$28 Cheap Flights from Philadelphia (PHL) to Chicago (MDW)

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Cheap Flights from Philadelphia to Chicago (PHL-MDW)

Prices were available within the past 7 days and start at $28 for one-way flights and $51 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Flights from Philadelphia (PHL) to Chicago (MDW)
Origin airport
Philadelphia Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines
Roundtrip price
$50
Distance
666 mi

Philadelphia to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Philadelphia to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Philadelphia to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from PHL to MDW today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $28 now!

Frequently asked questions

How much is a flight from Philadelphia Intl. Airport (PHL) to Chicago Airport?
The lowest price advertised for a round-trip journey from PHL to MDW is $51. But you better move fast. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Philadelphia Airport to Midway Intl. Airport (MDW)?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the simple instructions on our Customer Service Portal.
How do I find cheap flights from Philadelphia Intl. Airport (PHL) to Midway Intl. Airport (MDW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Philadelphia Airport to Chicago Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Philadelphia Airport to MDW?
You can forget about a movie marathon on this flight — it’s only 653 mi from Philadelphia to Chicago. Sit down, order a snack and you’ll be there in next to no time.
Which airlines fly direct from Philadelphia Intl. Airport (PHL) to Midway Intl. Airport (MDW)?
With 117 flights a month operating from Philadelphia Intl. Airport (PHL) to Chicago Airport, Southwest Airlines (WN) is a popular choice. Like some more options? Check out the ticket prices from Frontier Airlines (F9). This carrier offers 30 flights a month between these airports.
Are PHL to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
It is possible to nab an amazing last-minute deal from Philadelphia Intl. Airport (PHL) to Midway Airport, but there’s no guarantee. As many airlines release prices up to 12 months in advance, it’s worthwhile keeping an eye on fares early and being ready to pounce when you see a bargain. Expedia compares air carrier prices and updates flight deals frequently, so you can rest easy knowing you’re always seeing the latest offers.
Chicago nearby Airports
Philadelphia nearby Airports

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