$127 Find Cheap Flights from Chicago Midway Airport to Pittsburgh - Compare and Save

Among airlines operating Chicago Midway Airport to Pittsburgh flights:

• Southwest: offers free seat selection

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

Only Southwest operates flights between Chicago Midway Airport and Pittsburgh.

Flights from Chicago Midway Airport to Pittsburgh usually depart from Chicago Midway (MDW) and arrive at Pittsburgh (PIT).

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

• Southwest: a cabin bag and a checked bag in Economy Class
• JetBlue: 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.

Only Economy Class is available on flights from Chicago Midway Airport to Pittsburgh.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $260 round-trip via Detroit Metropolitan Wayne County (DTW), compared to $309 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Airbus A320-100/200 family is used most often on this route, operated mainly by United Airlines and American Airlines. Other aircraft seen on the route include Airbus A319 variants.

Most connecting flights from Chicago Midway Airport to Pittsburgh pass through Detroit Metropolitan Wayne County (DTW), which handles 100% of one-stop traffic on this route. Other layover airports each see under 5%.

Yes. Being flexible with your travel dates can save you up to 58% on the Chicago Midway Airport to Pittsburgh route. Tuesday is the cheapest departure day at $239 round-trip on average, while Sunday is the most expensive at $569, a difference of $330. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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 Midway Airport to Pittsburgh route, 15% of flights were delayed in the past 3 months, with delays averaging 1 hour 48 minutes.

Morning is the busiest departure period on Chicago Midway Airport to Pittsburgh flights, with 34% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 33%, and night flights for 0%.

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

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

• Earliest: departs at 7:40 am and lands at 9:05 am
• Latest: departs at 8:45 pm and lands at 10:10 pm.

The flight takes about 1h 25m.

Last-minute fares on this route - booked within 2 weeks of departure - run 76% above the route average of $302. Book 21 weeks before departure for the lowest fares.

A nonstop flight from Chicago Midway Airport to Pittsburgh takes 1h 25m, covering 400 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 $248 to $799. That means the highest observed fare was about 3x higher than the lowest one.

One-way fares from Chicago Midway Airport to Pittsburgh are currently lower than usual. Average one-way flight prices are about $142, which is 39% below the typical average for this route.

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.

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

Pittsburgh Airport (PIT) hosts 5 major car rental companies, with daily rates starting from around $31 for economy cars. Top options include:
• Dollar
• Hertz
• Sixt
• Budget
• Alamo

Round-trip flights from Chicago Midway Airport to Pittsburgh range from $222 to $444, with an average of $302 over the past 12 months. Anything below $222 counts as a good deal.

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