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187 € Cheap Flights from Chicago Midway to Philadelphia International

Compare Chicago Midway to Philadelphia International flight deals

Find the cheapest month or even day of the year to fly to Philadelphia International

Book the best Philadelphia International fare with no extra fees

Flight deals from Chicago Midway to Philadelphia International

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Philadelphia International Airport? If you want to travel next month, return fares start from 192 €. Find the lowest prices on one-way and return tickets right here.
Philadelphia.187 € per passenger.Departing Sat, 5 Sep, returning Tue, 8 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 5 Sep, arriving in Philadelphia International.Inbound indirect flight with Frontier Airlines, departs from Philadelphia International on Tue, 8 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 187 €, select.
Philadelphia.192 € per passenger.Departing Tue, 25 Aug, returning Thu, 27 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 25 Aug, arriving in Philadelphia International.Inbound indirect flight with Frontier Airlines, departs from Philadelphia International on Thu, 27 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 192 €, select.
Philadelphia.192 € per passenger.Departing Wed, 30 Sep, returning Mon, 5 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 30 Sep, arriving in Philadelphia International.Inbound indirect flight with Frontier Airlines, departs from Philadelphia International on Mon, 5 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 192 €, select.
Philadelphia.195 € per passenger.Departing Sat, 8 Aug, returning Tue, 1 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 8 Aug, arriving in Philadelphia International.Inbound indirect flight with Frontier Airlines, departs from Philadelphia International on Tue, 1 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 195 €, select.
Philadelphia.198 € per passenger.Departing Thu, 8 Oct, returning Thu, 29 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 8 Oct, arriving in Philadelphia International.Inbound indirect flight with Frontier Airlines, departs from Philadelphia International on Thu, 29 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 198 €, select.
Philadelphia.210 € per passenger.Departing Thu, 29 Oct, returning Mon, 2 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 29 Oct, arriving in Philadelphia International.Inbound indirect flight with Frontier Airlines, departs from Philadelphia International on Mon, 2 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 210 €, select.
Philadelphia.210 € per passenger.Departing Sat, 14 Nov, returning Wed, 18 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 14 Nov, arriving in Philadelphia International.Inbound indirect flight with Frontier Airlines, departs from Philadelphia International on Wed, 18 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 210 €, select.
Philadelphia.224 € per passenger.Departing Sat, 14 Nov, returning Wed, 18 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 14 Nov, arriving in Philadelphia International.Inbound direct flight with Southwest Airlines departs from Philadelphia International on Wed, 18 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 224 €, select.
Philadelphia.224 € per passenger.Departing Wed, 12 Aug, returning Thu, 20 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 12 Aug, arriving in Philadelphia International.Inbound direct flight with Southwest Airlines departs from Philadelphia International on Thu, 20 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 224 €, select.
Philadelphia.224 € per passenger.Departing Wed, 2 Sep, returning Thu, 3 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 2 Sep, arriving in Philadelphia International.Inbound direct flight with Southwest Airlines departs from Philadelphia International on Thu, 3 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 224 €, select.
Philadelphia.224 € per passenger.Departing Thu, 1 Oct, returning Mon, 5 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 1 Oct, arriving in Philadelphia International.Inbound direct flight with Southwest Airlines departs from Philadelphia International on Mon, 5 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 224 €, select.
Philadelphia.224 € per passenger.Departing Mon, 28 Sep, returning Thu, 1 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 28 Sep, arriving in Philadelphia International.Inbound direct flight with Southwest Airlines departs from Philadelphia International on Thu, 1 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 224 €, select.
Philadelphia.225 € per passenger.Departing Wed, 18 Nov, returning Tue, 1 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 18 Nov, arriving in Philadelphia International.Inbound direct flight with Southwest Airlines departs from Philadelphia International on Tue, 1 Dec, arriving in Chicago Midway.Price includes taxes and charges.From 225 €, select.
Philadelphia.225 € per passenger.Departing Sat, 29 Aug, returning Sat, 5 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 29 Aug, arriving in Philadelphia International.Inbound direct flight with Southwest Airlines departs from Philadelphia International on Sat, 5 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 225 €, select.
Philadelphia.225 € per passenger.Departing Tue, 1 Dec, returning Tue, 8 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 1 Dec, arriving in Philadelphia International.Inbound direct flight with Southwest Airlines departs from Philadelphia International on Tue, 8 Dec, arriving in Chicago Midway.Price includes taxes and charges.From 225 €, select.
Philadelphia.239 € per passenger.Departing Fri, 30 Oct, returning Mon, 2 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 30 Oct, arriving in Philadelphia International.Inbound direct flight with Southwest Airlines departs from Philadelphia International on Mon, 2 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 239 €, select.

Find the cheapest month to fly from Chicago Midway to Philadelphia International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Philadelphia International flights are currently cheapest in September.
Jul
from 254 €
Aug
from 192 €
Sep
from 187 €
Oct
from 198 €
Nov
from 210 €
Dec
from 225 €
Jan
from 308 €
Feb
Find prices
Mar
from 275 €
Apr
from 268 €
May
Find prices
Jun
from 349 €

Direct flights from Chicago Midway to Philadelphia International

Chicago Midway to Philadelphia International: Alternative routes

Compare routes from Chicago Midway to Philadelphia below. You may find an airport to fly into that's cheaper, faster, or easier than Philadelphia International.

