--- title: "Pittsburgh to Chicago cheap flights from $105 (PIT to ORD) - Expedia" description: "Compare cheap Flights from Pittsburgh (PIT) to Chicago (ORD) start at $105 for one-way and $210 for round trip. Earn your airline miles on top of our rewards!" canonical: "https://www.expedia.com/lp/flights/pit/ord/pittsburgh-to-chicago" language: en-US market: US currency: USD prices_as_of: 2026-11-13T21:49:34Z --- # $105 Cheap Flights from Pittsburgh (PIT) to Chicago (ORD) ![A spacious airport terminal with high ceilings, check-in counters, and a Starbucks coffee shop.](https://images.trvl-media.com/place/4477519/cc6a7387-1e55-4f8e-ba5c-f5a71df2aef3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) [View $105 flight on Sat, Dec 19, 2026](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:12/19/2026TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:104.98&airProductToken=AQphCi8IxnISBDE2MTkYj5oBIMxwKNafoAMw8qCgAzhFQABYAWoEUENfMXIHUjIxT1hQNAouCMZyEgQxMzQ5GMxwIK4cKOGhoAMwoKOgAzhFQAFYAWoEUENfMXIHUjIxT1hQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0) Photo by by O'Hare Intl Airport ## Popular airlines from Pittsburgh Intl. Airport (PIT) to Chicago O'Hare Intl. Airport (ORD) [American Airlines](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:11/27/2026TANYT&leg2=from:ORD,to:PIT,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) [Delta](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:11/27/2026TANYT&leg2=from:ORD,to:PIT,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) [United](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:11/27/2026TANYT&leg2=from:ORD,to:PIT,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) [Frontier Airlines](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:11/27/2026TANYT&leg2=from:ORD,to:PIT,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) [JetBlue Airways](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:11/27/2026TANYT&leg2=from:ORD,to:PIT,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) [Alaska Airlines](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:11/27/2026TANYT&leg2=from:ORD,to:PIT,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) Find the cheapest flights on Expedia from Pittsburgh (PIT) to Chicago (ORD). Flight ticket prices change frequently based on availability and demand. We send price‑drop alerts to make air travel simple and flexible. The lowest one-way fare found on Expedia for this route in the past 7 days starts at $105 for travel on December 19, 2026. ## Cheap Flights from Pittsburgh to Chicago (PIT-ORD) Prices were available within the past 7 days and start at $105 for one-way flights and $210 for roundtrip, for the period specified. Prices and availability are subject to change. All deals One way Roundtrip [Select Frontier Airlines flight, departing Sat, Dec 12 from Pittsburgh to Chicago, returning Sat, Jan 9, priced at $210 Found 1 hour ago](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:12/12/2026TANYT&leg2=from:ORD,to:PIT,departure:1/9/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:209.96&airProductToken=AQphCi8IxnISBDE2MTkYj5oBIMxwKIDRnwMwnNKfAzhFQABYAWoEUENfMXIHUjIxT1hQNAouCMZyEgQxMzQ5GMxwIK4cKI3TnwMwzNSfAzhFQAFYAWoEUENfMXIHUjIxT1hQNAphCi4IxnISBDEzNTAYrhwgzHAokYyiAzDGjaIDOEVAAFgBagRQQ18xcgdSMjFPWFA0Ci8IxnISBDE2MjAYzHAgj5oBKLOTogMwzZSiAzhFQAFYAWoEUENfMXIHUjIxT1hQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0) Sat, Dec 12 - Sat, Jan 9 · PIT · ORD · Roundtrip [Select Frontier Airlines flight, departing Wed, Feb 3 from Pittsburgh to Chicago, returning Tue, Feb 9, priced at $220 Just found](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:2/3/2027TANYT&leg2=from:ORD,to:PIT,departure:2/9/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:219.97&airProductToken=AQpfCi4IxnISBDM4MTkYj5oBIMxwKISjpAMwnqSkAzhSQABYAWoDRUNPcgdSMjFPWFA0Ci0IxnISBDEzNDkYzHAgrhwo%5F6akAzDEqKQDOFJAAVgBagNFQ09yB1IyMU9YUDQKXwotCMZyEgQxOTAxGK4cIMxwKPXipAMwoeSkAzhSQABYAWoDRUNPcgdSMjFPWFA0Ci4IxnISBDM4MjAYzHAgj5oBKPPkpAMwkuakAzhSQAFYAWoDRUNPcgdSMjFPWFA0EgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwAQ) Wed, Feb 3 - Tue, Feb 9 · PIT · ORD · Roundtrip [Select Frontier Airlines flight, departing Sat, Dec 12 from Pittsburgh to Chicago, returning Sat, Jan 9, priced at $230 Found 1 hour ago](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:12/12/2026TANYT&leg2=from:ORD,to:PIT,departure:1/9/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:229.96&airProductToken=AQphCi8IxnISBDE2MTkYj5oBIMxwKIDRnwMwnNKfAzhFQABYAWoEUENfMXIHUjIxT1hQNAouCMZyEgQxMzQ5GMxwIK4cKI3TnwMwzNSfAzhFQAFYAWoEUENfMXIHUjIxT1hQNAphCi4IxnISBDE5MDEYrhwgzHAolYaiAzDDh6IDOEVAAFgBagRQQ18xcgdHMTRPWFA0Ci8IxnISBDE2MjAYzHAgj5oBKJOIogMwrYmiAzhFQAFYAWoEUENfMXIHRzE0T1hQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0) Sat, Dec 