Midway

$54+ Cheap flights from Pennsylvania to Midway (MDW)

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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — MDW
Dec 23 — Dec 301
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Cheap flight deals from Pennsylvania to Midway

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

$108
(Frontier)

One-way from

$54
(Frontier)
From Pennsylvania to Chicago Midway
One-way flight from Pennsylvania to Chicago Midway

Find flight deals from Pennsylvania to Midway

Cheapest flights from Pennsylvania to Midway
Explore the most affordable flight options available from Pennsylvania to Midway. 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 12/3111:34 amIAD - MDW
1 stop11h 59mFrontier
Fri 1/32:35 pmMDW - IAD
1 stop5h 30mFrontier
Deal found 12/17$158
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3111:43 amPHL - MDW
Nonstop2h 26mFrontier
Wed 1/18:25 amMDW - PHL
1 stop7h 59mFrontier
Deal found 12/17$169
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.
Tue 12/312:30 pmLGA - MDW
Nonstop2h 30mSouthwest
Wed 1/88:05 pmMDW - LGA
Nonstop2h 05mSouthwest
Deal found 12/17$194
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.
Mon 12/3012:20 pmLGA - MDW
1 stop11h 54mFrontier
Thu 1/97:30 amMDW - LGA
1 stop8h 30mFrontier
Deal found 12/17$208
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2512:30 pmIAD - MDW
1 stop4h 40mDelta
Wed 1/86:00 amMDW - IAD
1 stop5h 46mDelta
Deal found 12/18$244
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2512:31 pmDCA - MDW
1 stop4h 39mDelta
Wed 1/86:00 amMDW - DCA
1 stop5h 49mDelta
Deal found 12/18$244
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.
Wed 12/253:55 pmPHL - MDW
Nonstop2h 10mSouthwest
Tue 1/146:15 pmMDW - PHL
Nonstop1h 50mSouthwest
Deal found 12/16$249
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.
Wed 12/251:01 pmDCA - MDW
1 stop9h 31mFrontier
Wed 1/88:15 amMDW - DCA
1 stop7h 47mFrontier
Deal found 12/17$258
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 12/3110:00 pmEWR - MDW
1 stop24h 17mMultiple Airlines
Thu 1/27:17 amMDW - EWR
2 stops36h 43mMultiple Airlines
Deal found 12/18$264
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.
Wed 12/256:00 amPHL - MDW
1 stop3h 50mDelta
Tue 1/146:00 amMDW - PHL
1 stop5h 04mDelta
Deal found 12/16$267
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.
Tue 12/318:20 amPIT - MDW
Nonstop1h 35mSouthwest
Wed 1/18:30 amMDW - PIT
Nonstop1h 25mSouthwest
Deal found 12/17$276
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.
Sun 12/296:00 amEWR - MDW
1 stop3h 50mDelta
Mon 1/66:28 pmMDW - EWR
1 stop3h 41mDelta
Deal found 12/17$288

Find flights from Pennsylvania to Midway within your budget

Customize your flight search to find flights from Pennsylvania to Midway 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

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Mon 1/27

6:05 am-3:02 pm

1 stop9h 57m

Chicago Midway

Thu 1/30

7:15 am-8:48 pm

1 stop12h 33m

$108

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Wed 1/29

11:00 am-7:06 pm

1 stop9h 06m

Chicago Midway

Fri 1/31

3:37 pm-1:59 pm

1 stop21h 22m

$124

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sat 1/18

5:00 pm-10:02 am

1 stop18h 02m

Chicago Midway

Sun 1/26

10:58 am-9:45 am

1 stop21h 47m

$126

NewarkChicago

EWR - MDW

EWRMDW

Newark

Mon 2/17

10:10 pm-7:32 am

1 stop10h 22m

Chicago Midway

Wed 2/19

8:12 am-9:10 pm

1 stop11h 58m

$145

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Fri 1/17

6:00 am-7:35 am

Nonstop2h 35m

Chicago Midway

Tue 1/21

6:00 am-9:10 am

Nonstop2h 10m

$148

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 1/21

7:00 am-11:59 am

1 stop5h 59m

Chicago Midway

Wed 1/22

6:00 am-12:15 pm

1 stop5h 15m

$158

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Tue 12/31

11:34 am-10:33 pm

1 stop11h 59m

Chicago Midway

Fri 1/3

2:35 pm-9:05 pm

1 stop5h 30m

$158

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Thu 1/9

1:01 pm-12:13 am

1 stop12h 12m

Chicago Midway

Sun 1/12

7:15 am-5:02 pm

1 stop8h 47m

$158

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Fri 1/24

9:20 pm-10:25 pm

Nonstop2h 05m

Chicago Midway

Mon 1/27

8:15 pm-11:05 pm

Nonstop1h 50m

$192

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Wed 1/22

6:00 am-12:46 pm

1 stop7h 46m

Chicago Midway

Wed 1/29

10:57 am-7:45 pm

1 stop7h 48m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 48 results
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Best time to book a flight from Pennsylvania to Midway

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

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

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

Currently, April is the cheapest month in which you can book a flight from Pennsylvania to Chicago Midway Airport (average of $160). Flying from Pennsylvania to Chicago Midway Airport in October is currently the most expensive (average of $232). 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 PA to MDW?

Find hourly flight availability from Pennsylvania to Midway. 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 Pennsylvania to Chicago Midway Airport as you normally would.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated December 18, 2024.
See what other customers who have flown with Delta, Southwest and Frontier from Pennsylvania to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,848 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

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.

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

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

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.

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

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

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.

7.4
Good
829 reviews
8.1
Very good
4,848 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

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.

6.3
Okay
8,119 reviews
8.1
Very good
4,848 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

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.

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

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

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 Pennsylvania to Midway. 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 Pennsylvania to Chicago Midway Airport one-way?

    $54 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $74 and $83, respectively.

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

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

    Looking for the cheapest flight from Pennsylvania to Chicago Midway Airport? While on average our users pay $265, our data indicates the cheapest price to be $49. The most popular route (Newark - Chicago Midway), is priced around $130.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pennsylvania to Midway 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 Pennsylvania to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Pennsylvania to Chicago Midway Airport (average of $160). Flying from Pennsylvania to Chicago Midway Airport in October is currently the most expensive (average of $232). 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 Pennsylvania to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Pennsylvania to Midway

Discover the top 5 airlines that operate flights from Pennsylvania to Midway. 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$55Average$138FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$150Average$270FlexibilityNo cancel feeOn-time63%
DeltaCheapest$155Average$406FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$193Average$377FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$199Average$309FlexibilityNo cancel feeOn-time71%
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