HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pennsylvania

$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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
dic. 13 — dic. 201
sáb. 12/13
sáb. 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Pennsylvania with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 noviembre 13, 2025.

This Frontier deal was found by Cheapflights users on 11/12. 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.
mié. 11/263:47 pmMDW - EWR
1 stop7h 46mFrontier
jue. 12/411:30 amEWR - MDW
Nonstop2h 31mFrontier
Deal found 11/12$105
This Frontier deal was found by Cheapflights users on 11/12. 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.
jue. 11/206:20 amMDW - EWR
Nonstop2h 08mFrontier
mar. 12/210:30 pmEWR - MDW
1 stop11h 16mFrontier
Deal found 11/12$106
This Frontier deal was found by Cheapflights users on 11/12. 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.
mar. 12/97:44 amMDW - EWR
Nonstop2h 01mFrontier
jue. 12/1811:30 amEWR - MDW
Nonstop2h 31mFrontier
Deal found 11/12$107
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
mar. 12/27:44 amMDW - EWR
Nonstop2h 01mFrontier
dom. 12/711:30 amEWR - MDW
Nonstop2h 31mFrontier
Deal found 11/12$108
This Super.com deal was found by Cheapflights users on 11/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/32:49 pmMDW - LGA
1 stop7h 16mFrontier
sáb. 12/66:20 amLGA - MDW
1 stop8h 39mFrontier
Deal found 11/12$109
This Super.com deal was found by Cheapflights users on 11/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/42:16 pmMDW - JFK
1 stop8h 51mFrontier
sáb. 12/66:25 amJFK - MDW
1 stop8h 34mFrontier
Deal found 11/11$109
This Frontier deal was found by Cheapflights users on 11/12. 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.
jue. 12/46:15 amMDW - PHL
1 stop8h 44mFrontier
lun. 12/81:46 pmPHL - MDW
1 stop9h 26mFrontier
Deal found 11/12$110
This Frontier deal was found by Cheapflights users on 11/11. 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.
lun. 12/86:15 amMDW - LGA
1 stop9h 14mFrontier
sáb. 12/1312:30 pmLGA - MDW
1 stop9h 52mFrontier
Deal found 11/11$110
This Frontier deal was found by Cheapflights users on 11/12. 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.
mié. 12/32:49 pmMDW - EWR
1 stop9h 21mFrontier
lun. 12/810:30 pmEWR - MDW
1 stop11h 16mFrontier
Deal found 11/12$110
This Frontier deal was found by Cheapflights users on 11/12. 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.
lun. 12/88:42 pmMDW - JFK
1 stop11h 19mFrontier
jue. 12/1110:00 amJFK - MDW
1 stop9h 08mFrontier
Deal found 11/12$110
This Super.com deal was found by Cheapflights users on 11/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/218:41 pmMDW - PHL
Nonstop1h 57mFrontier
jue. 11/273:30 pmPHL - MDW
1 stop9h 43mFrontier
Deal found 11/12$111
This CheapOair deal was found by Cheapflights users on 11/11. 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.
lun. 11/247:10 pmMDW - PHL
Nonstop1h 56mFrontier
mar. 11/255:50 pmPHL - MDW
1 stop24h 07mFrontier
Deal found 11/11$112

Cheap flight deals from Midway to Pennsylvania

Keep the following information in mind while searching for Midway to Pennsylvania flight deals. Data was last updated noviembre 13, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$105
(Frontier)

One-way from

$54
(Super.com)

Popular in

March

Cheapest in

October

Average price

$248

Good round-trip deal

$123 or less

Good one-way deal

$48 or less
Provider with most accurate pricing for Chicago (CHI)-Philadelphia flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Philadelphia flights.
Search Deals
From Chicago Midway to Pennsylvania
Search Deals
One-way flight from Chicago Midway to Pennsylvania
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Pennsylvania.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Pennsylvania.
Search Deals

Cheapflights Fare Finder

 
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 noviembre 13, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Pennsylvania that are best for you.

