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Cheap flights from Pittsburgh (PIT) to Midway (MDW) from $58

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
PIT — MDW
Jun 10 — Jun 171
From?
To?
Mon 6/10
Mon 6/17
1 adult, Economy
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Cheap flight deals from Pittsburgh to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 5, 2024.

Popular in

May

Cheapest in

April

Round-trip from

$223

One-way from

$147
High demand for flights, 39% potential price rise
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Best time to find cheap flights, 45% potential price drop
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From Pittsburgh to Chicago Midway
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One-way flight from Pittsburgh to Chicago Midway
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What is the cheapest day to fly round-trip from Pittsburgh to Chicago Midway Airport?

Flights from Pittsburgh to Chicago Midway Airport are found to be more expensive on Sunday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago Midway Airport.

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

Travelers have found it’s best to book a flight 45 days in advance to save up to 159% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 45 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Pittsburgh to Chicago Midway Airport 1-2 weeks in advance for as low as $374, or $458 for flights within the next 24 hours.

What is the cheapest month to fly from Pittsburgh to Chicago Midway Airport?

Our data shows that February tends to be the cheapest month to fly to Chicago Midway Airport from Pittsburgh. Users have commonly found prices around $292 for the month, but tickets can be as low as $124. Due to multiple factors, prepare for potentially higher prices in November.

What is the cheapest time of day to fly from PIT to MDW?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 31% on flights from Pittsburgh to Chicago Midway Airport by exploring options for tickets in the morning.

Cheap Pittsburgh to Midway flights in June & July 2024

Find cheap flight options from Pittsburgh to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 5, 2024.
Scroll through some of the best deals on flights from Pittsburgh to Chicago in 2024. Check back regularly for other flight deals.
Tue 6/114:54 pmPIT - MDW
1 stop5h 26mFrontier
Sat 6/158:53 amMDW - PIT
1 stop8h 17mFrontier
Deal found 6/3$116
Wed 6/125:49 pmPIT - MDW
1 stop6h 09mFrontier
Sat 6/158:53 amMDW - PIT
1 stop8h 17mFrontier
Deal found 6/5$119
Tue 6/114:54 pmPIT - MDW
1 stop5h 26mFrontier
Tue 6/187:00 amMDW - PIT
1 stop9h 14mFrontier
Deal found 6/4$136
Mon 6/108:11 amPIT - MDW
1 stop6h 27mFrontier
Mon 6/1712:57 pmMDW - PIT
1 stop7h 25mFrontier
Deal found 6/3$137
Sat 6/1510:13 pmPIT - MDW
1 stop8h 47mFrontier
Mon 6/1712:57 pmMDW - PIT
1 stop7h 25mFrontier
Deal found 6/4$138
Mon 6/105:49 pmPIT - MDW
2 stops28h 31mFrontier
Mon 6/1712:57 pmMDW - PIT
1 stop7h 25mFrontier
Deal found 6/3$153
Mon 7/16:15 amPIT - MDW
1 stop3h 34mDelta
Mon 7/81:25 pmMDW - PIT
1 stop3h 14mDelta
Deal found 6/3$156
Mon 6/178:11 amPIT - MDW
1 stop6h 27mFrontier
Sat 6/227:00 amMDW - PIT
1 stop8h 59mFrontier
Deal found 6/5$160
Tue 6/184:54 pmPIT - MDW
1 stop5h 26mFrontier
Sat 6/2210:26 pmMDW - PIT
1 stop19h 23mFrontier
Deal found 6/3$161

Pittsburgh to Midway 2024 flight deals

Discover exclusive flight deals for travel between Pittsburgh and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
Scroll through some of the best deals on flights from Pittsburgh to Chicago in 2024. Check back regularly for other flight deals.
Wed 9/115:58 pmPIT - MDW
1 stop4h 57mFrontier
Sat 9/1410:00 amMDW - PIT
1 stop6h 06mFrontier
Deal found 6/5$108
Tue 6/114:54 pmPIT - MDW
1 stop5h 26mFrontier
Sat 6/158:53 amMDW - PIT
1 stop8h 17mFrontier
Deal found 6/3$116
Wed 6/125:49 pmPIT - MDW
1 stop6h 09mFrontier
Sat 6/158:53 amMDW - PIT
1 stop8h 17mFrontier
Deal found 6/5$119
Tue 9/2412:03 pmPIT - MDW
1 stop9h 59mFrontier
Sat 9/2810:00 amMDW - PIT
1 stop6h 06mFrontier
Deal found 6/4$127
Tue 9/1712:03 pmPIT - MDW
1 stop9h 59mFrontier
Wed 9/1810:00 amMDW - PIT
1 stop6h 08mFrontier
Deal found 6/4$136
Mon 6/108:11 amPIT - MDW
1 stop6h 27mFrontier
Mon 6/1712:57 pmMDW - PIT
1 stop7h 25mFrontier
Deal found 6/3$137
Sat 6/1510:13 pmPIT - MDW
1 stop8h 47mFrontier
Mon 6/1712:57 pmMDW - PIT
1 stop7h 25mFrontier
Deal found 6/4$138
Sun 9/1512:03 pmPIT - MDW
1 stop9h 59mFrontier
Wed 9/1810:00 amMDW - PIT
1 stop6h 08mFrontier
Deal found 6/4$142
Thu 8/1512:03 pmPIT - MDW
1 stop9h 59mFrontier
Sat 8/1710:08 pmMDW - PIT
1 stop12h 05mFrontier
Deal found 6/4$145

