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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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
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 January 17, 2025.

Round-trip from

$100
(Frontier)

One-way from

$54
(Trip.com)
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 January 17, 2025.

This Frontier deal was found by Cheapflights users on 1/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/198:12 amMDW - LGA
1 stop5h 48mFrontier
Sat 2/224:00 pmLGA - MDW
1 stop7h 04mFrontier
Deal found 1/16$100
This Cheapflightsfares deal was found by Cheapflights users on 1/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/84:40 pmMDW - JFK
1 stop7h 03mFrontier
Tue 4/299:00 amJFK - MDW
1 stop6h 25mFrontier
Deal found 1/16$103
This Frontier deal was found by Cheapflights users on 1/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/307:25 amMDW - PHL
1 stop10h 07mFrontier
Thu 3/201:23 pmPHL - MDW
1 stop7h 12mFrontier
Deal found 1/16$109
This Southwest deal was found by Cheapflights users on 1/15. 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 2/48:05 pmMDW - LGA
Nonstop2h 05mSouthwest
Tue 2/119:35 pmLGA - MDW
Nonstop2h 30mSouthwest
Deal found 1/15$117
This eDestinos deal was found by Cheapflights users on 1/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/254:58 pmMDW - PHL
1 stop21h 02mMultiple Airlines
Tue 4/16:39 pmPHL - MDW
1 stop22h 14mMultiple Airlines
Deal found 1/16$145
This Delta deal was found by Cheapflights users on 1/16. 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.
Sat 2/155:05 pmMDW - EWR
1 stop5h 04mDelta
Sat 2/226:05 amEWR - MDW
1 stop5h 37mDelta
Deal found 1/16$159
This Southwest deal was found by Cheapflights users on 1/14. 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 4/156:25 pmMDW - PHL
Nonstop1h 55mSouthwest
Wed 4/166:35 amPHL - MDW
Nonstop2h 10mSouthwest
Deal found 1/14$177
This Southwest deal was found by Cheapflights users on 1/16. 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.
Wed 2/128:15 pmMDW - DCA
Nonstop1h 50mSouthwest
Wed 2/196:55 amDCA - MDW
Nonstop2h 15mSouthwest
Deal found 1/16$179
This Frontier deal was found by Cheapflights users on 1/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/288:15 amMDW - DCA
1 stop7h 44mFrontier
Wed 2/51:01 pmDCA - MDW
1 stop12h 16mFrontier
Deal found 1/16$180
This Frontier deal was found by Cheapflights users on 1/15. 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 2/128:12 amMDW - IAD
1 stop5h 27mFrontier
Sat 2/153:04 pmIAD - MDW
1 stop8h 47mFrontier
Deal found 1/15$180
This Delta deal was found by Cheapflights users on 1/14. 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 2/59:33 amMDW - PHL
1 stop5h 50mDelta
Sat 2/85:40 amPHL - MDW
1 stop5h 32mDelta
Deal found 1/14$201
This FlightHub deal was found by Cheapflights users on 1/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/612:46 pmMDW - PIT
1 stop18h 57mFrontier
Thu 4/1012:19 pmPIT - MDW
1 stop13h 02mFrontier
Deal found 1/16$204

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 January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 2/19

8:12 am-3:00 pm

1 stop5h 48m

New York LaGuardia

Sat 2/22

4:00 pm-10:04 pm

1 stop7h 04m

$100

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Tue 4/8

4:40 pm-12:43 am

1 stop7h 03m

New York John F Kennedy Intl

Tue 4/29

9:00 am-2:25 pm

1 stop6h 25m

$103

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 1/30

7:25 am-6:32 pm

1 stop10h 07m

Philadelphia

Thu 3/20

1:23 pm-7:35 pm

1 stop7h 12m

$109

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 2/4

8:05 pm-11:10 pm

Nonstop2h 05m

New York LaGuardia

Tue 2/11

9:35 pm-11:05 pm

Nonstop2h 30m

$117

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 3/25

4:58 pm-3:00 pm

1 stop21h 02m

Philadelphia

Tue 4/1

6:39 pm-3:53 pm

1 stop22h 14m

$145

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 3/1

10:43 am-10:29 pm

1 stop10h 46m

Newark

Sat 3/8

5:30 am-9:56 pm

1 stop17h 26m

$157

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 2/15

3:41 pm-9:54 pm

1 stop5h 13m

Newark

Sat 2/22

6:00 am-10:16 am

1 stop5h 16m

$159

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 2/5

8:01 pm-9:10 pm

1 stop24h 09m

Newark

Wed 2/12

10:10 pm-10:46 pm

2 stops25h 36m

$164

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 4/15

6:25 pm-9:20 pm

Nonstop1h 55m

Philadelphia

Wed 4/16

6:35 am-7:45 am

Nonstop2h 10m

$177

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 2/15

4:00 pm-6:45 pm

Nonstop1h 45m

Washington, D.C. Reagan-National

Sat 2/22

9:45 am-10:50 am

Nonstop2h 05m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 53 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, 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 January 17, 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 January 17, 2025.
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
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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
801 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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
3,435 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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 $59 while deals on Delta start at $79 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 $191, our data shows the cheapest flight currently is $71. When looking at the most popular route, (Chicago Midway - Newark), you can expect to pay $128 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.
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Midway to Tampa flights
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Midway to Fort Myers flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Sarasota flights
O'Hare Intl to Palm Springs flights
O'Hare Intl to Charleston flights
O'Hare Intl to Burbank 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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$118FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$349FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$290FlexibilityNo cancel feeOn-timeN/A
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