12 - Sat, Jan 9 · PIT · ORD · Roundtrip [Select Frontier Airlines flight, departing Thu, Dec 31 from Pittsburgh to Chicago, returning Wed, Jan 6, priced at $240 Just found](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:12/31/2026TANYT&leg2=from:ORD,to:PIT,departure:1/6/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:239.96&airProductToken=AQphCi8IxnISBDE2MTkYj5oBIMxwKM-moQMw66ehAzhFQABYAWoEUENfMXIHRzIxVlhQMgouCMZyEgQxMzQ5GMxwIK4cKOGooQMwoKqhAzhFQAFYAWoEUENfMXIHRzIxVlhQMgphCi4IxnISBDEzNTAYrhwgzHAoseqhAzDm66EDOEVAAFgBagRQQ18xcgdSMjFPWFA0Ci8IxnISBDE2MjAYzHAgj5oBKNPxoQMw7fKhAzhFQAFYAWoEUENfMXIHUjIxT1hQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0) Thu, Dec 31 - Wed, Jan 6 · PIT · ORD · Roundtrip [Select Frontier Airlines flight, departing Mon, Jan 4 from Pittsburgh to Chicago, returning Tue, Jan 5, priced at $245 Found 10 hours ago](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:1/4/2027TANYT&leg2=from:ORD,to:PIT,departure:1/5/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:244.37&airProductToken=AQpfCi4IxnISBDE2MTkYj5oBIMxwKM%5FToQMw69ShAzhHQABYAWoDRUNPcgdHMjFWWFAyCi0IxnISBDEzNDkYzHAgrhwo7dWhAzCs16EDOEdAAVgBagNFQ09yB0cyMVZYUDIKXwotCMZyEgQxOTAxGK4cIMxwKJXZoQMww9qhAzhSQABYAWoDRUNPcgdSMjFPWFA0Ci4IxnISBDE2MjAYzHAgj5oBKJPboQMwrdyhAzhSQAFYAWoDRUNPcgdSMjFPWFA0EgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwAQ) Mon, Jan 4 - Tue, Jan 5 · PIT · ORD · Roundtrip [Select Frontier Airlines flight, departing Fri, Jan 15 from Pittsburgh to Chicago, returning Wed, Jan 20, priced at $250 Found 1 hour ago](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:1/15/2027TANYT&leg2=from:ORD,to:PIT,departure:1/20/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:249.96&airProductToken=AQphCi8IxnISBDE2MTkYj5oBIMxwKKTPogMwv9CiAzhFQABYAWoEUENfMXIHQzIxUFhQNAouCMZyEgQyNzkxGMxwIK4cKL%5FYogMwh9qiAzhFQAFYAWoEUENfMXIHQzIxUFhQNAphCi4IxnISBDE5MDEYrhwgzHAo9YGjAzChg6MDOEVAAFgBagRQQ18xcgdSMjFPWFA0Ci8IxnISBDM4MjAYzHAgj5oBKPODowMwkoWjAzhFQAFYAWoEUENfMXIHUjIxT1hQNBIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0) Fri, Jan 15 - Wed, Jan 20 · PIT · ORD · Roundtrip [Select United flight, departing Wed, Feb 3 from Pittsburgh to Chicago, returning Tue, Feb 9, priced at $260 Just found](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:2/3/2027TANYT&leg2=from:ORD,to:PIT,departure:2/9/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:259.38&airProductToken=AQo5CjcI1YIBEgQ1NTM0GI-aASCuHCiEpKQDMPukpAM4TkAAWAFqCjFfYmFzaWNlY29yCFRBVTJBS0JTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) Wed, Feb 3 - Tue, Feb 9 · PIT · ORD · Roundtrip [Select JetBlue Airways flight, departing Tue, Feb 9 from Pittsburgh to Chicago, returning Wed, Feb 10, priced at $261 Found 1 hour ago](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:2/9/2027TANYT&leg2=from:ORD,to:PIT,departure:2/10/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:260.78&airProductToken=AQpgCi8IwmwSBDIxODYYj5oBIMGTASjO46QDMLjkpAM4TEAAWAFqAkROcghQQzJBVUVZMQotCMJsEgM4MTEYwZMBIK4cKM3lpAMwheekAzhMQAFYAWoCRE5yCFBDMkFVRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ) Tue, Feb 9 - Wed, Feb 10 · PIT · ORD · Roundtrip [Select Delta flight, departing Sat, Jan 30 from Pittsburgh to Chicago, returning Wed, Feb 3, priced at $275 Found 4 hours ago](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:1/30/2027TANYT&leg2=from:ORD,to:PIT,departure:2/3/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:274.18&airProductToken=AQpxCjcIxJgBEgQzOTM4GI-aASDjtAEogvejAzDS96MDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNIM0JDCjYIxJgBEgQxNjY1GOO0ASCuHCj7-KMDMNj5owM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0gzQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) Sat, Jan 30 - Wed, Feb 3 · PIT · ORD · Roundtrip [Select American Airlines flight, departing Tue, Feb 9 from Pittsburgh to Chicago, returning Wed, Feb 10, priced at $309 Found 1 hour ago](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:ORD,departure:2/9/2027TANYT&leg2=from:ORD,to:PIT,departure:2/10/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:308.80&airProductToken=AQo0CjIIwYIBEgQ0NTIzGI-aASCuHCjB5qQDML%5FnpAM4QkAAWAFqBUJBU0lDcghRVkFJS1NCWgo0CjIIwYIBEgQ0NzQ4GK4cII-aASja8KQDMLzxpAM4QkAAWAFqBUJBU0lDcghRVkFJS1NCWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) Tue, Feb 