PHL to MDW (Philadelphia to Chicago) Flights

Last Minute Flights from PHL to MDW

Best airfare and ticket deals for PHL to MDW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
PHLChicagoApril 6 to April 10$148
*Prices include taxes and fees

Cheapest PHL to MDW Flights

Best airfare and ticket deals for PHL to MDW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
PHLChicagoApril 30 to May 21$58
PHLChicagoMay 21 to May 21$63
TTNChicagoMay 7 to May 15$124
PHLChicagoMay 22 to May 25$156
*Prices include taxes and fees
PHL to MDW Flight Details
Origin airport
Philadelphia Intl.
Origin airport IATA code
PHL
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
666 mi

Frequently asked questions

Which airlines with flights from Philadelphia, PA Airport (PHL-Philadelphia Intl.) to Chicago Airport allow free cancellation due to COVID-19?
Quite a few airlines now provide airfares with flexibility so you can lock in your journey to MDW with confidence. To narrow down which carriers sell these kinds of tickets, use our smart filter tool. Just click the “No change fee” box directly under the “Flexible change policies” section. Also review the ticket’s terms and conditions so you know what COVID-19 related changes are permitted.
What airlines fly direct from Philadelphia, PA Airport (PHL-Philadelphia Intl.) to MDW?
Secure a ticket with Southwest Airlines (WN) and you won’t have the bother of swapping planes or filling time on a stopover. This renowned airline advertises 86 nonstop flights a month from Philadelphia, PA Airport (PHL-Philadelphia Intl.) to Chicago Airport.
How many flights are there from PHL to MDW?
Approximately 24 services are available each day from Philadelphia, PA Airport (PHL-Philadelphia Intl.) to Chicago, IL Airport (MDW-Midway Intl.). Fasten your safety belt because your plane to Chicago is ready to take to the skies.
How long does it take to fly from Philadelphia, PA Airport (PHL-Philadelphia Intl.) to Chicago, IL Airport (MDW-Midway Intl.)?
This flight from Philadelphia, PA Airport (PHL-Philadelphia Intl.) to Chicago, IL Airport (MDW-Midway Intl.) will take some 4 hours and 41 minutes. Use the time to dive into the novel that’s been sitting beside your bed for a long time or catch up on your beauty sleep.
What is the flight distance from Philadelphia, PA Airport (PHL-Philadelphia Intl.) to Chicago, IL Airport (MDW-Midway Intl.)?
A short-haul flight, the trip between Philadelphia and Chicago is just 670 miles (1050 km). You’ll be landing at Chicago, IL Airport (MDW-Midway Intl.) and collecting your bags in no time at all.
How many morning flights are there from PHL to MDW?
With 76 morning flights from PHL to MDW a week, you have ample options to choose from.
  • You can take off as early as 5:30AM if you choose to travel with Delta (DL). This airline operates 49 weekly flights that depart in the morning.
  • Or else, book a seat with Southwest Airlines (WN) and head off as early as 6:00AM. This airline offers 27 morning flights per week between PHL and MDW.
How many afternoon flights are there from PHL to MDW?
If you enjoy a sleep in, find a seat on one of the 95 afternoon and evening flights available weekly from PHL to MDW.
  • Come fly with Delta (DL), which operates 65 afternoon and evening flights every week on this route. The first departure leaves the runway at 12:15PM.
  • Alternatively, Southwest Airlines (WN) lists 30 afternoon and evening flights each week, with the first taking to the skies at 12:25PM.
What is the earliest departure time out of Philadelphia to Chicago?
5:30AM is the earliest departure out of PHL, landing at MDW at 12:40AM. Save valuable time in the morning by having your bags packed and ready to be tossed in the boot.
What is the latest departure time out of Philadelphia to Chicago?
The last flight leaves the runway at PHL at 9:05PM and touches down at 8:20PM at MDW. You’ll have more than enough time to get ready for this journey.
What is the average price from Philadelphia to Chicago?
Round-trip journeys from PHL to MDW begin from around $58. Great fares wait for nobody, so get set to click “book” when you find the right price. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Philadelphia to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Philadelphia to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from PHL to MDW, we’ve got you covered here at Flights.com.

We present you with some of the hottest deals on airfare so stop that Google flights search. We want you to spend less on your flight from Philadelphia to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.