Cheap Flight Tickets from Philadelphia (PHL) to Chicago (MDW), Starting at $187

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

$187

F9 Frontier Airlines • 1 stop • 10h 10m

Oct 08 – Oct 10

The cheapest round trip flight from Philadelphia to Chicago (PHL-MDW-PHL) is currently $187

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Cheapest Direct Flight

$444

WN Southwest Airlines • nonstop • 3h 25m

Oct 08

The cheapest nonstop flight from Philadelphia to Chicago (PHL-MDW) is currently $444

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Fastest Flight

3h 25m

The fastest nonstop flight from Philadelphia to Chicago (PHL-MDW) takes 3h 25m

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.

Oct 08 - Oct 10, Economy
F9
Philadelphia → Chicago
10h 10m
12:35 PM - 5:45 PM • 1 stop
F9
Philadelphia → Chicago
17h 7m
7:44 PM - 7:11 AM • 1 stop
$187
Frontier Airlines
Oct 08 - Oct 10, Economy
WN
Philadelphia → Chicago
3h 25m
3:20 PM - 4:25 PM • nonstop
WN
Philadelphia → Chicago
2h 35m
12:30 PM - 3:25 PM • nonstop
$444
Southwest Airlines
Oct 08 - Oct 10, Economy
WN
Philadelphia → Chicago
3h 25m
1:55 PM - 3:00 PM • nonstop
WN
Philadelphia → Chicago
2h 35m
12:30 PM - 3:25 PM • nonstop
$444
Southwest Airlines
Oct 08 - Oct 10, Economy
WN
Philadelphia → Chicago
3h 25m
7:10 PM - 8:15 PM • nonstop
WN
Philadelphia → Chicago
12h 20m
11:25 AM - 8:05 PM • 1 stop
$454
Southwest Airlines
Oct 08 - Oct 10, Economy
WN
Philadelphia → Chicago
7h 10m
7:40 PM - 11:10 PM • 1 stop
WN
Philadelphia → Chicago
2h 35m
12:30 PM - 3:25 PM • nonstop
$454
Southwest Airlines
Oct 08 - Oct 10, Economy
DL
Philadelphia → Chicago
8h 25m
12:15 PM - 4:14 PM • 1 stop
DL
Philadelphia → Chicago
5h 24m
6:44 PM - 11:08 PM • 1 stop
$508
Delta 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 6:55 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 DL : USD 508
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 7:40 pm

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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