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$46+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — MDW
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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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 November 20, 2024.

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 November 20, 2024.

This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1310:57 pmPHL - MDW
Nonstop2h 23mFrontier
Mon 12/168:15 amMDW - PHL
Nonstop2h 03mFrontier
Deal found 11/20$76
This Flightnetwork 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/511:19 amJFK - MDW
1 stop25h 22mFrontier
Mon 12/95:01 amMDW - JFK
1 stop28h 15mFrontier
Deal found 11/20$115
This Flightnetwork 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/510:59 amLGA - MDW
1 stop7h 19mFrontier
Mon 12/911:33 amMDW - LGA
1 stop28h 27mFrontier
Deal found 11/19$132
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.
Wed 12/183:25 pmIAD - MDW
1 stop6h 52mFrontier
Wed 12/258:25 amMDW - IAD
1 stop5h 00mFrontier
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.
Sat 12/76:30 amLGA - MDW
Nonstop2h 30mSouthwest
Mon 12/97:55 pmMDW - LGA
Nonstop2h 05mSouthwest
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.
Tue 12/178:20 amPIT - MDW
Nonstop1h 35mSouthwest
Thu 12/198:20 amMDW - PIT
Nonstop1h 20mSouthwest
Deal found 11/19$153
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:00 amDCA - MDW
1 stop18h 13mFrontier
Sun 12/87:15 amMDW - DCA
1 stop27h 46mFrontier
Deal found 11/19$155
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/57:35 amPHL - MDW
Nonstop2h 10mSouthwest
Tue 12/106:15 pmMDW - PHL
Nonstop1h 50mSouthwest
Deal found 11/18$172
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.
Sat 12/76:00 amEWR - MDW
1 stop3h 58mDelta
Tue 12/104:58 pmMDW - EWR
1 stop6h 57mDelta
Deal found 11/20$176
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/104:35 pmPIT - MDW
1 stop6h 31mDelta
Tue 12/175:50 pmMDW - PIT
1 stop4h 06mDelta
Deal found 11/18$176
This Kissandfly.com 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/58:55 amLGA - MDW
1 stop9h 23mMultiple Airlines
Mon 12/911:33 amMDW - LGA
1 stop28h 27mMultiple Airlines
Deal found 11/19$182
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.
Wed 12/45:30 amPHL - MDW
1 stop5h 20mDelta
Wed 12/1112:44 pmMDW - PHL
1 stop4h 35mDelta
Deal found 11/19$196

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

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Fri 12/13

10:57 pm-12:20 am

Nonstop2h 23m

Chicago Midway

Mon 12/16

8:15 am-11:18 am

Nonstop2h 03m

$76

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Sat 1/18

11:04 am-3:21 pm

1 stop29h 17m

Chicago Midway

Mon 1/20

7:15 am-10:05 am

1 stop25h 50m

$114

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 2/4

10:59 am-4:16 pm

1 stop6h 17m

Chicago Midway

Fri 2/7

6:40 am-3:10 pm

1 stop7h 30m

$123

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 1/7

8:55 am-4:14 pm

1 stop8h 19m

Chicago Midway

Thu 1/9

7:30 am-5:00 pm

1 stop8h 30m

$144

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sat 12/7

6:30 am-8:00 am

Nonstop2h 30m

Chicago Midway

Mon 12/9

7:55 pm-11:00 pm

Nonstop2h 05m

$148

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 12/18

3:25 pm-9:17 pm

1 stop6h 52m

Chicago Midway

Wed 12/25

8:25 am-2:25 pm

1 stop5h 00m

$148

NewarkChicago

EWR - MDW

EWRMDW

Newark

Mon 2/17

10:10 pm-7:02 am

1 stop9h 52m

Chicago Midway

Wed 2/19

8:12 am-9:10 pm

1 stop11h 58m

$151

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 12/17

8:20 am-8:55 am

Nonstop1h 35m

Chicago Midway

Thu 12/19

8:20 am-10:40 am

Nonstop1h 20m

$153

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Wed 12/4

7:00 am-12:13 am

1 stop18h 13m

Chicago Midway

Sun 12/8

7:15 am-12:01 pm

1 stop27h 46m

$155

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sun 1/12

4:41 pm-12:13 am

1 stop8h 32m

Chicago Midway

Thu 1/16

7:15 am-3:44 pm

1 stop7h 29m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 60 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, December is the cheapest month in which you can book a flight from Pennsylvania to Chicago Midway Airport (average of $159). Flying from Pennsylvania to Chicago Midway Airport in July is currently the most expensive (average of $231). 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 November 20, 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 November 20, 2024.
See what other customers who have flown with Frontier, Delta and Southwest 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.
Southwest
8.1
Very good
5,014 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

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

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

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

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

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

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

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

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

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

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

8.1

Food

7.2

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 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?

    $48 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 $69 and $83, respectively.

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

    The most popular flight routes from Pennsylvania to Chicago Midway Airport are Newark - Chicago Midway, New York John F Kennedy Intl - Chicago Midway and New York LaGuardia - Chicago Midway.

  • 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 $217, our data indicates the cheapest price to be $44. The most popular route (Newark - Chicago Midway), is priced around $133.

  • 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, December is the cheapest month in which you can book a flight from Pennsylvania to Chicago Midway Airport (average of $159). Flying from Pennsylvania to Chicago Midway Airport in July is currently the most expensive (average of $231). 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.
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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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$55Average$137FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$148Average$265FlexibilityNo cancel feeOn-time63%
DeltaCheapest$155Average$401FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$193Average$377FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$199Average$309FlexibilityNo cancel feeOn-time71%
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