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Cheap flights from Pittsburgh to Chicago Midway (PIT - MDW)

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The best prices from Pittsburgh to Chicago Midway are usually found in April or May, booked 34 days in advance, depart on a Sunday or Thursday and return on a Wednesday

How to find the cheapest flight from
Pittsburgh (PIT) to Chicago Midway (MDW)

PIT - MDW
Price
$238 - $354
MDW
Temperature
33.8 - 84.2 °F
MDW
Rainfall
0.7 - 4.3 inches
Popular in January High demand for flights, 24% potential price rise
Cheapest in April Best time to find cheap flights, 12% potential price drop
Round-trip from $238 From Pittsburgh to Chicago Midway
One-way from $59 One-way flight from Pittsburgh to Chicago Midway
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Pittsburgh to Chicago Midway?

Leaving on a Saturday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 59% on the overall cost on flights from Pittsburgh to Chicago Midway.

How far in advance should I book a flight from Pittsburgh to Chicago Midway?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 37 days in advance, which can save you up to 10% on flights from Pittsburgh to Chicago Midway compared to booking the week you need them. Waiting 37 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $177. For sooner than that we have options available in the next 3 days from $177.

When is the cheapest time to fly from Pittsburgh to Chicago Midway (PIT - MDW)?

A simple way to save on the total cost of your ticket is to fly from Pittsburgh to Chicago Midway in the morning. If you’re flexible enough to do this you can expect to save up to 32% on your trip compared to booking a flight in the afternoon.

Cheap flights from Pittsburgh to Chicago Midway in August, September 2020

The best prices found for PIT to MDW flights for August, September
23 Jul - 26 Jul
$256pp
PIT
Pittsburgh
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Multiple Airlines
     
3 STOPS
PIT
Pittsburgh
7 Aug - 9 Aug
$261pp
PIT
Pittsburgh
Multiple Airlines
     
3 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
   
2 STOPS
PIT
Pittsburgh
7 Aug - 9 Aug
$263pp
PIT
Pittsburgh
Allegiant Air
   
2 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
   
2 STOPS
PIT
Pittsburgh

Pittsburgh to Chicago Midway 2020 flight deals

Cheap flights to Chicago Midway from Pittsburgh found for this year
8 Sep - 8 Sep
$118pp
PIT
Pittsburgh
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PIT
Pittsburgh
11 Sep - 11 Sep
$126pp
PIT
Pittsburgh
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PIT
Pittsburgh
23 Jul - 26 Jul
$256pp
PIT
Pittsburgh
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Multiple Airlines
     
3 STOPS
PIT
Pittsburgh

Last minute flights from Pittsburgh to Chicago Midway

Late deals on round-trip flights to Chicago Midway from Pittsburgh, departing today and this week
24 Jul - 26 Jul
$294pp
PIT
Pittsburgh
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
PIT
Pittsburgh
24 Jul - 26 Jul
$330pp
PIT
Pittsburgh
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
PIT
Pittsburgh
27 Jul - 27 Oct
$6607pp
PIT
Pittsburgh
Linear Air Taxi
   
2 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Linear Air Taxi
   
2 STOPS
PIT
Pittsburgh

One-way flights to Chicago Midway from Pittsburgh

The cheapest one-way flights from Pittsburgh to Chicago Midway
9:00 am - 12:30 pm
Delta
1 Stop
4h 30m
PIT - MDW
Delta
$59
Delta
5:24 pm - 12:37 pm
Allegiant Air
3 Stops
44h 13m
PIT - MDW
Allegiant Air
$160
Kiwi.com
7:03 am - 1:30 pm
Multiple Airlines
3 Stops
31h 27m
PIT - MDW
Multiple Airlines
$249
Kiwi.com

Related info for your journey

Useful info, stats and facts about Pittsburgh to Chicago Midway flights.

Flight FAQs

From Pittsburgh to Chicago Midway

Are flight prices decreasing from Pittsburgh to Chicago Midway due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Pittsburgh and Chicago Midway for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Pittsburgh to Chicago Midway for under $200 on Cheapflights?

Yes, there are multiple flights from Pittsburgh to Chicago Midway for under $200. The cheapest flight booked recently is on Delta for just $118, but on average you can expect to pay $2589.

Are there nonstop flights from Pittsburgh to Chicago Midway for under $100 on Cheapflights?

There are no nonstop flights from Pittsburgh to Chicago Midway, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Pittsburgh to Chicago Midway for under $300?

There are currently 5+ open flights from Pittsburgh to Chicago Midway within the next 7 days for less than $300.

What days are nonstop flights available from Pittsburgh to Chicago Midway?

Nonstop flights can be found on the following days: Sunday, Tuesday, Wednesday, Thursday, Friday, Saturday.

How many flights depart from Pittsburgh to Chicago Midway on average per day?

On average, you can expect to see 1 flight from Pittsburgh to Chicago Midway a day.
Morning (6am - Noon) - 100% of flight departures

Does it rain more in Pittsburgh or Chicago Midway?

The rainfall in Pittsburgh is generally same as the rainfall in Chicago Midway. This will continue over the next 15 days.

Is Pittsburgh weather warmer or cooler than Chicago Midway?

We forecast the temperature to be around the 84 °F's in July, on average. The temperature in Chicago Midway is generally the same as in Pittsburgh. Book flights in a timely manner in correlation to your departure date.

How long is the flight from Pittsburgh to Chicago Midway?

Departing from Pittsburgh to Chicago Midway will take you 3h 23m. Pittsburgh and Chicago Midway are separated by a distance of 403 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Pittsburgh to Chicago Midway round-trip?

According to our current data, Delta ($118), and Linear Air Taxi ($2143) offers the cheapest pricing from Pittsburgh to Chicago Midway. You may be able to fly from Pittsburgh to Chicago Midway for 56% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Pittsburgh to Chicago Midway one-way?

To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $59. Allegiant Air flights start at $79 while deals on Linear Air Taxi start at $3250 one-way.

Alternative routes for Pittsburgh to Chicago Midway

Destination information for Chicago Midway

Things to know before you go. Useful info for your trip from Pittsburgh to Chicago Midway
Average temperature for August in Chicago Midway
82.4 °F
Avg rainfall for August in Chicago Midway
3.9 ″

Airports servicing Pittsburgh

Airports servicing Chicago

Hourly flight availability from Pittsburgh to Chicago Midway

Morning 6 AM to noon 63% of PIT to MDW departures
Afternoon Noon to 6 PM 36% of PIT to MDW departures
Early morning Midnight to 6 AM 1% of PIT to MDW departures
Evening 6 PM to midnight 0% of PIT to MDW departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Pittsburgh to Chicago Midway
Sunday
2 daily flights
Monday
4 daily flights
Tuesday
2 daily flights
Wednesday
2 daily flights
Thursday
3 daily flights
Friday
3 daily flights
Saturday
3 daily flights
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