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Cheap Flights from Philadelphia International to Chicago Midway

Compare Philadelphia International to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from Philadelphia International to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Philadelphia International to Chicago Midway? Find the lowest prices on one-way and return tickets right here.
Chicago.$105 per passenger.Departing Sat, 16 Nov, returning Sat, 23 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Sat, 16 Nov, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Sat, 23 Nov, arriving in Philadelphia International.Price includes taxes and charges.From $105, select.
Chicago.$113 per passenger.Departing Thu, 12 Dec, returning Tue, 17 Dec.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Thu, 12 Dec, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Tue, 17 Dec, arriving in Philadelphia International.Price includes taxes and charges.From $113, select.
Chicago.$114 per passenger.Departing Wed, 12 Feb, returning Wed, 19 Feb.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Wed, 12 Feb, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Wed, 19 Feb, arriving in Philadelphia International.Price includes taxes and charges.From $114, select.
Chicago.$122 per passenger.Departing Tue, 24 Dec, returning Mon, 6 Jan.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Tue, 24 Dec, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 6 Jan, arriving in Philadelphia International.Price includes taxes and charges.From $122, select.
Chicago.$130 per passenger.Departing Mon, 18 Nov, returning Thu, 12 Dec.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Mon, 18 Nov, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 12 Dec, arriving in Philadelphia International.Price includes taxes and charges.From $130, select.
Chicago.$130 per passenger.Departing Thu, 23 Jan, returning Fri, 24 Jan.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Thu, 23 Jan, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 24 Jan, arriving in Philadelphia International.Price includes taxes and charges.From $130, select.
Chicago.$147 per passenger.Departing Thu, 30 Jan, returning Sun, 2 Feb.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Thu, 30 Jan, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Sun, 2 Feb, arriving in Philadelphia International.Price includes taxes and charges.From $147, select.
Chicago.$181 per passenger.Departing Fri, 28 Feb, returning Mon, 3 Mar.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Philadelphia International on Fri, 28 Feb, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 3 Mar, arriving in Philadelphia International.Price includes taxes and charges.From $181, select.

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

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Philadelphia International to Chicago Midway flights are currently cheapest in November.
Oct
Find prices
Nov
from $106
Dec
from $114
Jan
from $131
Feb
from $114
Mar
from $196
Apr
from $445
May
from $636
Jun
from $702
Jul
from $667
Aug
from $666
Sep
from $944

Direct flights from Philadelphia International to Chicago Midway

Philadelphia International to Chicago Midway: Alternative routes

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

Philadelphia to Chicago: Flight information

The things to know before you go.
Cheapest flight found$106
Cheapest month to flyNovember
Average flight time2 hrs, 14 mins
Most popular airlineSouthwest Airlines
Average flights per week44

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

The best price we found for a return flight from Philadelphia International to Chicago Midway is $106. 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.
2 hours and 14 minutes is the average flight time from Philadelphia International to Chicago Midway.
Southwest Airlines and Frontier Airlines fly direct from Philadelphia International to Chicago Midway.
As of October 2024, there are 44 flights per week flying from Philadelphia International to Chicago Midway.
The cheapest month to fly from Philadelphia International to Chicago Midway is usually October 2024.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Philadelphia International Airport to Chicago Midway Airport on Saturday, 16 November 2024.
Yes – the average flight time is 2 hours and 14 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 Chicago Midway 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago Midway.

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

  • The average time for a direct flight from Philadelphia International Airport to Chicago Midway International Airport is 2 hours 11 minutes. Chicago's timezone is UTC-5, making Chicago 1 hour behind Philadelphia.

  • There are 31 flights from Philadelphia International Airport to Chicago Midway International Airport weekly. Choose the 05:30 flight if you want to leave as soon as possible. If you'd like to make the most of your day before heading off, the latest flight from PHL to MDW is at 22:20.

  • Planning to travel during a peak period like a bank holiday? Expect longer lines at security and check-in. To be on the safe side, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • If you want to break up your flight from Philadelphia International Airport to Chicago Midway International Airport, add a stopover to your trip. Simply deselect 'Direct flights only' to find a destination that appeals to you. The top stopovers on the PHL - MDW route include:

    • Gerald R. Ford International Airport

    • Buffalo Niagara International Airport

    • Detroit Metropolitan Wayne County Airport

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

  • $49 is currently the lowest price for a one-way ticket from Philadelphia International Airport to Chicago Midway International Airport. A return flight starts from $106. These prices can change depending on availability.

  • To score flight tickets from PHL to MDW, book your journey 9 months before your departure date.

  • Plan your trip for May. That's the cheapest month for tickets from Philadelphia International Airport to Chicago Midway International Airport. If you're flexible with your travel dates, use the 'Whole month' tool to see the cheapest airfare across every month.

  • Set up a Price Alert for flight tickets from PHL to MDW. There's no need to search every day to see whether prices have fallen. We'll update you as soon as there's a change in price.

  • Play around with filters to find the perfect trip for you. To see the 'Best,' 'Fastest' or 'Cheapest' flights from Philadelphia International Airport to Chicago Midway International Airport, use the 'Sort by' function. You can also filter by departure and arrival times, airline, and journey duration.

Handy information about Philadelphia International Airport (PHL)

Arriving at Chicago Midway International Airport (MDW)

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • Chicago Midway International Airport to central Chicago takes about 21 minutes in a car. It's approximately 19 kilometres away. See what options are available, such as car rentals, cabs or ride-sharing services.

  • It'll take around 46 minutes if you're travelling on public transport.

When to fly to Chicago Midway International Airport (MDW)

  • The quietest month for a flight from Philadelphia International Airport to Chicago Midway International Airport is May, while July is the busiest. Pick the best time to visit Chicago based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • Book your flight from Philadelphia International Airport to Chicago Midway International Airport for July if you want to go to Chicago during its warmest month. Expect temperatures of between 15 ºC and 29 ºC.

  • If you want to travel in cooler conditions, look for a cheap ticket from PHL to MDW in January. Average temperatures are between -12 ºC and 3 ºC then.

More about Chicago

Complete your Chicago trip with hotels and a car rental

  • After you've secured your cheap ticket to Chicago Midway International Airport, check out the lowest prices and exclusive offers on hotels. You can also compare hundreds of car rental companies in one place to find the best car rental price for your Chicago holiday.

Plan the rest of your trip from Philadelphia to Chicago

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