Cheap Flight Tickets from Philadelphia (PHL) to Chicago (MDW), Starting at $246

Good to Know: Cheapest and Fastest PHL - MDW Flights

Useful information for finding best airline tickets from Philadelphia International to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$246

WN Southwest Airlines • nonstop • 3h 20m

Aug 08 – Aug 14

The cheapest round trip flight from Philadelphia to Chicago (PHL-MDW-PHL) is currently $246

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Cheapest Direct Flight

$246

WN Southwest Airlines • nonstop • 3h 20m

Aug 08

The cheapest nonstop flight from Philadelphia to Chicago (PHL-MDW) is currently $246

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Fastest Flight

3h 20m

The fastest nonstop flight from Philadelphia to Chicago (PHL-MDW) takes 3h 20m

Top Airlines Flying from Philadelphia to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Philadelphia (PHL) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Philadelphia to Chicago. Ideal for travelers with confirmed return itineraries.

Aug 08 - Aug 14, Economy
WN
Philadelphia → Chicago
3h 20m
12:10 PM - 1:10 PM • nonstop
WN
Philadelphia → Chicago
3h 20m
1:00 PM - 4:00 PM • nonstop
$246
Southwest Airlines
Aug 08 - Aug 14, Economy
WN
Philadelphia → Chicago
3h 20m
3:45 PM - 4:45 PM • nonstop
WN
Philadelphia → Chicago
17h 25m
9:20 AM - 9:05 PM • 1 stop
$251
Southwest Airlines
Aug 08 - Aug 14, Economy
WN
Philadelphia → Chicago
3h 20m
3:45 PM - 4:45 PM • nonstop
WN
Philadelphia → Chicago
10h 15m
10:10 AM - 5:25 PM • 2 stops
$253
Southwest Airlines
Aug 08 - Aug 14, Economy
WN
Philadelphia → Chicago
3h 25m
8:05 AM - 9:10 AM • nonstop
WN
Philadelphia → Chicago
3h 30m
8:00 AM - 11:10 AM • nonstop
$261
Southwest Airlines
Aug 08 - Aug 14, Economy
WN
Philadelphia → Chicago
19h
6:30 AM - 5:10 PM • 2 stops
WN
Philadelphia → Chicago
3h 20m
1:00 PM - 4:00 PM • nonstop
$269
Southwest Airlines
Aug 08 - Aug 14, Economy
WN
Philadelphia → Chicago
12h 20m
2:15 PM - 8:55 PM • 1 stop
WN
Philadelphia → Chicago
2h 35m
9:30 AM - 12:25 PM • nonstop
$552
Southwest Airlines

Fly from Philadelphia to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Philadelphia to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Philadelphia to Chicago Flights

What are the airports in Philadelphia?
PHL
What’s the most popular airline flying from PHL to MDW?
The most popular airline flying from Philadelphia to Chicago are
Can I fly from PHL to MDW non-stop?
Yes, you can fly PHL to MDW non-stop on
Which airlines fly nonstop between Philadelphia and Chicago?
The non-stop flights between Philadelphia and Chicago are .
What’s the earliest departure time from PHL to MDW Airport?
The earliest flight leaves PHL at 6:30 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Philadelphia to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from PHL to MDW?
Read the fare rules of the Philadelphia to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Philadelphia and Chicago?
operate flights between Philadelphia and Chicago
How long does a flight from Philadelphia to Chicago take?
It takes approximately 2 hour to fly non-stop from PHL to MDW, which is 668.29 miles by air.
Which airlines provide the cheapest flights from Philadelphia (PHL) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from PHL were found on WN : USD 269
Do I need a passport to fly between PHL and MDW?
No
What’s the latest departure time from PHL to MDW ?
The last flight leaves PHL at 3:45 pm

Essential Information for Booking Flights from Philadelphia (PHL) - AI Insights

What's the cheapest airline from phl to mdw?
You can find affordable flights from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) on Southwest Airlines. The cheapest airline option is Southwest Airlines, which offers budget-friendly fares. You can book your flight in advance to secure the best rates.
What's the popular airline to fly from phl to mdw?
Southwest Airlines offers flights from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW). This one-way trip has 1 stop. It's recommended to book at least 31 days in advance for the best Low Fares on budget-friendly flights. You can find Savings on airfares by searching on airline websites or travel agencies.
What's the cheapest day of the week to fly from phl to mdw?
The cheapest day to fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) is Sunday. Flying on this day can help you save on airfares, making it a budget-friendly option for your trip. You can find low fares and affordable flights by booking in advance, ideally 31 days prior to your travel date.
What's the cheapest month to fly from phl to mdw?
The cheapest month to fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) is November. Flying during this time can help you find budget-friendly flights, as it's considered part of the off-season for air travel. You can expect to save on airfares and enjoy lower fares.
Which airline/airlines fly from phl to mdw?
The airlines that fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) include Delta Airlines, Southwest Airlines, JetBlue Airways, American Airlines, WestJet Airlines, United Airlines, Frontier Airlines, and Allegiant. You can find the best fares on these airlines' websites or through a travel agency.
What is the cheapest flight from Philadelphia International Airport to Chicago Midway International Airport?
You can find the cheapest flights on fareleaders.com, a leading airfare comparison platform. For example, Southwest Airlines offers one-way economy airfares from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW). Book your flight today and save!
How far in advance can I book my one-way economy airfare on airlines for travel to Milwaukee?
Advance booking is recommended for flights to Milwaukee. On fareleaders.com, you can compare fares and find the cheapest airfares by searching for flights up to 31 days in advance.
Can I find deals on flights with vuelta or agency services on fareleaders.com website?
Yes, you can find deals on flights with vuelta or agency services on fareleaders.com. Our platform offers a range of options, including discounted fares and exclusive promotions.
Are there any discounts available on flights to July destinations on this airline?
Yes, there are discounts available on flights to July destinations. Check the airline's website for special offers and book your flight today!
What is the best way to compare fares and find the cheapest airflights on this airline's website?
To compare fares and find the cheapest airflights, use fareleaders.com. Our platform allows you to search for flights by destination, date, and airline, making it easy to find the best deals.

Philadelphia (PHL) to Chicago (MDW): Airport Information

Origin Airport Philadelphia International , Philadelphia, US
Destination Airport Chicago Midway International , Chicago, US
Distance 668 miles

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