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Cheap Flights from Pittsburgh to Chicago $273.6

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Cheapest Flights from Pittsburgh to Chicago (PIT to MDW)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Pittsburgh to Chicago (PIT to MDW)

Question : For PIT to MDW, how many departure times are there on a given day?
Answer : On average, PIT to MDW sees three different flight times. Compared to the average route with 31 flight times, you won't have as many choices as other routes.

Question : How often is the Pittsburgh International Airport (PIT) to Chicago Midway International Airport (MDW) route on schedule?
Answer : Ranking in the top half of all routes worldwide, passengers from PIT to MDW are arriving on-schedule 86% of the time. When a flight is delayed, it averages between 10-20 minutes.

Question : Should you take that vacation to Chicago in the next 30 days?
Answer : February 4th offers bookings (as of January 23rd) that are 41% below the average price for this route. Saving on flight costs means you'll have more money in your pocket for the trip.

Question : If having the most departure times is important to you, are there particular days that offer more options than others?
Answer : The days with the most departure times for this route are Monday and Tuesday with 20 options. Note that Saturday offers the least number of options with seven flight times.

Question : Can you cut down on flight costs by changing the day of the week you travel to Chicago?
Answer : For the month of February, the cheapest day to fly is Friday. Flexibility is paramount when booking travel plans in order to keep costs down.

Question : How long does it take to get from PIT to MDW?
Answer : If you're able to take the quickest direct flight (which is offered by Southwest Airlines), you can leave PIT at 5:05 PM EST and get to MDW at 5:35 PM CST (30 minutes). Remember, there is a one-hour time difference.