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$88+ Cheap flights from Midway (MDW) to Philadelphia (PHL)

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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Philadelphia are usually found in September or August, booked 45 days in advance, depart on a Saturday or Friday and return on a Friday

Cheap flight deals from Midway to Philadelphia

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Philadelphia (PHL). 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 June 12, 2025.

Round-trip from

$163
(Southwest)

One-way from

$88
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$162

Good round-trip deal

$174 or less

Good one-way deal

$112 or less
From Chicago Midway to Philadelphia
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One-way flight from Chicago Midway to Philadelphia
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Highest demand for flights based on searches. 20% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Chicago Midway to Philadelphia.
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Price to beat on a one-way flight from Chicago Midway to Philadelphia.
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Find flight deals from Midway to Philadelphia

Cheapest flights from Midway to Philadelphia
Explore the most affordable flight options available from Midway to Philadelphia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/10. 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 8/91:05 pmMDW - PHL
Nonstop2h 00mSouthwest
Wed 8/135:55 amPHL - MDW
2 stops7h 45mSouthwest
Deal found 6/10$163
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/252:05 pmMDW - PHL
Nonstop2h 10mFrontier
Thu 8/285:40 amPHL - MDW
1 stop5h 28mFrontier
Deal found 6/11$174
This Delta deal was found by Cheapflights users on 6/10. 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.
Fri 10/36:00 amMDW - PHL
1 stop6h 28mDelta
Tue 10/72:40 pmPHL - MDW
1 stop8h 04mDelta
Deal found 6/10$207

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Philadelphia 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 June 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Philadelphia that are best for you.

Fly from

Midway

Fly to

Philadelphia

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 8/9

1:05 pm-4:05 pm

Nonstop2h 00m

Philadelphia

Wed 8/13

5:55 am-12:40 pm

2 stops7h 45m

$163

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 8/25

2:05 pm-5:15 pm

Nonstop2h 10m

Philadelphia

Thu 8/28

5:40 am-10:08 am

1 stop5h 28m

$174

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 7/12

5:53 pm-11:08 pm

1 stop4h 15m

Philadelphia

Tue 7/15

5:30 am-9:45 am

1 stop5h 15m

$209

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 7/25

2:54 pm-11:30 pm

2 stops31h 36m

Philadelphia

Sun 7/27

6:13 am-2:04 pm

2 stops32h 51m

$341

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sun 8/31

3:36 pm-6:39 pm

Nonstop2h 03m

$88

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 8/25

6:30 am-4:50 pm

2 stops9h 20m

$94

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 7/26

4:22 pm-12:59 am

1 stop7h 37m

$105

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 8/1

1:11 pm-11:21 pm

2 stops33h 10m

$155

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

The best insider tips for Chicago Midway Airport to Philadelphia flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Philadelphia trip
Airports
MDW

Order food via the airport’s mobile system directly to your gate to avoid missing boarding and losing seat choice on Southwest.

Read more about MDWby Ramsey Qubein
PHL

Use SEPTA for efficient travel to Center City Philadelphia; stations are near arrival gates and operate until midnight.

Read more about PHLby Mark Chesnut
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Mark Chesnut

Mark Chesnut

Expert on PHL

Mark Chesnut

Mark Chesnut

Mark Chesnut is a travel writer and public speaker with more than 30 years of experience. The 2019 winner of the NLGJA Excellence in Travel Writing Award, Mark is the author of the book “Prepare for Departure” and has covered air travel for multiple top consumer and trade media outlets.

Read more

Best time to book a flight from Midway to Philadelphia

Have a flexible travel schedule? Discover the best time to fly to Philadelphia 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 Philadelphia

How far ahead should I book a flight from Chicago Midway Airport to Philadelphia?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Philadelphia. Price data was last updated on June 9, 2025.

The price you pay for your flight from Chicago Midway Airport to Philadelphia may vary depending on when you book. For the best chance of a lower fare, look to book 45 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Philadelphia (average of $236). Flying from Chicago Midway Airport to Philadelphia 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 PHL?

Find hourly flight availability from Midway to Philadelphia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Philadelphia at noon. If you’re flexible enough to do this you can expect to save up to 41% on your trip compared to booking a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Philadelphia. Price data was last updated on June 8, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to Philadelphia flight should consider departing on Saturday 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.

Rainfall in Philadelphia by month

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

In terms of precipitation, rainfall in Philadelphia 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 Philadelphia when rainfall is around 2.7 in.

Temperature in Philadelphia by month

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

If weather is an important factor for your trip to Philadelphia, 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 Philadelphia

Get insights into the airlines that provide service to Philadelphia. 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 Philadelphia. Reviews last updated June 12, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Frontier from Chicago to Philadelphia by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Midway to Philadelphia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Philadelphia from Chicago Midway?

    If you book a flight to Philadelphia from Chicago Midway, you will be flying to Philadelphia, which is the city’s only airport. Philadelphia (PHL) is located 7.0 mi from the center of Philadelphia. There are 3 flights from Chicago Midway to Philadelphia per day from 2 different airlines.

  • What are the cheapest airlines flying from Chicago Midway Airport to Philadelphia round-trip?

    Southwest, at $163, was found to be the cheapest airline from Chicago Midway Airport to Philadelphia.Alternate airlines to your destination round-trip include Frontier and Delta. Users have found that Southwest is 19% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Philadelphia one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $88. Users have also found prices from $94 and $105 on Southwest and Delta, respectively.

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

    Looking at all options, your cheapest flight can be booked for $72. While the most popular route (Chicago Midway - Philadelphia) can be booked for $126 on average our data indicates $175 when flying from Chicago Midway Airport to Philadelphia.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Philadelphia 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 Philadelphia?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Philadelphia (average of $236). Flying from Chicago Midway Airport to Philadelphia 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Vineland
Wildwood
Pottstown
King of Prussia
Cherry Hill
Exton
Ocean City
Chester
Essington
Reading
Newark
Middletown
Millville
Ephrata
Camden
Dover
Elkton
Willow Grove
Glen Mills
Springfield

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Alternative routes for Midway to Philadelphia

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Erie flights
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Midway to State College flights

Top 2 airlines flying from Midway to Philadelphia

Discover the top 2 airlines that operate flights from Midway to Philadelphia. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$60Average$133FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$172Average$291FlexibilityNo cancel feeOn-time63%

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