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97 € Cheap Flights from Chicago Midway to Philadelphia

Compare Chicago Midway to Philadelphia flight deals

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Flight deals from Chicago Midway to Philadelphia

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to Philadelphia? Find the lowest prices on one-way and return tickets right here.
Philadelphia.97 € per passenger.Departing Mon, 29 Sep, returning Mon, 6 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 29 Sep, arriving in Philadelphia International.Inbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 6 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 97 €, select.
Philadelphia.97 € per passenger.Departing Thu, 13 Nov, returning Sun, 16 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 13 Nov, arriving in Philadelphia International.Inbound direct flight with Frontier Airlines departs from Philadelphia International on Sun, 16 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 97 €, select.
Philadelphia.98 € per passenger.Departing Fri, 31 Oct, returning Mon, 3 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 31 Oct, arriving in Philadelphia International.Inbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 3 Nov, arriving in Chicago Midway.Price includes taxes and charges.From 98 €, select.
Philadelphia.98 € per passenger.Departing Fri, 26 Sep, returning Mon, 29 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 26 Sep, arriving in Philadelphia International.Inbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 29 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 98 €, select.
Philadelphia.98 € per passenger.Departing Fri, 3 Oct, returning Sun, 5 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 3 Oct, arriving in Philadelphia International.Inbound direct flight with Frontier Airlines departs from Philadelphia International on Sun, 5 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 98 €, select.
Philadelphia.108 € per passenger.Departing Mon, 25 Aug, returning Mon, 1 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 25 Aug, arriving in Philadelphia International.Inbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 1 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 108 €, select.
Philadelphia.139 € per passenger.Departing Fri, 29 Aug, returning Sun, 31 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 29 Aug, arriving in Philadelphia International.Inbound direct flight with Frontier Airlines departs from Philadelphia International on Sun, 31 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 139 €, select.
Philadelphia.276 € per passenger.Departing Fri, 19 Dec, returning Thu, 1 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 19 Dec, arriving in Philadelphia International.Inbound indirect flight with Delta, departs from Philadelphia International on Thu, 1 Jan, arriving in Chicago Midway.Price includes taxes and charges.From 276 €, select.

Find the cheapest month to fly from Chicago Midway to Philadelphia

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Philadelphia flights are currently cheapest in November.
Aug
from 139 €
Sep
from 98 €
Oct
from 98 €
Nov
from 97 €
Dec
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Jan
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Feb
from 327 €
Mar
from 342 €
Apr
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May
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Jun
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Jul
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Direct flights from Chicago Midway to Philadelphia

Alternative Chicago Midway to Philadelphia routes

Looking for the cheapest, fastest or easiest route from Chicago Midway to Philadelphia? You could fly into the following airports instead.

Chicago to Philadelphia: Flight information

The things to know before you go.
Cheapest flight found97 €
Cheapest month to flySeptember
Average flight time1 hr, 56 mins
Most popular airlineSouthwest Airlines
Average flights per week30

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

There are 6 airports in Philadelphia: Philadelphia International, Blue Bell, Philadelphia Trenton-Mercer, Greater Wilmington, Atlantic City International, and Allentown.
The best price we found for a return flight from Chicago Midway to Philadelphia is 97 €. 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 56 minutes is the average flight time from Chicago Midway to Philadelphia.
Southwest Airlines and Frontier Airlines fly direct from Chicago Midway to Philadelphia.
As of August 2025, there are 30 flights per week flying from Chicago Midway to Philadelphia.
The cheapest month to fly from Chicago Midway to Philadelphia is usually September.
If you're flying from Chicago Midway Airport, the cheapest airport near Philadelphia is Philadelphia International – which is 11.2 km away from the centre of Philadelphia. We've found flights into this airport from 97 €.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Philadelphia on Monday, 29 September 2025.
Yes – the average flight time is 1 hour and 56 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 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.
In August, the average temperature is usually around 24°C. July is typically the warmest month in Philadelphia, when it usually averages around 30°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -5°C. The rainiest month is July.
Currently, Frontier Airlines offers the cheapest flight tickets to Philadelphia.

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

  • Jump on a direct flight from Chicago Midway International Airport to Philadelphia and you'll be travelling for around 2 hours 10 minutes.

  • The timezone in Philadelphia is UTC-4. The city is one hour ahead of Chicago, where Chicago Midway International Airport is located.

  • The busiest route is from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL). Take your pick of 19 weekly services between these two airports. If you'd like to get on your way as soon as you can, the earliest flight from MDW to PHL is the 05:50 Southwest Airlines option. If you'd rather fly out later on, the final departure is at 21:55 with Southwest Airlines.

  • To avoid missing your MDW to Philadelphia flight, allow plenty of time for things like check-in and baggage drop. Arriving two hours before international departures and one hour before domestic flights is the general travel rule.

