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$54+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Midway to Pennsylvania

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Pennsylvania (USPA). 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 December 18, 2024.

Round-trip from

$98
(iWofly)

One-way from

$54
(Frontier)
From Chicago Midway to Pennsylvania
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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 December 18, 2024.

This Frontier deal was found by Cheapflights users on 12/17. 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 12/312:20 pmMDW - PHL
1 stop7h 45mFrontier
Mon 1/612:41 pmPHL - MDW
1 stop11h 33mFrontier
Deal found 12/17$148
This Frontier deal was found by Cheapflights users on 12/18. 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 12/258:25 amMDW - IAD
1 stop5h 00mFrontier
Wed 1/13:25 pmIAD - MDW
1 stop6h 52mFrontier
Deal found 12/18$198
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Tue 12/244:08 pmMDW - JFK
1 stop15h 55mFrontier
Wed 1/2911:00 amJFK - MDW
1 stop9h 06mFrontier
Deal found 12/17$214
This Delta deal was found by Cheapflights users on 12/17. 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 12/314:50 pmMDW - PHL
1 stop5h 39mDelta
Tue 1/75:40 amPHL - MDW
1 stop5h 32mDelta
Deal found 12/17$220
This Southwest deal was found by Cheapflights users on 12/16. 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 12/245:00 pmMDW - LGA
1 stop5h 05mSouthwest
Tue 12/316:30 amLGA - MDW
Nonstop2h 30mSouthwest
Deal found 12/16$242
This Delta deal was found by Cheapflights users on 12/17. 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 12/254:50 pmMDW - PIT
1 stop6h 03mDelta
Tue 12/316:00 amPIT - MDW
1 stop6h 08mDelta
Deal found 12/17$294
This Southwest deal was found by Cheapflights users on 12/16. 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 12/318:10 pmMDW - DCA
Nonstop1h 45mSouthwest
Mon 1/66:55 amDCA - MDW
Nonstop2h 10mSouthwest
Deal found 12/16$300
This eDestinos deal was found by Cheapflights users on 12/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:20 pmMDW - LGA
2 stops49h 40mMultiple Airlines
Sun 1/56:54 pmLGA - MDW
2 stops29h 20mMultiple Airlines
Deal found 12/18$309
This Delta deal was found by Cheapflights users on 12/17. 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 12/235:04 pmMDW - EWR
1 stop5h 37mDelta
Wed 1/1512:43 pmEWR - MDW
1 stop6h 04mDelta
Deal found 12/17$311
This Southwest deal was found by Cheapflights users on 12/17. 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 12/252:10 pmMDW - PHL
Nonstop1h 55mSouthwest
Tue 12/313:55 pmPHL - MDW
Nonstop2h 10mSouthwest
Deal found 12/17$316
This Delta deal was found by Cheapflights users on 12/16. 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 12/315:51 pmMDW - DCA
1 stop4h 06mDelta
Mon 1/69:55 amDCA - MDW
1 stop4h 13mDelta
Deal found 12/16$318
This eDestinos deal was found by Cheapflights users on 12/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:20 pmMDW - EWR
2 stops16h 39mMultiple Airlines
Sun 1/510:00 pmEWR - MDW
2 stops16h 24mMultiple Airlines
Deal found 12/18$323

Find flights from Midway to Pennsylvania within your budget

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 1/6

9:59 pm-12:58 am

Nonstop1h 59m

Philadelphia

Sat 1/11

6:03 pm-11:29 pm

1 stop6h 26m

$98

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 2/18

8:30 am-10:00 pm

1 stop12h 30m

New York LaGuardia

Sat 2/22

10:00 pm-11:28 am

1 stop14h 28m

$108

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 2/15

4:19 pm-10:15 am

1 stop16h 56m

New York John F Kennedy Intl

Sat 2/22

11:01 am-10:04 pm

1 stop12h 03m

$110

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 1/7

5:24 pm-9:00 am

1 stop14h 36m

Newark

Wed 1/8

5:35 pm-10:18 pm

2 stops29h 43m

$144

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 1/25

3:41 pm-9:59 pm

1 stop5h 18m

Newark

Tue 1/28

1:00 pm-6:14 pm

1 stop6h 14m

$146

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 1/16

6:00 am-9:10 am

Nonstop2h 10m

New York LaGuardia

Thu 1/23

6:30 am-8:00 am

Nonstop2h 30m

$148

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 1/15

6:52 pm-10:28 pm

1 stop26h 36m

Philadelphia

Wed 1/22

6:39 am-6:26 pm

2 stops36h 47m

$154

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sun 1/19

7:15 am-9:59 pm

1 stop13h 44m

Washington, D.C. Reagan-National

Wed 1/22

1:01 pm-12:17 am

1 stop12h 16m

$158

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 1/6

8:25 am-3:52 pm

1 stop6h 27m

Washington, D.C. Dulles Intl

Thu 1/9

6:57 pm-2:33 pm

1 stop20h 36m

$158

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 1/13

6:35 am-9:25 am

Nonstop1h 50m

Washington, D.C. Reagan-National

Thu 1/16

6:55 am-8:10 am

Nonstop2h 15m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 54 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.

Travel insights for flights from Midway to Pennsylvania

Get recent, data-driven insights about flights from Midway to Pennsylvania including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Pennsylvania (average of $234). Flying from Chicago Midway Airport to Pennsylvania in March is currently the most expensive (average of $283). 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 December 18, 2024.

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 December 18, 2024.
Read through reviews of airlines operating flights from Chicago to Pennsylvania, such as Delta, Frontier and Southwest. 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
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
829 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,479 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Frontier, which is currently one of the cheapest options available, starting at $54. Southwest flights start at $74 while deals on Delta start at $83 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 $164, our data shows the cheapest flight currently is $37. When looking at the most popular route, (Chicago Midway - Newark), you can expect to pay $136 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, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Pennsylvania (average of $234). Flying from Chicago Midway Airport to Pennsylvania in March is currently the most expensive (average of $283). 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.
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Midway to Tampa flights
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O'Hare Intl to Nashville flights
O'Hare Intl to Palm Springs flights
O'Hare Intl to Key West flights
O'Hare Intl to Sarasota flights
Midway to Denver flights
O'Hare Intl to Love Field flights

Top 3 airlines flying from Midway to Pennsylvania

Discover the top 3 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$60Average$126FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$348FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$347FlexibilityNo cancel feeOn-timeN/A
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