9 - Wed, Feb 10 · PIT · ORD · Roundtrip ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $424](https://www.expedia.com/Flights-Search?leg1=from:PIT,to:MDW,departure:11/27/2026TANYT&leg2=from:MDW,to:PIT,departure:12/4/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) 16 min ## Book with confidence ### Pittsburgh (PIT) to Chicago (ORD) at a glance Travel conveniently from Pittsburgh International Airport (PIT) to O'Hare International Airport (ORD) with a range of airlines servicing this domestic short-haul route. Whether you prefer full-service or low-cost carriers, you can explore options that align with your budget and schedule. Discover the latest deals on flights from Pittsburgh to Chicago as you plan your visit to the city’s iconic attractions and neighborhoods. Your next flight to Chicago awaits! - **Fastest flight duration**: around 1h 45m non-stop - **Route distance**: roughly 400 miles (645 km) - **Flights per week**: around 35+ flights with multiple daily departures on average - **Typical fares (one-way)**: economy tickets often range from $45–$335, depending on seasonality and how far ahead you book ### Flights from Pittsburgh International Airport (PIT) to O'Hare International Airport (ORD) Based on recent traveler bookings, here are the top airlines flying from Pittsburgh to Chicago, popular for both non-stop and one-stop options. Common layover spots include Logan International Airport (BOS) with a layover of about 3 hours and 30 minutes, John F. Kennedy International Airport (JFK) at around 2 hours and 15 minutes, and Orlando International Airport (MCO) with a 1 hour and 15-minute layover. These choices offer you the flexibility to combine price, travel time, and cabin class to create your ideal itinerary. - **[United](https://www.expedia.com/lp/flight-routes/united-from-pittsburgh-intl-to-ohare-intl/ua/pit/ord)**: As a full-service airline, United provides both non-stop and one-stop options, with one-way ticket prices generally falling between $45 and $345\. This carrier represents around 53% of the departures on this route, with a standard non-stop flight taking approximately 1 hour and 45 minutes. - **[American Airlines](https://www.expedia.com/lp/flight-routes/american-airlines-from-pittsburgh-intl-to-ohare-intl/aa/pit/ord)**: Another full-service option, American Airlines offers non-stop and one-stop flights, with one-way fares usually ranging from $45 to $360\. It accounts for roughly 44% of departures on this route, featuring a typical non-stop flight duration of 1 hour and 45 minutes. - **[JetBlue Airways](https://www.expedia.com/jetblue-airways-flights.cb6.travel-guide-airlines)**: This low-cost carrier provides one-stop services, with one-way fares typically between $95 and $195\. JetBlue comprises about 1% of departures on this route, with an in-flight time of 4 hours and 30 minutes and an overall journey time of approximately 6 hours and 30 minutes, including layover. - **[Frontier Airlines](https://www.expedia.com/frontier-airlines-flights.cf9.travel-guide-airlines)**: As a budget airline, Frontier offers one-stop services, with one-way fares generally ranging from $85 to $185\. Frontier contributes to around 1% of the departures on this route, featuring an in-flight duration of 4 hours and 30 minutes and a total travel time of about 6 hours and 30 minutes, including layover. - **[Delta](https://www.expedia.com/delta-flights.cdl.travel-guide-airlines)**: Delta operates as a full-service airline providing one-stop service, with one-way fares typically between $100 and $360\. It represents about 1% of departures on this route, with an in-flight time of 4 hours and 30 minutes, and a complete journey duration of roughly 6 hours and 30 minutes, including layover. Travelers flying from Pittsburgh to Chicago have the option to upgrade to first class with either United or American Airlines for a more luxurious journey. ### Best time to fly from Pittsburgh (PIT) to Chicago (ORD) The most popular months for travelers flying from Pittsburgh to Chicago are **March, April, and August**, when peak temperatures in Chicago reach up to 73°F in August. If you prefer quieter travel, consider **December**, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 33.1°F. For better deals, **August** usually offers the lowest average one-way fare around **$137**. Flight availability peaks in **October**, with approximately 48 flights per week, making it easier to find convenient departure times. **January** has the fewest flights, with approximately 