  • If you're heading away during a bank holiday or another peak period, give yourself more time. A good general rule is two hours ahead of domestic flights and up to four hours before international departures. Security and check-in lines will be longer.

  • You can book a direct Chicago Midway International Airport to Philadelphia ticket. Start your journey at MDW and end it at Philadelphia International Airport (PHL).

  • Southwest Airlines is a well-known airline that operates direct flights from Chicago Midway International Airport to Philadelphia.

  • MDW is around 14 kilometres from central Chicago. If you're ride-sharing, catching a cab or driving from the centre, it'll take you 20 minutes or so to get there, depending on traffic. If you're taking public transport, expect the travel time to be around 45 minutes.

  • Searching for a hotel near MDW? If you're boarding an early flight from Chicago Midway International Airport to Philadelphia, these accommodation options will put you moments from your departure lounge:

  • Of the flights that depart from Chicago Midway International Airport, 77.88% touch down on time at their destination.

  • MDW's address is 5700 South Cicero.

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

  • The lowest price we've found for a one-way Chicago Midway International Airport to Philadelphia flight is 44 €. The cheapest price for a return flight is 97 €. Remember fares may change due to demand at the time of booking.

  • Book one month before travelling. Research on pricing trends suggests this is the ideal window for finding cheap flights from MDW to Philadelphia.

  • The best month for landing cheap Chicago Midway International Airport to Philadelphia tickets is May. Use the 'Whole month' tool to compare flight prices, then select the dates that offer the lowest fares.

  • Never miss a deal on cheap flights from MDW to Philadelphia by setting up a Price Alert. You'll get an email or notification on the app when a new low fare is offered.

  • Select your preferred departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Chicago Midway International Airport to Philadelphia by 'Cheapest,' 'Best' or 'Fastest.'

Airports in Philadelphia

Philadelphia International Airport (PHL)

  • Philadelphia International Airport (PHL) is around 19 kilometres from central Philadelphia. If you're opting for a ride-share or a cab, the drive takes about 15 minutes.

  • When travelling on public transport, expect a journey time of about 45 minutes.

  • The last thing you want is a lengthy journey to your hotel if you're getting in late on a flight from Chicago Midway International Airport to Philadelphia. Book one of these accommodation options near PHL instead:

  • Follow your own route with a Philadelphia International Airport rental car. Pick up your wheels from Dollar, Thrifty or Budget and experience more of Philadelphia and beyond.

  • To get the lowest price, reserve your vehicle from Philadelphia International Airport around three weeks in advance of your flight from MDW to Philadelphia.

  • You'll find PHL at 8500 Essington Ave.

Trenton-Mercer Airport (TTN)

  • Central Philadelphia is around 56 kilometres from Trenton-Mercer Airport (TTN). Once your flight from Chicago Midway International Airport to Philadelphia has touched down and you've navigated your way to arrivals, expect a drive of around 40 minutes.

  • The trip will take about 1 hour 45 minutes on public transport.

  • Place the 'Do not disturb' sign on your door and unwind at a hotel near TTN. Here are a few options where you can tuck yourself in after your MDW to Philadelphia flight:

  • Forget about public transport timetables or long cab queues. Pick up a Trenton-Mercer Airport rental car and take your journey in whatever direction you like. Compare offers from Budget, National and Enterprise.

  • Lock in the best price by reserving your ride from TTN four weeks ahead of time. You'll also have access to a wider range of vehicles.

  • Trenton-Mercer Airport is located at Scotch Road, Terminal Building.

Best time to go to Philadelphia

  • Before locking in your flights from Chicago Midway International Airport to Philadelphia, consider which time of year works best for you. Peak season in Philadelphia offers a lively atmosphere and plenty to do, while the low season brings better hotel deals and smaller crowds.

  • The warmest month in Philadelphia is July, with temperatures ranging between 18ºC (64ºF) and 32ºC (90ºF). Book your Chicago Midway International Airport to Philadelphia plane ticket then if that's the weather you find most pleasant.

  • January sees average temperatures of between -7ºC (19ºF) and 9ºC (48ºF). Search for a cheap ticket from MDW to Philadelphia around that time if you like cooler conditions.

More about Philadelphia

Explore more of United States

  • Philadelphia has plenty to offer, but there are so many other corners of United States just waiting to be discovered. About 129 kilometres north-east of Philadelphia, a visit to New York will keep you on the go. Start with leading sights like Statue of Liberty, Central Park and Empire State Building.

  • Around 434 kilometres north-east of Philadelphia, Boston is another favourite stop in United States. Get a taste of what this destination has to offer at Freedom Trail, Museum of Fine Arts Boston and Boston Tea Party Ships & Museum.

Plan the rest of your trip from Chicago to Philadelphia

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.