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$89+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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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 May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$137
(Southwest)

One-way from

$89
(Southwest)

Popular in

March

Cheapest in

August

Average price

$214

Good round-trip deal

$190 or less

Good one-way deal

$98 or less
Provider with most accurate pricing for Chicago (CHI)-Philadelphia flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Philadelphia flights.
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From Chicago Midway to Pennsylvania
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One-way flight from Chicago Midway to Pennsylvania
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Highest demand for flights based on searches. 31% potential increase in price ($102 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Chicago Midway to Pennsylvania.
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Price to beat on a one-way flight from Chicago Midway to Pennsylvania.
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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 May 1, 2025.

This Southwest deal was found by Cheapflights users on 4/30. 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 5/145:50 pmMDW - LGA
Nonstop2h 10mSouthwest
Wed 5/219:45 pmLGA - MDW
Nonstop2h 15mSouthwest
Deal found 4/30$137
This Frontier deal was found by Cheapflights users on 4/30. 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.
Sat 5/242:44 pmMDW - PHL
1 stop13h 23mFrontier
Mon 5/266:39 pmPHL - MDW
Nonstop2h 16mFrontier
Deal found 4/30$178
This Delta deal was found by Cheapflights users on 4/30. 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 6/215:53 pmMDW - EWR
1 stop4h 07mDelta
Tue 6/247:05 amEWR - MDW
1 stop5h 54mDelta
Deal found 4/30$179
This Southwest deal was found by Cheapflights users on 4/30. 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 5/218:25 amMDW - PHL
Nonstop2h 00mSouthwest
Sun 5/256:55 pmPHL - MDW
Nonstop2h 15mSouthwest
Deal found 4/30$180
This Frontier deal was found by Cheapflights users on 4/29. 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.
Sat 5/1710:48 amMDW - IAD
1 stop4h 46mFrontier
Mon 5/193:32 pmIAD - MDW
1 stop9h 15mFrontier
Deal found 4/29$180
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/69:34 amMDW - LGA
1 stop5h 55mFrontier
Wed 5/76:30 amLGA - MDW
1 stop5h 56mFrontier
Deal found 4/30$195
This Southwest deal was found by Cheapflights users on 4/29. 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.
Fri 6/138:10 pmMDW - DCA
Nonstop1h 50mSouthwest
Sat 7/58:25 amDCA - MDW
Nonstop2h 05mSouthwest
Deal found 4/29$195
This Lucky2Go deal was found by Cheapflights users on 4/30. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/308:04 pmMDW - EWR
1 stop14h 01mMultiple Airlines
Fri 6/611:04 amEWR - MDW
1 stop22h 43mMultiple Airlines
Deal found 4/30$196
This Delta deal was found by Cheapflights users on 4/29. 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 5/245:55 pmMDW - DCA
1 stop3h 15mDelta
Sun 5/256:00 amDCA - MDW
1 stop3h 40mDelta
Deal found 4/29$197
This Frontier deal was found by Cheapflights users on 4/30. 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.
Wed 5/142:12 pmMDW - JFK
1 stop9h 23mFrontier
Wed 5/216:00 amJFK - MDW
1 stop6h 26mFrontier
Deal found 4/30$198
This Delta deal was found by Cheapflights users on 4/30. 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 5/284:15 pmMDW - IAD
1 stop4h 19mDelta
Fri 5/303:37 pmIAD - MDW
1 stop6h 50mDelta
Deal found 4/30$199
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/88:03 pmMDW - DCA
1 stop15h 04mFrontier
Sun 5/117:00 amDCA - MDW
1 stop13h 08mFrontier
Deal found 4/29$201

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 May 1, 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

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 5/14

5:50 pm-9:00 pm

Nonstop2h 10m

New York LaGuardia

Wed 5/21

9:45 pm-11:00 pm

Nonstop2h 15m

$137

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 5/24

2:44 pm-5:07 am

1 stop13h 23m

Philadelphia

Mon 5/26

6:39 pm-7:55 pm

Nonstop2h 16m

$178

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 6/21

5:53 pm-11:00 pm

1 stop4h 07m

Newark

Tue 6/24

7:05 am-11:59 am

1 stop5h 54m

$179

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 5/21

8:25 am-11:25 am

Nonstop2h 00m

Philadelphia

Sun 5/25

6:55 pm-8:10 pm

Nonstop2h 15m

$180

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 5/17

10:48 am-4:34 pm

1 stop4h 46m

Washington, D.C. Dulles Intl

Mon 5/19

3:32 pm-11:47 pm

1 stop9h 15m

$180

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 5/6

9:34 am-4:29 pm

1 stop5h 55m

New York LaGuardia

Wed 5/7

6:30 am-11:26 am

1 stop5h 56m

$195

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 6/13

8:10 pm-11:00 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Sat 7/5

8:25 am-9:30 am

Nonstop2h 05m

$195

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Fri 5/30

8:04 pm-11:05 am

1 stop14h 01m

Newark

Fri 6/6

11:04 am-8:47 am

1 stop22h 43m

$196

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 5/24

5:55 pm-10:10 pm

1 stop3h 15m

Washington, D.C. Reagan-National

Sun 5/25

6:00 am-8:40 am

1 stop3h 40m

$197

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 5/14

2:12 pm-12:35 am

1 stop9h 23m

New York John F Kennedy Intl

Wed 5/21

6:00 am-11:26 am

1 stop6h 26m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 59 results
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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 May 1, 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 May 1, 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
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,287 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $89. Delta flights start at $89 while deals on Frontier start at $90 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 $184, our data shows the cheapest flight currently is $64. When looking at the most popular route, (Chicago Midway - Newark), you can expect to pay $163 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.

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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 LaGuardia flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Newark flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Seattle flights
O'Hare Intl to Denver flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Orlando flights
O'Hare Intl to Miami flights
Midway to Newark flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Boston flights
Midway to Dallas/Fort Worth flights
Midway to Las Vegas flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
O'Hare Intl to San Diego flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Atlanta flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Hobby flights
Midway to Atlanta flights
O'Hare Intl to Nashville flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Austin flights
Midway to Hobby flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Charlotte flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Charleston flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Portland flights
Midway to Sky Harbor Intl flights
Midway to LaGuardia flights
O'Hare Intl to Burbank flights
O'Hare Intl to Savannah flights
Midway to Orlando flights
O'Hare Intl to Love Field flights
O'Hare Intl to Raleigh flights
Midway to Denver flights
Midway to San Francisco flights
O'Hare Intl to Minneapolis flights
O'Hare Intl to Fort Myers flights
Midway to Seattle 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$117FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$103Average$302FlexibilityNo cancel feeOn-time63%

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