27 flights per week. - **Cheapest time to fly:** August usually offers good deals with average one-way fare around **$137**, roughly 23% cheaper than the yearly average. - **More budget-friendly months to fly:** October and September typically offer average one-way fares of around **$149**. - **Most flight options:** October has the highest number of flights from Pittsburgh to Chicago, with approximately **48 flights per week**, giving you more flexibility in scheduling your trip. | **Month** | **Temperature** | **Demand** | **Weekly Flights** | **Average one-way Fare** | | --------- | --------------- | ------------- | ------------------ | ------------------------ | | January | 25.7°F (-3.5°C) | Average | 27 | $200 | | February | 27.0°F (-2.8°C) | Average | 29 | $199 | | March | 37.0°F (2.8°C) | Slightly High | 36 | $185 | | April | 46.0°F (7.8°C) | Slightly High | 33 | $185 | | May | 57.0°F (13.9°C) | Slightly Low | 44 | $184 | | June | 67.3°F (19.6°C) | Average | 42 | $203 | | July | 73.4°F (23.0°C) | Slightly Low | 38 | $192 | | August | 73.0°F (22.8°C) | Slightly High | 46 | $137 | | September | 67.1°F (19.5°C) | Average | 41 | $149 | | October | 54.9°F (12.7°C) | Average | 48 | $149 | | November | 42.3°F (5.7°C) | Average | 45 | $175 | | December | 33.1°F (0.6°C) | Slightly Low | 38 | $183 | \*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand. ### Alternative route from Pittsburgh (PIT) to Chicago (ORD) - **Pittsburgh to Chicago ([PIT-MDW](https://www.expedia.com/lp/flights/pit/mdw/pittsburgh-to-chicago))**: Midway International Airport (MDW) is located approximately 16 miles from O'Hare International Airport (ORD). One-way economy ticket prices for this journey generally fall between $40 and $360, varying with the time of year and how early you book. Travelers can choose from both non-stop and one-stop flight options on this route. Leading airlines providing service here include low-cost carrier Southwest Airlines and Delta. Additionally, first-class service is offered on this route. ### How to find the best prices for flights from Pittsburgh (PIT) to Chicago (ORD) Getting some of the best [deals on flights](https://www.expedia.com/flight-deals) from Pittsburgh to Chicago is all about timing and flexibility. Here are some key tips to help you save: 1. **Best times to book and fly:** cheaper fares are usually available when booking 2-8 weeks in advance, which aligns with when most travelers make their reservations. Morning departures, between 5 AM and 12 PM, often feature lower prices and are the most popular flight times. Additionally, flying on Wednesday tends to be cheaper, while Friday remains the busiest travel day. 2. **Set up price alerts:** stay updated on price changes by using [Expedia's Price Tracker](https://www.expedia.com/why/price-tracking). Receive alerts when fares drop for your selected route. 3. **Bundle and save:** bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.\* 4. **Compare flight options:** use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options. 5. **Stay flexible with dates:** being open to different travel days can sometimes help you find better prices on flights and hotels. 6. **Think about luggage:** nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport. \*Members only. Savings vary and are not available on all bundles. Select hotels. ### Arriving at O'Hare International Airport from Pittsburgh International Airport Chicago welcomes travelers from Pittsburgh with a range of transport options based on price, convenience, and proximity. Here's how to reach Chicago efficiently: - **Hotel transfer:** Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance. - **Car rental:** Renting a car from O'Hare International Airport is a great option if you plan to explore and sightsee beyond the city. Browse [cheap car rentals at O'Hare International Airport](https://www.expedia.com/car-rentals-in-ohare-intl.d4477519.car-rental-guide) on Expedia. - **Taxi/ride-hailing:** Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival. - **Public transportation:** From O'Hare International Airport, O'Hare Station, a metro station, is located about 0.1 miles away on foot, while Rosemont Station, a train station, is situated approximately 2.2 miles from the airport by car. ### Pittsburgh to Chicago Flights ### The cheapest times to fly from Pittsburgh to Chicago On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Pittsburgh to Chicago are during the month of December. You can find some of the cheapest flights from Pittsburgh to Chicago with Expedia's search tool and vast selection of airlines. ### The best time to book a flight from Pittsburgh to Chicago Sunday is one of the best days to book for cheap flights from Pittsburgh to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance. ### How to find cheap round-trip tickets from Pittsburgh to Chicago Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Pittsburgh to Chicago in 2026\. You can also book with separate airlines for your outbound and return journeys, from $105 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference\*. This is available for a small fee, and is free to One Key Gold and Platinum tier members. Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Pittsburgh to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps. You could also save big by booking one of Expedia's [vacation packages](https://www.expedia.com/package-deals). Bundling together your Pittsburgh to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures. *\*Terms apply.* *Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages.* ## Frequently Asked Questions ### How much does a flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost? You can find cheap one-way flights from $105 and cheap return flights $210 Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) with Expedia. One-way flights typically cost between $90 and $649, and return flights often range between $225 and $845\. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) ticket fares go up or down. *\*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.* ### What is the cheapest month to fly from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? September is the cheapest month to fly from Pittsburgh (PIT) to Chicago (ORD), with average round-trip fares around $219\. This price is about 24% lower than the average throughout the year, as September often sees reduced travel after the summer peak. Other cheap months to fly from Pittsburgh to Chicago include August and October. *\*Averages based on flights available on Expedia in the last year.* ### Which airlines fly direct from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? 5 airlines operate nonstop service from PIT to ORD: - United operates around 56 direct flights from PIT to ORD every week - American Airlines operates around 47 direct flights from PIT to ORD every week - Qantas Airways operates around 23 direct flights from PIT to ORD every week - British Airways operates around 14 direct flights from PIT to ORD every week - Japan Airlines operates around 7 direct flights from PIT to ORD every week ### What is the cheapest airline that flies from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? United is one of the cheapest airlines offering nonstop flights from Pittsburgh (PIT) to Chicago (ORD) starting from around $77\. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget. *\*Prices based on flights available on Expedia in the last year.* ### How do I find cheap flights from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? To find a cheap flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up [Price Tracking](https://www.expedia.com/why/price-tracking) and receive alerts when fares go up or down. ### What is the best airline to fly with from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? The best airline to fly with from Pittsburgh, PA (PIT) to Chicago, IL (ORD) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. American Airlines offers the most daily flights from PIT to ORD, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access. ### What is the best time to fly from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? The ideal months to fly from Pittsburgh (PIT) to Chicago (ORD) are September and October. Return flights during these months are around $219, providing excellent value. September offers pleasant weather, while October showcases beautiful fall foliage, enhancing your travel experience. *\*Prices based on flights available on Expedia in the last year.* ### How many flights per day from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? There are approximately 15 nonstop flights per day from Pittsburgh Intl. (PIT) to O'Hare Intl. (ORD). For more options, look at flights that include layovers. ### What is the earliest flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? The earliest flight from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD) usually leaves at around 5:00 AM. This seasonal service operates in December, giving you a chance to maximize your day in Chicago. