CHI - PIT

$100 Find Cheap Flights from Chicago to Pittsburgh - Compare and Save

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Everything you should know

Cheapest round-trip
$279
Typical prices: $259-$483
Frontier
Sat 12/22Mon 12/31
ORD - PIT • 1 stop
Cheapest non-stop
$297
Typical prices: $261-$484
Southwest
Tue 12/25Sun 12/30
MDW - PIT • Non-stop
Advice from real travelers
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
+1
Expert advice
+1
Nonstop flights
You can fly direct with United Airlines, American Airlines and Southwest. Average duration is 1h 38m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 8% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 9 weeks in advance save around 54% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $306 (round-trip)
Shortest trip • 3h 54m (one-way)
Insights
Insights
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We hope you love your trip to Pittsburgh!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Pittsburgh (CHI-PIT)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Pittsburgh

Tue, Dec 22 - Thu, Dec 31
Frontier Logo
5:01 am - 5:16 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
11h 15m1 stop Orlando
Frontier Logo
6:11 pm - 12:56 amPIT  Pittsburgh-ORD Chicago O'Hare Intl
7h 45m1 stop Orlando
$279Frontier
Thu, Nov 19 - Mon, Nov 23
Frontier Logo
9:51 am - 5:32 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
6h 41m1 stop Orlando
Frontier Logo
6:59 pm - 12:43 amPIT  Pittsburgh-ORD Chicago O'Hare Intl
6h 44m1 stop Orlando
$279Frontier
Tue, Nov 24 - Tue, Dec 1
Multiple Airlines Logo
5:40 am - 6:04 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
11h 24m1 stop Orlando
Multiple Airlines Logo
12:10 pm - 4:42 pmPIT  Pittsburgh-ORD Chicago O'Hare Intl
5h 32m1 stop Boston Logan Intl
$281Multiple Airlines
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
11:30 am - 9:05 pmMDW  Chicago Midway-PIT Pittsburgh
8h 35m2 stops Lambert-St Louis Nashville Intl
Southwest Logo
12:30 pm - 8:50 pmPIT  Pittsburgh-MDW Chicago Midway
9h 20m2 stops Baltimore/Washington Nashville Intl
$293Southwest
Sat, Nov 21 - Fri, Nov 27
Southwest Logo
10:10 am - 11:40 pmMDW  Chicago Midway-PIT Pittsburgh
12h 30m2 stops Milwaukee-Mitchell Nashville Intl
Southwest Logo
8:15 pm - 10:45 pmPIT  Pittsburgh-MDW Chicago Midway
3h 30m1 stop Lambert-St Louis
$294Southwest
Tue, Dec 8 - Wed, Dec 9
United Airlines Logo
3:50 pm - 6:24 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
1h 34mnonstop
United Airlines Logo
4:03 pm - 5:00 pmPIT  Pittsburgh-ORD Chicago O'Hare Intl
1h 57mnonstop
$297United Airlines
Sat, Nov 21 - Fri, Nov 27
United Airlines Logo
9:30 pm - 11:59 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
1h 29mnonstop
United Airlines Logo
7:33 pm - 8:29 pmPIT  Pittsburgh-ORD Chicago O'Hare Intl
1h 56mnonstop
$297United Airlines
Wed, Dec 9 - Wed, Dec 16
American Airlines Logo
4:50 pm - 7:34 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
1h 44mnonstop
American Airlines Logo
12:58 pm - 2:03 pmPIT  Pittsburgh-ORD Chicago O'Hare Intl
2h 05mnonstop
$297American Airlines
Mon, Dec 21 - Fri, Jan 1
American Airlines Logo
6:13 pm - 9:00 pmORD  Chicago O'Hare Intl-PIT Pittsburgh
1h 47mnonstop
American Airlines Logo
1:05 pm - 2:10 pmPIT  Pittsburgh-ORD Chicago O'Hare Intl
2h 05mnonstop
$297American Airlines
Fri, Dec 25 - Wed, Dec 30
Southwest Logo
6:10 pm - 8:45 pmMDW  Chicago Midway-PIT Pittsburgh
1h 35mnonstop
Southwest Logo
3:10 pm - 3:40 pmPIT  Pittsburgh-MDW Chicago Midway
1h 30mnonstop
$297Southwest
Booking Insights

Price, demand and travel trends for Chicago to Pittsburgh flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Chicago to Pittsburgh typically range from $259 to $483. The lowest price found in the past 5 days was $279, on Frontier.

What is the cheapest Chicago to Pittsburgh flight route?

Chicago Midway Airport (MDW) to Pittsburgh (PIT) is the cheapest Chicago to Pittsburgh route, averaging $334 round-trip. Other Chicago to Pittsburgh routes average $391, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Chicago to Pittsburgh. It’s 26% cheaper than the average day, while Monday is the most expensive, with prices 18% higher.

What’s the cheapest month to fly from Chicago to Pittsburgh?

•September is the cheapest month to fly from Chicago to Pittsburgh at $268 round-trip.
•February ($466) and March ($461) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 73% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Pittsburgh the cheapest?

Flights from Chicago to Pittsburgh are cheapest 9 weeks before departure. Booking in this window typically costs about 54% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to Pittsburgh

 
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.