Fly from

Midway

Fly to

Pennsylvania

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

mié. 12/17

7:05 am-3:15 pm

1 stop7h 10m

Pittsburgh

sáb. 1/17

6:00 pm-6:35 pm

Nonstop1h 35m

$117

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

jue. 2/5

5:01 pm-1:03 am

1 stop7h 02m

New York John F Kennedy Intl

dom. 2/8

1:00 pm-10:19 pm

1 stop10h 19m

$124

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

mar. 12/2

2:49 pm-12:45 am

1 stop8h 56m

New York John F Kennedy Intl

sáb. 12/6

6:25 am-1:59 pm

1 stop8h 34m

$127

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mar. 12/9

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

mié. 12/10

9:55 pm-11:20 pm

Nonstop2h 25m

$137

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

jue. 1/15

6:05 am-9:10 am

Nonstop2h 05m

New York LaGuardia

lun. 1/19

9:40 pm-11:10 pm

Nonstop2h 30m

$139

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mar. 1/13

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

jue. 1/15

6:30 pm-8:05 pm

Nonstop2h 35m

$139

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

mié. 4/8

9:30 am-1:24 pm

1 stop2h 54m

Pittsburgh

mar. 4/14

6:00 am-9:51 am

1 stop4h 51m

$157

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

vie. 1/16

6:00 pm-8:50 pm

Nonstop1h 50m

Philadelphia

lun. 1/19

5:50 am-7:05 am

Nonstop2h 15m

$157

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

vie. 1/23

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

vie. 1/30

6:00 am-7:40 am

Nonstop2h 40m

$157

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

jue. 1/15

6:00 pm-8:50 pm

Nonstop1h 50m

Philadelphia

sáb. 1/17

5:50 am-7:05 am

Nonstop2h 15m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 60 results
1
2
3
...
6

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Pennsylvania

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

Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Pennsylvania (average of $67). Flying from Chicago Midway Airport to Pennsylvania in June is currently the most expensive (average of $169). 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 noviembre 13, 2025.

It’s typically best to fly out from Chicago Midway Airport to Pennsylvania in the evening. Doing so could potentially save you 35% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Chicago Midway Airport to Pennsylvania?

Use this chart to determine the cheapest time to fly round-trip from Midway to Pennsylvania. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago Midway Airport to Pennsylvania flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 noviembre 13, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Pennsylvania, such as Southwest and Frontier. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,114 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Chicago Midway Airport to Pennsylvania?

    Southwest, Frontier, and Delta can get you from Chicago Midway Airport to Pennsylvania in just under 2h 54m. Your travel time can differ by up to 4h 16m. The distance between Chicago Midway Airport and Pennsylvania is about 400 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $61. Southwest flights start at $69 while deals on Delta start at $89 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 - New York LaGuardia. You may also consider Chicago Midway - New York John F Kennedy Intl or Chicago Midway - Newark.

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

    While on average a flight from Chicago Midway Airport to Pennsylvania is generally $167, our data shows the cheapest flight currently is $64. When looking at the most popular route, (Chicago Midway - New York LaGuardia), you can expect to pay $137 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, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Pennsylvania (average of $67). Flying from Chicago Midway Airport to Pennsylvania in June is currently the most expensive (average of $169). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Pennsylvania

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Orlando flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Miami flights
O'Hare Intl to Newark flights
O'Hare Intl to Denver flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Tampa flights
Midway to Las Vegas flights
O'Hare Intl to Seattle flights
Midway to LaGuardia flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Fort Myers flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Boston flights
O'Hare Intl to George Bush Intcntl flights
Midway to Atlanta flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Ontario flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to San Diego flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Hobby flights
Midway to Sky Harbor Intl flights
Midway to Orlando flights
O'Hare Intl to Salt Lake City flights
Midway to Miami flights
O'Hare Intl to New Orleans flights
O'Hare Intl to West Palm Beach flights
Midway to Hobby flights
Midway to Denver flights
O'Hare Intl to Sarasota flights
O'Hare Intl to Palm Springs flights
O'Hare Intl to Austin flights
Midway to Tampa flights
Midway to Los Angeles flights
O'Hare Intl to Nashville flights
O'Hare Intl to Love Field flights
O'Hare Intl to Key West flights
Midway to Newark flights
Midway to Fort Lauderdale flights

Top 2 airlines flying from Midway to Pennsylvania

Discover the top 2 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 noviembre 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$160FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$103Average$298FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.