CHI - PIT

$69 Find Cheap Flights from Chicago to Pittsburgh

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 4/15. 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
$182
Southwest
Wed 4/15Sat 4/18
MDW - PIT • 1 stop
Cheapest non-stop
$185
Typical prices: $211-$414
American Airlines
Thu 4/30Thu 5/7
ORD - PIT • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest's two free checked bags benefit travelers.
MDW offers a user-friendly experience with short lines.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $182 (round-trip)
Best reviews • 8.0 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 35m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 25% average savings
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
Insights
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Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 58% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 43% price drop
Most popular
Good to know
Good to know
+1
+1
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We hope you love your trip to Pittsburgh!
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, Apr 15 - Sat, Apr 18
Southwest Logo
4:40 pm - 9:20 pm
MDW
-
PIT
3h 40m
1 stop
Southwest Logo
7:15 am - 2:40 pm
PIT
-
MDW
8h 25m
2 stops
$182Southwest
Wed, Apr 15 - Sat, Apr 18
Southwest Logo
2:40 pm - 9:20 pm
ORD
-
PIT
5h 40m
1 stop
Southwest Logo
6:10 am - 3:30 pm
PIT
-
ORD
10h 20m
1 stop
$182Southwest
Thu, Apr 30 - Thu, May 7
American Airlines Logo
6:17 pm - 9:00 pm
ORD
-
PIT
1h 43mnonstop
American Airlines Logo
9:19 am - 10:08 am
PIT
-
ORD
1h 49mnonstop
$185American Airlines
Tue, Apr 7 - Mon, Apr 13
Delta Logo
7:10 am - 3:30 pm
ORD
-
PIT
7h 20m
1 stop
Delta Logo
5:25 pm - 11:59 pm
PIT
-
ORD
7h 34m
1 stop
$187Delta
Wed, Apr 15 - Sat, Apr 18
Southwest Logo
1:55 pm - 9:20 pm
MDW
-
PIT
6h 25m
1 stop
Southwest Logo
4:00 pm - 4:30 pm
PIT
-
MDW
1h 30mnonstop
$187Southwest
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
2:10 pm - 11:10 pm
MDW
-
PIT
8h 00m
2 stops
Southwest Logo
1:35 pm - 2:05 pm
PIT
-
MDW
1h 30mnonstop
$192Southwest
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
2:40 pm - 10:15 pm
ORD
-
PIT
6h 35m
1 stop
Southwest Logo
5:55 am - 12:50 pm
PIT
-
ORD
7h 55m
1 stop
$192Southwest
Mon, Apr 13 - Thu, Apr 16
Delta Logo
6:38 pm - 10:56 pm
MDW
-
PIT
3h 18m
1 stop
Delta Logo
6:40 am - 8:47 am
PIT
-
MDW
3h 07m
1 stop
$197Delta
Tue, Apr 14 - Sat, Apr 18
Spirit Airlines Logo
4:36 pm - 9:38 am
ORD
-
PIT
16h 02m
1 stop
Spirit Airlines Logo
6:15 pm - 12:24 am
PIT
-
ORD
7h 09m
1 stop
$200Spirit Airlines
Fri, May 8 - Wed, May 13
Spirit Airlines Logo
7:45 pm - 10:27 pm
ORD
-
PIT
25h 42m
1 stop
Spirit Airlines Logo
6:25 am - 12:27 am
PIT
-
ORD
19h 02m
1 stop
$208Spirit 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 April.

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, 25% 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 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 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 August, where tickets cost $171 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is $456 and $437 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 $343, 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 58% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 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 seasonJanuary
Cheapest flight$69
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 31% increase in price.
Flight from Chicago O'Hare 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 3 days, the lowest price for a flight from Chicago to Pittsburgh was $69 for a one-way ticket and $182 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, Finnair, and British Airways 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 $275 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 $313 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 $200 or less one-way and $319 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 4319 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
7.5Entertainment
Airline reviews

We had a 5 hour delay on the tarmac in Baltimore

2.0 MediocreDavid, Mar 2026
ALB - BWI
Read more Southwest reviews

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

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

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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$4211h 40m
Buses$13613h 06m