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$43+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
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 November 20, 2024.

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 November 20, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
Thu 12/1212:36 pmMDW - PHL
Nonstop2h 06mFrontier
Sun 12/154:50 pmPHL - MDW
Nonstop2h 22mFrontier
Deal found 11/19$76
This Frontier deal was found by Cheapflights users on 11/18. 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.
Mon 12/97:15 amMDW - LGA
1 stop13h 45mFrontier
Tue 1/1410:59 amLGA - MDW
1 stop6h 15mFrontier
Deal found 11/18$123
This Frontier deal was found by Cheapflights users on 11/19. 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.
Mon 12/95:01 amMDW - JFK
1 stop28h 15mFrontier
Thu 12/1211:19 amJFK - MDW
1 stop25h 22mFrontier
Deal found 11/19$128
This Frontier deal was found by Cheapflights users on 11/19. 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.
Fri 12/67:15 amMDW - DCA
1 stop8h 44mFrontier
Mon 12/91:01 pmDCA - MDW
1 stop12h 12mFrontier
Deal found 11/19$138
This Frontier deal was found by Cheapflights users on 11/19. 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.
Fri 12/137:00 amMDW - IAD
1 stop10h 19mFrontier
Wed 12/183:25 pmIAD - MDW
1 stop6h 52mFrontier
Deal found 11/19$138
This Southwest deal was found by Cheapflights users on 11/19. 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 12/258:30 amMDW - PIT
Nonstop1h 25mSouthwest
Tue 12/312:10 pmPIT - MDW
Nonstop1h 25mSouthwest
Deal found 11/19$138
This Southwest deal was found by Cheapflights users on 11/19. 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 12/107:55 pmMDW - LGA
Nonstop2h 05mSouthwest
Thu 12/126:30 amLGA - MDW
Nonstop2h 30mSouthwest
Deal found 11/19$148
This Southwest deal was found by Cheapflights users on 11/19. 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 12/118:30 amMDW - PHL
Nonstop1h 55mSouthwest
Tue 12/176:40 pmPHL - MDW
Nonstop2h 10mSouthwest
Deal found 11/19$172
This Delta deal was found by Cheapflights users on 11/19. 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 12/102:15 pmMDW - EWR
1 stop8h 28mDelta
Thu 12/126:00 amEWR - MDW
1 stop3h 58mDelta
Deal found 11/19$176
This eDestinos deal was found by Cheapflights users on 11/19. 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 12/1012:57 pmMDW - EWR
1 stop20h 58mMultiple Airlines
Thu 12/1210:14 amEWR - MDW
2 stops26h 27mMultiple Airlines
Deal found 11/19$189
This Delta deal was found by Cheapflights users on 11/20. 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 12/119:30 amMDW - PHL
1 stop6h 02mDelta
Tue 12/1712:37 pmPHL - MDW
1 stop5h 24mDelta
Deal found 11/20$196
This Southwest deal was found by Cheapflights users on 11/19. 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 12/183:25 pmMDW - DCA
Nonstop1h 45mSouthwest
Wed 1/82:55 pmDCA - MDW
Nonstop2h 10mSouthwest
Deal found 11/19$198

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 12/12

12:36 pm-3:42 pm

Nonstop2h 06m

Philadelphia

Sun 12/15

4:50 pm-6:12 pm

Nonstop2h 22m

$76

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 1/30

12:43 pm-6:30 am

1 stop16h 47m

New York John F Kennedy Intl

Mon 2/3

11:00 am-3:43 pm

1 stop5h 43m

$108

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 1/16

7:25 am-5:00 pm

1 stop8h 35m

New York LaGuardia

Wed 1/22

5:59 pm-3:13 pm

1 stop22h 14m

$114

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 2/12

8:12 am-9:10 pm

1 stop11h 58m

Newark

Tue 2/18

10:10 pm-7:07 am

1 stop9h 57m

$116

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Wed 12/25

8:30 am-10:55 am

Nonstop1h 25m

Pittsburgh

Tue 12/31

2:10 pm-2:35 pm

Nonstop1h 25m

$138

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 1/14

8:15 am-9:56 pm

1 stop12h 41m

Washington, D.C. Reagan-National

Sun 1/19

6:00 pm-12:17 am

1 stop7h 17m

$138

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 12/13

7:00 am-6:19 pm

1 stop10h 19m

Washington, D.C. Dulles Intl

Wed 12/18

3:25 pm-9:17 pm

1 stop6h 52m

$138

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Thu 1/30

6:00 am-9:10 am

Nonstop2h 10m

New York LaGuardia

Sun 2/2

6:00 am-7:35 am

Nonstop2h 35m

$148

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 1/17

8:35 am-11:30 am

Nonstop1h 55m

Philadelphia

Tue 1/21

6:20 pm-7:35 pm

Nonstop2h 15m

$158

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Thu 2/6

6:28 pm-11:09 pm

1 stop3h 41m

Newark

Wed 2/12

7:00 am-11:59 am

1 stop5h 59m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 56 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 $284). 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 November 20, 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 November 20, 2024.
Read through reviews of airlines operating flights from Chicago to Pennsylvania, such as Frontier, Delta and WestJet. 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
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Porter Airlines
7.8
Good
288 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Air Transat
7.8
Good
389 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,014 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 $43. Southwest flights start at $69 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 $144, our data shows the cheapest flight currently is $36. When looking at the most popular route, (Chicago Midway - Newark), you can expect to pay $132 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 $284). 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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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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$121FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$138Average$338FlexibilityNo cancel feeOn-time63%
DeltaCheapest$186Average$381FlexibilityNo cancel feeOn-timeN/A
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