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search. ### What are the most popular departure times for flights from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? The most popular departure times for flights from Pittsburgh, PA (PIT) to Chicago, IL (ORD) are in the early morning, from 6am to 9am. About 31% of passengers prefer this time window. Many major carriers, including Delta Air Lines and American Airlines, offer flights during this window. This timing is popular because it allows you to make the most of your day in Chicago. ### How long does it take to fly from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? Direct flights from PIT to ORD usually take about 2 hours, traveling roughly 410 miles. If you opt for a connecting flight, expect to add around 3 hours 50 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic. ### Can you fly business or first class from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? Business class seats are offered on the PIT to ORD route with American Airlines. First class cabins are available on: - Delta Air Lines - United Airlines - American Airlines - Spirit Airlines ### How much is a business class flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? A direct, return business class ticket from Pittsburgh (PIT) to Chicago (ORD) typically costs between $749 - $1,066\. A non-stop, one-way business class flight is usually around $416 - $602\. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) if you opt for a connecting flight. *\*Prices based on flights available on Expedia in the last year.* ### How do I earn miles on a Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia? It's easy to earn miles on a Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of [One Key™](https://www.expedia.com/welcome-one-key), you can also earn OneKeyCash™\* on top of your airline miles when you book with Expedia. \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands. ### What airports do you fly into for Chicago from Pittsburgh Intl. (PIT)? From Pittsburgh Intl. (PIT), you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD) in Chicago. Some flights may connect through major hubs like Baltimore Washington Intl. Thurgood Marshall (BWI), Nashville Intl. (BNA), Hartsfield-Jackson Atlanta Intl. (ATL) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans. ### Is it cheaper to buy a plane ticket from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute? Typically, booking a last minute flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare. ### Is it cheaper to book a Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package? Securing a Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) [Chicago Vacation Packages](https://www.expedia.com/chicago.d178248.destination-travel-guides) is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars. ### Can I cancel or change the date of my flight from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.)? If you booked your Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in [your itinerary](https://www.expedia.com/trips) or confirmation email. Or, head to our [Customer Service portal](https://www.expedia.com/helpcenter/) if you'd like more information. ## Travel information | Origin airport | Pittsburgh Intl. Airport | | ------------------- | ------------------------------------------------------------------------------------- | | Destination airport | Chicago O'Hare Intl. Airport | | Distance | 410 miles away | | Airlines serving | American Airlines, Delta, United, Frontier Airlines, JetBlue Airways, Alaska Airlines | | Popular airline | American Airlines | | Roundtrip price | $210 | | Average flight time | 2 hours 31 mins | ## Explore a world of travel with Expedia - [Flights](?equalTargetTab=tab-0) - [Flights from San Diego (SAN) to Chicago (ORD)](https://www.expedia.com/lp/flights/san/ord/san-diego-to-chicago) - [Flights from Boise (BOI) to Chicago (ORD)](https://www.expedia.com/lp/flights/boi/ord/boise-to-chicago) - [Flights from Las Vegas (LAS) to Chicago (ORD)](https://www.expedia.com/lp/flights/las/ord/las-vegas-to-chicago) - [Flights from Mexico City (MEX) to Chicago (ORD)](https://www.expedia.com/lp/flights/mex/ord/mexico-city-to-chicago) - [Flights from Wichita (ICT) to Chicago (ORD)](https://www.expedia.com/lp/flights/ict/ord/wichita-to-chicago) - [Flights from New York (LGA) to Chicago (ORD)](https://www.expedia.com/lp/flights/lga/ord/new-york-to-chicago) - 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