$69 Find Cheap Flights from Pittsburgh to Chicago Midway Airport - Compare and Save

If you are looking for a flight deal from Pittsburgh to Chicago Midway Airport, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Tuesday is the cheapest day to fly and Sunday is the most expensive.

The cheapest month for flights from Pittsburgh to Chicago Midway Airport is October, where tickets cost $200 (return) on average. On the other hand, the most expensive months are August and July, where the average cost of round-trip tickets is $546 and $494 respectively.

In the past 5 days, the cheapest round-trip tickets from Pittsburgh to Chicago Midway Airport were found on Delta ($188) and Southwest ($207).

There is just one airline that flies from Pittsburgh to Chicago Midway Airport direct and that is Southwest. The best round-trip deal found from Southwest for the route is $131.

Weekly flights between Pittsburgh and Chicago historically see delays in approximately 15% of cases, with the average delay over the past year being 102 minutes.

Typically, flights leaving in the morning tend to face fewer delays, whereas flights in the evening have historically encountered delays more often.

Statistically, Saturday is the day of the week with the fewest delays on this flight route, while Sunday has typically experienced more delays than other days.

Based on our data, Southwest have experienced the fewest delays on this route in the past 12 months, with only about 14% of their flights encountering any delays.

There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Each day, there are between 2 and 4 nonstop flights that take off from Pittsburgh and land in Chicago Midway Airport, with an average flight time of 1h 22m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 21 flights. The most frequent day of departure is Sunday, when 19% of all weekly flights depart. The fewest flights depart on a Saturday.