$105 Find Cheap Flights from Pittsburgh to Chicago - Compare and Save

PIT has a space specifically designated for nursing mothers. Therefore, if you are traveling from Pittsburgh (PIT) to Chicago (CHI) and would like to nurse, all you need to do is head to Concourse C located across The Club. The room is clean and comfortable. The amenities here include comfortable seating and a baby changing table

Yes, you can. However, if you are traveling with medical devices such as syringes, we recommend that you check with your specific airline in advance before your flight. This will ensure that you know all the requirements before your trip. For example, if you are traveling with insulin delivery systems and syringes, you might present a preprinted label identifying your medication.

There are different modes of transport available for travelers arriving in different airports in Chicago. For example, if you are arriving at the O’Hare International Airport, we recommend using the Blue Line L Train which takes approximately 45min. You can also use other methods of transport such as shuttle vans, uber, taxis, private cars, and much more.

If you are traveling with your pet from Pittsburgh (PIT) to Chicago (ORD), you should be at peace knowing that the airport has both you and your pet’s needs in mind. For this reason, a service animal relief space has been set aside for those traveling with their furry friends. You can access this space in the Airside Terminal on Concourse D, just close to the post office.

Among airlines operating Pittsburgh to Chicago 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.

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

• United Airlines
• American Airlines
• Southwest

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

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 in Economy Class class

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

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

• Economy Class
• Business Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $110 round-trip via Philadelphia (PHL), compared to $332 for nonstop.

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.

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

• Detroit Metropolitan Wayne County (DTW) - 54% of one-stop connections
• Fort Lauderdale (FLL) - 23% of one-stop connections
• New York John F Kennedy Intl (JFK) - 8% of one-stop connections
• Chicago O'Hare Intl (ORD) - 8% of one-stop connections

Detroit Metropolitan Wayne County (DTW) handles the largest share of one-stop connections on this route.

On the Pittsburgh to Chicago route, being flexible with your departure day can save you up to 37%. Saturday is the cheapest day at $281 round-trip on average, while Sunday is the most expensive at $441: a $160 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

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 Pittsburgh to Chicago route, 11% of flights were delayed in the past 3 months, with delays averaging 2 hours 1 minute.

Morning is the busiest departure period on Pittsburgh to Chicago flights, with 47% of flights leaving in that window. Afternoon departures account for 27%, evening flights for 26%, and night flights for 0%.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

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

• Earliest: departs at 5:11 am and lands at 7:00 am
• Latest: departs at 9:55 pm and lands at 11:44 pm.

The flight takes about 1h 49m.

Last-minute fares on this route - booked within 2 weeks of departure - run 74% above the route average of $329. Book 23 weeks before departure for the lowest fares.

A nonstop flight from Pittsburgh to Chicago takes 1h 49m, covering 395 miles.

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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $210 to $1,047. That means the highest observed fare was about 5x higher than the lowest one.

One-way fares from Pittsburgh to Chicago are currently lower than usual. Average one-way flight prices are about $137, which is 37% below the typical average for this route.

United Airlines is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on Pittsburgh to Chicago flights are:

• United Airlines: 93% on time
• American Airlines: 90% on time
• Southwest: 84% on time

Overall, flights on this route are on time 89% of the time on average.

Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 3h 26m, compared with 4h 09m via Chicago O'Hare Intl (ORD) and 5h 45m via Philadelphia (PHL).

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

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Near Chicago Midway Airport (MDW) — daily rates from around $32:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Round-trip flights from Pittsburgh to Chicago range from $231 to $469, with an average of $329 over the past 12 months. Anything below $231 counts as a good deal.

American Airlines is the only airline on the Pittsburgh to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.