Key details for Chicago to Pittsburgh flights

Low season

February

Cheapest flight

$100
Beat the crowds with an average 19% drop in travelers.
The most popular month to fly with an average 16% increase in travelers.
One-way flight from Chicago O'Hare Intl 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

Flights from Chicago to Pittsburgh: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Chicago to Pittsburgh 
EmmaleeFlew with Southwest-Oct 2026
Don't choose an evening return flight because delays throughout the day will compound. The same issue happened the last time I flew to Chicago in 2024, the flight arrived at the destination after 2am.
RogerFlew with Japan Airlines-Jun 2025
Make sure when you go from one airline to another that your bag is marked properly so they can get it on the right damn airplane. I did that and it still didn’t make it.

Your Chicago to Pittsburgh flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to Pittsburgh?

    These are the earliest and latest flight times available from Chicago to Pittsburgh:

    • Earliest: departs at 6:29 am and lands at 8:07 am
    • Latest: departs at 11:55 pm and lands at 1:33 am.

    The flight takes about 1h 38m.

  • What cabin classes can I book on flights from Chicago to Pittsburgh?

    Three cabin classes are available on flights from Chicago to Pittsburgh:

    • Economy Class
    • Business Class
    • First Class

  • How long is a flight from Chicago to Pittsburgh?

    A nonstop flight from Chicago to Pittsburgh takes 1h 38m, covering 395 miles.

  • Do I need a passport to fly from Chicago to Pittsburgh?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to Pittsburgh flight?

    Round-trip flights from Chicago to Pittsburgh range from $259 to $483, with an average of $383 over the past 12 months. Anything below $259 counts as a good deal.

  • How expensive are last-minute Chicago to Pittsburgh flights?

    Last-minute fares on this route (booked within two weeks of departure) run 44% above the $383 route average. Book 9 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to Pittsburgh?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $306 round-trip via Chicago O'Hare Intl (ORD), compared to $385 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Pittsburgh?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to Pittsburgh spread across the day?

    Afternoon is the busiest departure period on Chicago to Pittsburgh flights, with 36% of flights leaving in that window. Morning departures account for 29%, evening flights for 21%, and night flights for 14%.

  • Have flight prices from Chicago to Pittsburgh changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $279 to $1,213. That means the highest observed fare was about 4x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago to Pittsburgh flights?

    Two airlines offer in-flight Wi-Fi on Chicago to Pittsburgh flights:

    • American Airlines
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • How are flight prices from Chicago to Pittsburgh looking right now?

    One-way fares from Chicago to Pittsburgh are currently lower than usual. Average one-way flight prices are about $117, which is 53% below the typical average for this route.

  • What car rental options are available at Pittsburgh Airport (PIT)?

    Pittsburgh Airport (PIT) hosts 5 major car rental companies, with daily rates averaging $78 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Sixt
    • Budget
    • Alamo

  • Which airports can I use when flying from Chicago to Pittsburgh?

    Flights from Chicago to Pittsburgh may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Pittsburgh (PIT).

  • What time of day has the fewest delays on flights from Chicago to Pittsburgh?

    Morning flights have the fewest delays on this route, while evening departures tend to have the most.

  • At what point is a flight considered delayed from Chicago to Pittsburgh?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Pittsburgh route, 15% of flights were delayed in the past 3 months, with delays averaging 1h 48m.

  • Which airports do connecting flights from Chicago to Pittsburgh pass through?

    One-stop flights from Chicago to Pittsburgh most commonly connect through:

    • Chicago O'Hare Intl (ORD) - 67% of one-stop connections
    • Seattle/Tacoma Intl (SEA) - 17% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 8% of one-stop connections
    • Fort Lauderdale (FLL) - 8% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to Pittsburgh?

    Yes. Flexible dates can save you up to 37% on flights from Chicago to Pittsburgh. Thursday is the cheapest departure day at $287 round-trip on average, while Monday is the most expensive at $455, a difference of $168.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago to Pittsburgh?

    3 airlines operate flights between Chicago and Pittsburgh. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Southwest

  • How much time can I save by choosing a different layover airport from Chicago to Pittsburgh?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 3h 54m, compared with 4h 30m via Chicago O'Hare Intl (ORD) and 7h 31m via Fort Lauderdale (FLL).

  • What is the time difference between Chicago and Pittsburgh?

    Pittsburgh is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Pittsburgh?

    Some of the most popular sights in Pittsburgh are PNC Ballpark, PPG Paints Arena and David L Lawrence Convention Center. These are among the most viewed places in Pittsburgh on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago to Pittsburgh flights?

    Among airlines operating Chicago to Pittsburgh flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to Pittsburgh flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Southwest: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • 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.

Your guide to booking Chicago to Pittsburgh flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Monday. On this route, Thursday flights average $287, about $168 less than Monday fares (37% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 9 weeks before you fly. On this route, that window historically saves about 54% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Pittsburgh trip for September. Fares historically average $268 round-trip in that month - typically $198 less than the most expensive month, which is February (based on the last 12 months).
  • For the best chance of arriving on time, fly with Southwest. Over the past three months, 86% of Southwest flights from Chicago to Pittsburgh arrived on time, slightly above the route average of 85%. When flights on this route arrive late, they're delayed by an average of 1h 48m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through Chicago O'Hare Intl Airport (ORD) can be cheaper than flying direct. The cheapest layover option averages $306 round-trip on this route - about $79 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Pittsburgh Airport.

    • Hyatt Regency Pittsburgh International Airport
  • 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?

 
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

More options for your flight from Chicago to Pittsburgh

Complete your trip to Pittsburgh with a hotel stay or car rental