PIT to MDW (Pittsburgh to Chicago) Flights

Last Minute Flights from PIT to MDW

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
PITChicagoMay 3 to May 19$446
*Prices include taxes and fees

Cheapest PIT to MDW Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
PITChicagoMay 20 to May 22$97
PITChicagoMay 23 to May 31$220
PITChicagoOctober 1 to October 29$235
PITChicagoAugust 30 to September 9$255
*Prices include taxes and fees
PIT to MDW Flight Details
Origin airport
Pittsburgh Intl.
Origin airport IATA code
PIT
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
399 mi

Frequently asked questions

What airlines fly direct from Pittsburgh Airport to MDW?
At the moment, you can’t fly straight between these airports. You’ll have to book a flight with at least one stop to get from Pittsburgh Airport to MDW.
How many flights are there from PIT to MDW?
At least 13 services operate per day between Pittsburgh, PA (PIT-Pittsburgh Intl.) and Chicago, IL (MDW-Midway Intl.). Fasten your seat belt because your plane to Chicago is ready to go.
How long does it take to fly from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (MDW-Midway Intl.)?
With a flight duration of only 3 hours and 42 minutes, you’ll be arriving at Chicago, IL (MDW-Midway Intl.) from Pittsburgh, PA (PIT-Pittsburgh Intl.) in a flash. Catch an early morning flight and you’ll have the whole day in front of you.
What is the flight distance from Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (MDW-Midway Intl.)?
Pittsburgh, PA (PIT-Pittsburgh Intl.) to Chicago, IL (MDW-Midway Intl.) is a short-haul flight of 400 miles (640 1). You’ll have barely enough time to relax in your seat before your wheels touch down in Chicago.
How many morning flights are there from PIT to MDW?
There are about 43 morning flights journeying from PIT to MDW each week. Delta Air Lines (DL) has 41 weekly flights that depart before midday. If you’d like to get going early, catch the first flight at 6:00AM.
How many afternoon flights are there from PIT to MDW?
Say no to the super early check in and choose one of the 54 weekly afternoon and evening flights from PIT to MDW. Afternoon and evening services operated by Delta Air Lines (DL) fly out from 12:30PM. Overall, DL has 50 weekly flights with departures after midday.
What is the earliest departure time out of Pittsburgh to Chicago?
6:00AM is the first flight from PIT, landing at MDW at 11:01PM. Save precious minutes in the morning by having your suitcase packed and ready to be bundled into your ride.
What is the latest departure time out of Pittsburgh to Chicago?
The last flight departs PIT at 7:59PM and arrives at 4:50PM at MDW. You’ll have plenty of time to get ready for this flight.
What is the average price from Pittsburgh to Chicago?
On average, the most competitive price for a round-trip airfare from PIT to MDW is $97. Score a great bargain by reserving your seats soon. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Pittsburgh to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Pittsburgh to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from PIT to MDW, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Pittsburgh to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.