Cheap Flights from Philadelphia International (PHL) to Chicago Midway (MDW)

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 round-trip flight from Philadelphia International to Chicago Midway? Find the lowest prices on one-way and round-trip tickets right here.

Don’t miss a great deal

Stay one step ahead. Find the best value travel with the latest deals, tips and news.

You can unsubscribe at any time. Read our Privacy Policy for more info.

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 May.

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$43
Cheapest month to flyMay
Average flight time2 hrs, 10 mins
Most popular airlineSouthwest Airlines
Average flights per week39

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

The best price we found for a round-trip flight from Philadelphia International to Chicago Midway is $43. 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 10 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.
There are 39 flights per week flying from Philadelphia International to Chicago Midway, as of May 2024.
The cheapest month to fly from Philadelphia International to Chicago Midway is usually May.
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 Tuesday, May 14, 2024.
Yes – the average flight time is 2 hours and 10 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 Midway 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.

Fly From Philadelphia International Airport to Chicago Midway International Airport

If you like parks, rides, and attractions, consider booking flights from Philadelphia International Airport (PHL) to Chicago International Airport (MDW). In Chicago, Navy Pier is one of the best spots for families; during your time at this seaside destination, you’ll have opportunities to shop, eat food, and try different thrill rides. After you’ve spent time at the pier, you can study different exhibits at the Museum of Science and Industry.

To travel to Chicago, you can book a flight on Frontier, United, American, or Southwest airlines. You can expect flights from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) to take just under two hours.

Facilities at Chicago Midway International Airport

Chicago Midway International Airport has a number boutiques, food shops, and gift shops for the convenience of travelers. You'll also be able to find helpful amenities such as banking terminals and power stations where you can charge your phone. Wi-Fi is also available to airport guests both pre- and post-security.

When it comes time to leave to check in to your hotel, you'll have multiple options for transportation. The CTA Orange Line train is a convenient means to get to downtown Chicago. For those who are planning on renting a vehicle, you'll need to take a shuttle to the rental car facility. Shuttles are available to transport you 24 hours a day, picking up and dropping off every 15 minutes. From the rental car facility, you'll be able to choose between familiar rental companies like Enterprise, Avis, and Budget. You can also opt to take a taxi to your destination. The average cost for a taxi from Chicago Midway International Airport to downtown is around $18.

Things to Do Near Chicago Midway International Airport

If you like cool, fresh air, you should visit Navy Pier near Lake Michigan. During the day, travelers and locals spend time at the shops, parks, and restaurants in this area. The Museum of Science and Industry has dozens of award-winning exhibits that are worth checking out. Kids always have fun at this museum because most of the exhibits have interactive elements. Millennium park gives you access to a number of fun activities, including an ice rink along with art and theater exhibits.

Hints and Tips for Chicago Midway International Airport

If you're looking to check out some of Chicago's big annual events, consider booking your flight from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW) in January, when you can enjoy the Chicago Chinese New Year Parade. You can also schedule your visit for August to catch Lollapalooza, which features eight different stages hosting more than 100 different musical artists.

If you’re hungry after your trip from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW), great food is always available. In Chicago, the most iconic food items are Italian beef sandwiches and deep-dish pizzas. You can expect to pay about $60 for a nice meal for two.


More flight options

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