Pittsburgh to Midway flights leaving soon

Find last-minute flight options from Pittsburgh to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
Have a look at some of the flights available from Pittsburgh to Chicago departing last-minute. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Tue 6/114:54 pmPIT - MDW
1 stop5h 26mFrontier
Sat 6/158:53 amMDW - PIT
1 stop8h 17mFrontier
Deal found 6/3$116
Wed 6/125:49 pmPIT - MDW
1 stop6h 09mFrontier
Sat 6/158:53 amMDW - PIT
1 stop8h 17mFrontier
Deal found 6/5$119
Tue 6/114:54 pmPIT - MDW
1 stop5h 26mFrontier
Tue 6/187:00 amMDW - PIT
1 stop9h 14mFrontier
Deal found 6/4$136
Mon 6/108:11 amPIT - MDW
1 stop6h 27mFrontier
Mon 6/1712:57 pmMDW - PIT
1 stop7h 25mFrontier
Deal found 6/3$137
Sat 6/1510:13 pmPIT - MDW
1 stop8h 47mFrontier
Mon 6/1712:57 pmMDW - PIT
1 stop7h 25mFrontier
Deal found 6/4$138
Mon 6/105:49 pmPIT - MDW
2 stops28h 31mFrontier
Mon 6/1712:57 pmMDW - PIT
1 stop7h 25mFrontier
Deal found 6/3$153
Tue 6/114:54 pmPIT - MDW
1 stop5h 26mFrontier
Fri 6/147:30 amMDW - PIT
1 stop8h 29mFrontier
Deal found 6/5$179
Mon 6/105:49 pmPIT - MDW
1 stop6h 09mFrontier
Thu 6/1310:28 amMDW - PIT
1 stop5h 03mFrontier
Deal found 6/4$197
Thu 6/1310:09 pmPIT - MDW
1 stop14h 51mFrontier
Mon 6/1712:57 pmMDW - PIT
1 stop7h 25mFrontier
Deal found 6/5$232

One-way flights to Midway from Pittsburgh

Search for one-way flight options from Pittsburgh to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
Take a look at some of the best available options we've come across on one-way flights from Pittsburgh to Chicago. For those needing a return trip from Pittsburgh, there is a search form available above.
Wed 9/45:58 pmPIT - MDW
1 stop4h 57mFrontier
Deal found 6/5$58
Wed 9/115:58 pmPIT - MDW
1 stop4h 57mFrontier
Deal found 6/4$62
Sat 6/1510:13 pmPIT - MDW
1 stop8h 47mFrontier
Deal found 6/3$64
Tue 9/108:39 pmPIT - MDW
1 stop16h 13mFrontier
Deal found 6/4$65
Mon 7/16:15 amPIT - MDW
1 stop3h 34mDelta
Deal found 6/4$78
Wed 6/195:49 pmPIT - MDW
1 stop6h 09mFrontier
Deal found 6/4$80
Tue 6/254:54 pmPIT - MDW
1 stop5h 26mFrontier
Deal found 6/3$84
Mon 8/54:18 pmPIT - MDW
1 stop7h 41mFrontier
Deal found 6/4$86
Fri 7/58:05 amPIT - MDW
1 stop6h 23mFrontier
Deal found 6/5$88

Find flights from Pittsburgh to Midway within your budget

Customize your flight search to find flights from Pittsburgh to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$108 - $197

Route

Depart

Return

Price

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Wed 9/11

1 stop4h 57m

Chicago Midway

Sat 9/14

1 stop6h 06m

$108

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Tue 9/24

1 stop9h 59m

Chicago Midway

Sat 9/28

1 stop6h 06m

$127

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Tue 9/17

1 stop9h 59m

Chicago Midway

Wed 9/18

1 stop6h 08m

$136

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Sat 6/15

1 stop8h 47m

Chicago Midway

Mon 6/17

1 stop7h 25m

$138

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Sun 9/15

1 stop9h 59m

Chicago Midway

Wed 9/18

1 stop6h 08m

$142

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Thu 8/15

1 stop9h 59m

Chicago Midway

Sat 8/17

1 stop12h 05m

$145

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Wed 9/18

1 stop3h 15m

Chicago Midway

Thu 9/19

1 stop5h 36m

$166

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Sat 9/28

1 stop3h 56m

Chicago Midway

Mon 9/30

1 stop4h 01m

$176

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Tue 9/10

1 stop5h 52m

Chicago Midway

Fri 9/13

1 stop5h 36m

$197

Flights are sorted by cheapest first

Deals found on 6/5

What is the cheapest day to fly from Pittsburgh to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Pittsburgh to Midway. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Pittsburgh to Chicago Midway Airport flight should consider departing on Sunday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Pittsburgh to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Pittsburgh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Midway by month

Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 5, 2024.
Read through reviews of airlines operating flights from Pittsburgh to Chicago, such as Delta and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,368 reviews

Comfort

7.9

Food

7.4

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,368 reviews
Delta
8.0
Very good
10,368 reviews

Comfort

7.9

Food

7.4

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Allegiant Air
7.5
Good
994 reviews
Delta
8.0
Very good
10,368 reviews

Comfort

7.9

Food

7.4

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Frontier
6.2
Okay
3,985 reviews
Delta
8.0
Very good
10,368 reviews

Comfort

7.9

Food

7.4

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Pittsburgh to Chicago Midway?

    For a flight from Pittsburgh to Chicago Midway, you will be flying from Pittsburgh. Pittsburgh (PIT) is just 13.5 mi from the center of the city. Pittsburgh is the only Pittsburgh airport and it handles 4 outbound flights to Chicago Midway per day. 1 airline has flights to Chicago Midway from Pittsburgh on a regular basis.

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

    Yes, there are multiple flights from Pittsburgh to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Frontier for just $108, but on average you can expect to pay $152.

  • Are there last-minute flights available from Pittsburgh to Chicago Midway Airport for under $200?

    There are currently 18+ open flights from Pittsburgh to Chicago Midway Airport within the next 7 days for less than $200.

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

    Frontier, at $108, was found to be the cheapest airline from Pittsburgh to Chicago Midway Airport. An alternate airline flying to your destination would be Delta. Frontier is priced at 66% lower than the current average price of a flight leaving 3 months from now.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $58. Delta flights start at $78 while deals on Allegiant Air start at $168 one-way.

  • What does PIT to MDW mean?

    PIT and MDW are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. PIT to MDW refers to a flight route from Pittsburgh Airport to Chicago Midway Airport.

  • Can I find deals for flights from Pittsburgh to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Pittsburgh to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Pittsburgh to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Pittsburgh to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Pittsburgh to Midway that include hotel bookings?

    Yes. In addition to deals on Pittsburgh to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pittsburgh to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pittsburgh to Midway.

  • Can I find deals for business class flights from Pittsburgh to Midway?

    Yes. Cheapflights offers flight deals from Pittsburgh to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Pittsburgh to Midway that allow pets onboard?

    Many airlines flying from Pittsburgh to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Pittsburgh to Midway?

    Yes, you can often find last-minute deals on Pittsburgh to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Pittsburgh to Chicago Midway Airport flight deals updated?

    The Pittsburgh to Chicago Midway Airport flight deals you see on this page were last updated on 6/5.

  • What is the cheapest month to book a flight from Pittsburgh to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Pittsburgh to Chicago Midway Airport (average of $141). Flying from Pittsburgh to Chicago Midway Airport in July is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Pittsburgh to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from Pittsburgh to Midway

Discover the top airline that operate flights from Pittsburgh to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$170Average$346FlexibilityNo cancel feeOn-timeN/A
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Miami to Nashville flights
St. Louis to Las Vegas flights
Dallas to Atlanta flights
New York to Tokyo flights
Minneapolis to Las Vegas flights
Des Moines to Las Vegas flights
Los Angeles to Tampa flights
Las Vegas to San Diego flights
Tampa to Atlanta flights
Pittsburgh to Melbourne flights

Search flights from Pittsburgh to Midway by cabin class

Find flights from Pittsburgh to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Pittsburgh to Midway

Find hourly flight availability from Pittsburgh to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 5, 2024.
1%of flight departuresEarly morningMidnight to 6 am
69%of flight departuresMorning6 am to noon
15%of flight departuresAfternoonNoon to 6 pm
15%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Pittsburgh to Midway

Explore weekly flight availability from Pittsburgh to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 5, 2024.
Sunday2daily flights
Monday5daily flights
Tuesday5daily flights
Wednesday5daily flights
Thursday5daily flights
Friday5daily flights
Saturday2daily flights

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Fly with Cheapflights

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How does Cheapflights help users find flights from Pittsburgh to Midway?

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Why should you use Cheapflights to find cheap flight tickets from Pittsburgh to Midway?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Pittsburgh to Midway.

Can Cheapflights find flights from Pittsburgh to Midway with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Pittsburgh to Midway flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Pittsburgh to Midway become cheaper?

Of course! You can now track prices for flights from Pittsburgh to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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