Philadelphia International

11km from central Philadelphia
ClosestCheapest
from 187 €
Search flights

Philadelphia Trenton-Mercer

47km from central Philadelphia
from 298 €
Search flights

Greater Wilmington

49km from central Philadelphia
Search flights

Atlantic City International

75km from central Philadelphia
from 303 €
Search flights

Allentown

81km from central Philadelphia
from 252 €
Search flights

Chicago to Philadelphia: Flight information

The things to know before you go.
Cheapest flight found187 €
Cheapest month to flySeptember
Average flight time1 hr, 58 mins
Most popular airlineSouthwest Airlines
Average flights per week32

Finding cheap flights from Chicago Midway to Philadelphia International: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Philadelphia International is 187 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 58 minutes is the average flight time from Chicago Midway to Philadelphia International.
Southwest Airlines flies direct from Chicago Midway to Philadelphia International.
As of July 2026, there are 32 flights per week flying from Chicago Midway to Philadelphia International.
The cheapest month to fly from Chicago Midway to Philadelphia International is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Philadelphia International Airport on Saturday, 5 September 2026.
Yes – the average flight time is 1 hour and 58 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Philadelphia International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Philadelphia is around 40 days in advance, so don’t leave your flight to the last minute.

Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Philadelphia International.

Flying from Chicago Midway Airport (MDW) to Philadelphia International Airport (PHL): what you need to know

  • The average duration of a direct flight from Chicago Midway Airport to Philadelphia International Airport is 2 hours.

  • Philadelphia is one hour ahead of Chicago and follows the UTC-5 timezone.

  • Take your pick of 19 weekly Chicago Midway Airport to Philadelphia International Airport flights. The 05:50 departure with Southwest Airlines is the earliest you can take. Southwest Airlines operates the last service of the day at 21:55.

  • Leave plenty of time to catch your MDW to PHL flight. As a general rule, turn up two hours before international departures and an hour ahead for domestic flights.

  • During popular months like July, you'll want to get to the airport earlier than usual. Arrive two hours before domestic departures and four hours ahead of international flights whenever you're travelling during peak periods in general.

  • Southwest Airlines is your ticket to exploring Philadelphia (and maybe even some other great corners of the United States!). Browse the direct flights from Chicago Midway Airport to Philadelphia International Airport offered by this popular airline.

  • Most travellers choose to fly with Southwest Airlines on this route.

  • With 76.18% of its services arriving as scheduled, Southwest Airlines is the most punctual carrier offering MDW to PHL flights.

  • If you want to explore another city along the way, simply deselect 'Direct flights only' when searching for your ticket from Chicago Midway Airport to Philadelphia International Airport. These are the most popular stopovers between MDW and PHL:

    • Detroit Wayne County Airport

    • Pittsburgh International Airport

    • Cleveland Hopkins International Airport

How to find the cheapest flights from Chicago Midway Airport (MDW) to Philadelphia International Airport (PHL)

  • Right now, 79 € is the lowest price we've found for a one-way Chicago Midway Airport to Philadelphia International Airport flight. The best price for a return plane ticket is 187 €. Remember that fares could change due to availability at the time of booking.

  • To get your hands on cheap tickets from MDW to PHL, book early. Airlines tend to offer the most competitive fares when flights are first made available.

  • The cheapest month for flights from Chicago Midway Airport to Philadelphia International Airport is May. Use the 'Whole month' tool to find the lowest prices if you have a flexible schedule.

  • Cut down on the time spent looking for cheap flights from MDW to PHL by setting up a Price Alert. You'll get an email or notification through the app when a lower fare becomes available.

  • Select your preferred arrival and departure times, airlines and number of stops with the filters. Alternatively, sort your results by 'Cheapest' to get the best deals on flights from Chicago Midway Airport to Philadelphia International Airport.

Handy information about Chicago Midway Airport (MDW)

  • MDW is located at 5700 South Cicero.

  • When it comes to Chicago Midway Airport's on-time performance, data shows 76% of flights meet their scheduled arrival time.

  • Chicago Midway Airport is around 16 kilometres from central Chicago. If you're catching a taxi, ride-sharing or driving from the centre, it'll take 25 minutes or so to get there, depending on the traffic.

  • You can expect a journey time of roughly 30 minutes on public transport.

  • Need a handy hotel near MDW? If you're boarding an early flight from Chicago Midway Airport to Philadelphia International Airport, these accommodation options will put you moments from check-in:

Arriving at Philadelphia International Airport (PHL)

When to fly to Philadelphia International Airport (PHL)

  • It's time to work out your trip dates for your flight from Chicago Midway Airport to Philadelphia International Airport. August is the most popular month to head to Philadelphia. If you prefer a quieter vibe, go in March.

  • Book your flight from Chicago Midway Airport to Philadelphia International Airport for July if you'd like to explore Philadelphia during its warmest month. Expect temperatures of between 18ºC (64ºF) and 32ºC (90ºF).

  • If you want cooler conditions, look for a cheap ticket from MDW to PHL in January. Temperatures average between -7ºC (19ºF) and 9ºC (48ºF) then.

Explore more of the United States

  • Philadelphia has its own special appeal, but there are so many other corners of the United States you should also see. Around 129 kilometres north-east of Philadelphia, a trip to New York will keep you on the go. Don't miss top attractions like Central Park, Statue of Liberty and Metropolitan Museum of Art.

  • Around 434 kilometres north-east of Philadelphia, Boston is another essential stop in the United States. Get a taste of what this destination has to offer at Museum of Fine Arts Boston, Freedom Trail and USS Constitution Museum.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.