HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pennsylvania

$49+ Cheap flights from Midway (MDW) to Pennsylvania

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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
Mar 31 — Apr 71
Mon 3/31
Mon 4/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Pennsylvania with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Pennsylvania

Keep the following information in mind while searching for Midway to Pennsylvania flight deals. Data was last updated March 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$142
(Southwest)

One-way from

$49
(Southwest)

Popular in

February

Cheapest in

August

Average price

$310

Good round-trip deal

$142 or less

Good one-way deal

$63 or less
Provider with most accurate pricing for Chicago (CHI)-Philadelphia flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Philadelphia flights.
Search Deals
From Chicago Midway to Pennsylvania
Search Deals
One-way flight from Chicago Midway to Pennsylvania
Search Deals
Highest demand for flights based on searches. 35% potential increase in price ($114 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Pennsylvania.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Pennsylvania.
Search Deals

Find flight deals from Midway to Pennsylvania

Cheapest flights from Midway to Pennsylvania
Explore the most affordable flight options available from Midway to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 26, 2025.

This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/269:30 amMDW - PIT
2 stops7h 05mSouthwest
Tue 4/294:25 pmPIT - MDW
1 stop6h 25mSouthwest
Deal found 3/25$137
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/156:05 amMDW - LGA
Nonstop2h 00mSouthwest
Sat 4/197:15 amLGA - MDW
Nonstop2h 25mSouthwest
Deal found 3/24$143
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/169:20 amMDW - EWR
1 stop9h 04mDelta
Sun 4/205:55 amEWR - MDW
1 stop3h 45mDelta
Deal found 3/25$167
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/12:36 pmMDW - PHL
Nonstop2h 00mFrontier
Sun 4/611:57 amPHL - MDW
Nonstop2h 24mFrontier
Deal found 3/25$169
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/308:25 amMDW - PHL
Nonstop2h 00mSouthwest
Thu 5/15:50 amPHL - MDW
Nonstop2h 05mSouthwest
Deal found 3/25$177
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/248:10 pmMDW - DCA
Nonstop1h 50mSouthwest
Tue 4/296:30 pmDCA - MDW
Nonstop2h 05mSouthwest
Deal found 3/25$177
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/106:30 pmMDW - PIT
1 stop4h 29mDelta
Sat 5/1712:31 pmPIT - MDW
1 stop6h 16mDelta
Deal found 3/25$177
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:00 amMDW - PHL
1 stop6h 34mDelta
Tue 7/155:02 pmPHL - MDW
1 stop5h 45mDelta
Deal found 3/25$197
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/231:16 pmMDW - DCA
1 stop7h 44mDelta
Mon 4/286:00 amDCA - MDW
1 stop3h 40mDelta
Deal found 3/25$197
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/145:59 pmMDW - IAD
1 stop4h 08mDelta
Tue 4/229:20 amIAD - MDW
1 stop4h 15mDelta
Deal found 3/23$197
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/16:40 amMDW - DCA
1 stop9h 19mFrontier
Wed 4/21:03 pmDCA - MDW
1 stop12h 18mFrontier
Deal found 3/25$198
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/110:11 amMDW - IAD
1 stop8h 33mFrontier
Thu 4/109:18 pmIAD - MDW
1 stop11h 43mFrontier
Deal found 3/25$198

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Pennsylvania 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 2,558,603 searches. Data last updated March 26, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Pennsylvania that are best for you.

