Cheap Flight Tickets from Chicago (MDW) to Pittsburgh (PIT), Starting at $165

Good to Know: Cheapest and Fastest MDW - PIT Flights

Useful information for finding best airline tickets from Chicago Midway International to Pittsburgh International on your next trip.

Cheapest Round Trip Flight

$165

WN Southwest Airlines • 1 stop • 8h 55m

Aug 27 – Aug 30

The cheapest round trip flight from Chicago to Pittsburgh (MDW-PIT-MDW) is currently $165

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Cheapest Direct Flight

$165

WN Southwest Airlines • nonstop • 2h 10m

Aug 27

The cheapest nonstop flight from Chicago to Pittsburgh (MDW-PIT) is currently $165

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Fastest Flight

2h 5m

The fastest nonstop flight from Chicago to Pittsburgh (MDW-PIT) takes 2h 5m

Top Airlines Flying from Chicago to Pittsburgh

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Chicago (MDW) to Pittsburgh (PIT)

Compare and book low fare round-trip air tickets from Chicago to Pittsburgh. Ideal for travelers with confirmed return itineraries.

Aug 27 - Aug 30, Economy
WN
Chicago → Pittsburgh
8h 55m
2:55 PM - 9:30 PM • 1 stop
WN
Chicago → Pittsburgh
2h 5m
11:45 AM - 12:10 PM • nonstop
$165
Southwest Airlines
Aug 27 - Aug 30, Economy
DL
Chicago → Pittsburgh
8h 45m
9:59 AM - 4:24 PM • 1 stop
DL
Chicago → Pittsburgh
8h 37m
6:19 PM - 10:36 PM • 1 stop
$165
Delta Airlines
Aug 27 - Aug 30, Economy
DL
Chicago → Pittsburgh
10h 44m
12:46 PM - 8:30 PM • 1 stop
DL
Chicago → Pittsburgh
5h 42m
6:35 AM - 9:17 AM • 1 stop
$165
Delta Airlines
Aug 27 - Aug 30, Economy
WN
Chicago → Pittsburgh
5h 40m
7:30 AM - 12:10 PM • 1 stop
WN
Chicago → Pittsburgh
6h 40m
6:55 AM - 9:55 AM • 1 stop
$165
Southwest Airlines
Aug 27 - Aug 30, Economy
WN
Chicago → Pittsburgh
7h 25m
3:20 PM - 9:05 PM • 1 stop
WN
Chicago → Pittsburgh
7h 5m
7:30 PM - 10:55 PM • 1 stop
$165
Southwest Airlines
Aug 27 - Aug 30, Economy
WN
Chicago → Pittsburgh
6h 55m
7:55 AM - 1:10 PM • 1 stop
WN
Chicago → Pittsburgh
2h 5m
6:50 PM - 7:15 PM • nonstop
$165
Southwest Airlines

Fly from Chicago to Pittsburgh with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Pittsburgh? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Pittsburgh Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to PIT?
The most popular airline flying from Chicago to Pittsburgh are
Can I fly from MDW to PIT non-stop?
Yes, you can fly MDW to PIT non-stop on
Which airlines fly nonstop between Chicago and Pittsburgh?
The non-stop flights between Chicago and Pittsburgh are .
What’s the earliest departure time from MDW to PIT Airport?
The earliest flight leaves MDW at 7:30 am and lands in PIT - Pittsburgh International
What are the airports in Pittsburgh?
PIT
Can I make changes to my Chicago to Pittsburgh flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to PIT?
Read the fare rules of the Chicago to Pittsburgh air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Pittsburgh?
operate flights between Chicago and Pittsburgh
How long does a flight from Chicago to Pittsburgh take?
It takes approximately 1 hour to fly non-stop from MDW to PIT, which is 402.18 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Pittsburgh (PIT) ?
In the past couple of days, the cheapest tickets to PIT from MDW were found on WN : USD 165
Do I need a passport to fly between MDW and PIT?
No
What’s the latest departure time from MDW to PIT ?
The last flight leaves MDW at 7:40 pm

Chicago (MDW) to Pittsburgh (PIT): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Pittsburgh International , Pittsburgh, US
Distance 402 miles

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