$28 Cheap flights from Philadelphia Intl. to Midway Intl. (PHL to MDW)

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Find The Best Dates To Fly from Philadelphia Intl. to Midway Intl.

Amazing PHL to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $51 round trip and $28 one way. Prices and availability subject to change. Additional terms may apply.

Wed, May 22 - Wed, May 22
PHL
Philadelphia
MDW
Chicago
$51 Roundtrip, found 6 hours ago
$51
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, May 22 from Philadelphia to Chicago, returning Wed, May 22, priced at $51 found 6 hours ago
Tue, May 21 - Wed, May 22
PHL
Philadelphia
MDW
Chicago
$56 Roundtrip, found 23 hours ago
$56
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, May 21 from Philadelphia to Chicago, returning Wed, May 22, priced at $56 found 23 hours ago
Tue, May 21 - Tue, May 21
PHL
Philadelphia
MDW
Chicago
$60 Roundtrip, found 2 days ago
$60
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 21 from Philadelphia to Chicago, returning Tue, May 21, priced at $60 found 2 days ago
Tue, May 21 - Wed, May 29
PHL
Philadelphia
MDW
Chicago
$62 Roundtrip, found 10 hours ago
$62
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Tue, May 21 from Philadelphia to Chicago, returning Wed, May 29, priced at $62 found 10 hours ago
Wed, May 22 - Wed, May 22
PHL
Philadelphia
MDW
Chicago
$65 Roundtrip, found 5 days ago
$65
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, May 22 from Philadelphia to Chicago, returning Wed, May 22, priced at $65 found 5 days ago
Sat, May 18 - Tue, May 21
PHL
Philadelphia
MDW
Chicago
$65 Roundtrip, found 3 days ago
$65
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 18 from Philadelphia to Chicago, returning Tue, May 21, priced at $65 found 3 days ago
Tue, Jul 16 - Wed, Jul 17
PHL
Philadelphia
MDW
Chicago
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Jul 16 from Philadelphia to Chicago, returning Wed, Jul 17, priced at $68 found 1 hour ago
Tue, May 21 - Tue, Jun 4
PHL
Philadelphia
MDW
Chicago
$70 Roundtrip, found 21 hours ago
$70
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Tue, May 21 from Philadelphia to Chicago, returning Tue, Jun 4, priced at $70 found 21 hours ago
Tue, May 21 - Thu, May 23
PHL
Philadelphia
MDW
Chicago
$72 Roundtrip, found 7 hours ago
$72
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, May 21 from Philadelphia to Chicago, returning Thu, May 23, priced at $72 found 7 hours ago
Tue, May 21 - Tue, Jun 4
PHL
Philadelphia
MDW
Chicago
$73 Roundtrip, found 5 days ago
$73
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, May 21 from Philadelphia to Chicago, returning Tue, Jun 4, priced at $73 found 5 days ago

Best Midway Intl. Flight and Hotel Packages

Midway Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 18
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
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Frequently asked questions

Are there direct flights from Philadelphia Intl. Airport (PHL) to Midway Airport?
For a hassle-free trip between Philadelphia and Chicago, check out Southwest Airlines. This airline sells direct flights from PHL to MDW.
How long is the flight from Philadelphia Airport to Chicago Airport?
If you’re flying from PHL to Chicago Airport, you can expect the flight to take around 4 hours and 41 minutes. If this is longer than you’d hoped, why not take advantage of it? Read about where you’re going, do some last-minute organizing and take a decent nap before the adventure begins.
What is the flight distance from Philadelphia Intl. Airport (PHL) to Midway Airport?
With only 670 mi separating Philadelphia Airport and MDW, you won’t have long between the fasten seat belt sign flicking off and the captain readying the wheels for touchdown.
What airlines fly from PHL to Chicago Airport?
Ready to book the ticket for your next exciting adventure? Eager to get from PHL to MDW in the shortest time possible? Book one of the 86 nonstop flights offered by Southwest Airlines every month, and you’ll be hitting the tarmac before you can utter ‘Are we there yet?’
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

 

Traveling From
Philadelphia Intl.
Traveling To
Midway Intl.
Shortest Flight Time
0 hours 5 mins
Earliest Departure Time
6:50AM CDT
Latest Departure Time
8:45PM CDT
Lowest Flight Price
$51

Route Info

Flight path for flights from Philadelphia International Airport to Chicago Midway International Airport.


Origin:
PHL - Philadelphia International Airport
Destination:
MDW - Chicago Midway International Airport
Distance:
670.00 miles


Discover our best flights from Philadelphia PHL to Chicago MDW. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Philadelphia PHL to Chicago MDW at the right price  

Airfares to Chicago MDW from Philadelphia PHL currently cost between $51 and $73. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Philadelphia PHL to Chicago MDW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Philadelphia PHL to Chicago MDW on Travelocity starting at $28. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago MDW from Philadelphia PHL quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from PHL to take around 0 hour(s) 5 min(s).  

 

Find our cheapest airfares for flights from Philadelphia PHL to Chicago MDW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from PHL. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Philadelphia PHL to Chicago MDW today 

If you’re flexible about when you travel, May is usually the cheapest month to fly from Philadelphia PHL to Chicago MDW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago MDW from Philadelphia PHL 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from PHL have this option.  

 

Travel with confidence when you book flights to Chicago MDW from Philadelphia PHL with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.