Fly from

Midway

Fly to

Pennsylvania

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 4/26

9:30 am-5:35 pm

2 stops7h 05m

Pittsburgh

Tue 4/29

4:25 pm-9:50 pm

1 stop6h 25m

$137

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 4/15

6:05 am-9:05 am

Nonstop2h 00m

New York LaGuardia

Sat 4/19

7:15 am-8:40 am

Nonstop2h 25m

$143

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 4/16

9:20 am-7:24 pm

1 stop9h 04m

Newark

Sun 4/20

5:55 am-8:40 am

1 stop3h 45m

$167

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 7/12

7:40 am-4:19 pm

1 stop7h 39m

Philadelphia

Sat 7/12

6:35 pm-7:54 pm

Nonstop2h 19m

$174

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 5/10

6:30 pm-11:59 pm

1 stop4h 29m

Pittsburgh

Sat 5/17

12:31 pm-5:47 pm

1 stop6h 16m

$177

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 4/30

8:25 am-11:25 am

Nonstop2h 00m

Philadelphia

Thu 5/1

5:50 am-6:55 am

Nonstop2h 05m

$177

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 4/24

8:10 pm-11:00 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Mon 4/28

9:20 pm-10:15 pm

Nonstop1h 55m

$177

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 7/8

6:00 am-1:34 pm

1 stop6h 34m

Philadelphia

Tue 7/15

5:02 pm-9:47 pm

1 stop5h 45m

$197

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 4/23

1:16 pm-10:00 pm

1 stop7h 44m

Washington, D.C. Reagan-National

Mon 4/28

6:00 am-8:40 am

1 stop3h 40m

$197

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 4/14

5:59 pm-11:07 pm

1 stop4h 08m

Washington, D.C. Dulles Intl

Tue 4/22

9:20 am-12:35 pm

1 stop4h 15m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 56 results
1
2
3
...
6

Best time to book a flight from Midway to Pennsylvania

Have a flexible travel schedule? Discover the best time to fly to Pennsylvania from Midway 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Pennsylvania

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

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Pennsylvania (average of $236). Flying from Chicago Midway Airport to Pennsylvania in March is currently the most expensive (average of $295). 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.

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

Find hourly flight availability from Midway to Pennsylvania. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 26, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Pennsylvania as you normally would.

Rainfall in Pennsylvania by month

Plan your trip to Pennsylvania by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Pennsylvania ranges from 2.7 - 4.4 inches per month. July is typically the wettest month, when rainfall can reach 4.4 in. February is typically the driest time to visit Pennsylvania when rainfall is around 2.7 in.

Temperature in Pennsylvania by month

Plan your trip to Pennsylvania by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Pennsylvania, 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Pennsylvania

Get insights into the airlines that provide service to Pennsylvania. 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 Pennsylvania. Reviews last updated March 26, 2025.
Read through reviews of airlines operating flights from Chicago to Pennsylvania, such as Southwest, Delta and Allegiant Air. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,891 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
730 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,272 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $49. Delta flights start at $89 while deals on Allegiant Air start at $98 one-way.

  • What are the most popular routes from Chicago Midway Airport to Pennsylvania?

    The most popular route from Chicago Midway Airport to Pennsylvania is Chicago Midway - Newark. You may also consider Chicago Midway - New York John F Kennedy Intl or Chicago Midway - New York LaGuardia.

  • What are the cheapest flights from Chicago Midway Airport to Pennsylvania?

    While on average a flight from Chicago Midway Airport to Pennsylvania is generally $220, our data shows the cheapest flight currently is $58. When looking at the most popular route, (Chicago Midway - Newark), you can expect to pay $177 for that flight.

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

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Pennsylvania (average of $236). Flying from Chicago Midway Airport to Pennsylvania in March is currently the most expensive (average of $295). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Pennsylvania

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Las Vegas flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Newark flights
O'Hare Intl to Miami flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Orlando flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Seattle flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Atlanta flights
Midway to Newark flights
O'Hare Intl to Tampa flights
O'Hare Intl to New Orleans flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Boston flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Honolulu flights
O'Hare Intl to San Diego flights
O'Hare Intl to Reagan-National flights
Midway to Las Vegas flights
O'Hare Intl to Denver flights
O'Hare Intl to Nashville flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Austin flights
O'Hare Intl to Charleston flights
O'Hare Intl to Savannah flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Ontario flights
Midway to Atlanta flights
Midway to Los Angeles flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Fort Myers flights
Midway to Seattle flights
O'Hare Intl to Portland flights
Midway to Orlando flights
Midway to Miami flights
Midway to LaGuardia flights
O'Hare Intl to Charlotte flights
Midway to Sky Harbor Intl flights
Midway to Dulles Intl flights
O'Hare Intl to San Antonio flights
O'Hare Intl to Raleigh flights
O'Hare Intl to Hobby flights
O'Hare Intl to Burbank flights
O'Hare Intl to West Palm Beach flights

Top 2 airlines flying from Midway to Pennsylvania

Discover the top 2 airlines that operate flights from Midway to Pennsylvania. 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 2,558,603 searches. Data last updated March 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$123FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$103Average$306FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.