.

Flights to Pittsburgh from Chicago usually cost between $181 and $408 in September.
The lowest price found in the past 5 days was $157 on Delta (Sep 15-Sep 17).

What is the cheapest Chicago to Pittsburgh flight route?

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

The cheapest return flight from Chicago to Pittsburgh costs $137 on the route between Chicago Midway Airport (MDW) and Pittsburgh (PIT). This is also the most popular route.

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 Mondays 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 Sundays.

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 $235 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is $466 and $462 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $429 on average.

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 56% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 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
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.

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.

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 season

January

Cheapest flight

$69
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 15% 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 $157 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 A320-100/200 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 $307 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $382 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 $218 or less one-way and $250 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.
8.0
SouthwestOverall score based on 4228 reviews
8.6Crew
7.0Food
7.5Entertainment
8.0Comfort
8.1Boarding
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

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.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Having a direct flight between Pittsburgh and Austin makes traveling so easy.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

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

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

I still prefer Delta, but Delta doesn’t fly to State College PA.

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Nothing bad to say about the actual crew or airline. It was nice to have a complimentary FULL can of soda, as well as a snack. Blankets and earbuds were also provided at no cost for this red eye flight. I especially appreciated the free WiFi and movie selection with the Bluetooth option. It helped the flight pass more quickly. No matter who you fly, boarding and disembarking are always SUCH a pain. As I mentioned, this is on the passengers and not the crew!!

Ok so apparently the new policy on United Airlines is that customers in the main cabin should NEVER be served more than once and besides picking up trash there should NEVER be another interaction with the customer for any reason.

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.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

Staff at the gate were incredibly rude, hostile and threatening. Never fly American Airlines.

Great - quick boarding and landed early with an available gate.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

The flight was great but board was a nightmare. The gate was changed 4 times during the layover period

I don’t think the flight attendants are happy. They do not seem to be friendly or welcoming.

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$6031h 25m
Trains$3729h 25m
Buses$13813h 48m