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Cheap flights from Chicago Midway Airport to Philadelphia from $93

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Philadelphia departing on 8/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to Philadelphia

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
2:00 pm - 9:45 pm
MDW
-
PHL
6h 45m
2 stops
Southwest Logo
7:15 am - 3:50 pm
PHL
-
MDW
9h 35m
2 stops
$215Southwest
Tue, Sep 1 - Tue, Sep 8
Southwest Logo
11:45 am - 2:40 pm
MDW
-
PHL
1h 55mnonstop
Southwest Logo
7:15 am - 3:25 pm
PHL
-
MDW
9h 10m
2 stops
$219Southwest
Sat, Aug 22 - Wed, Aug 26
Southwest Logo
8:30 am - 11:35 am
MDW
-
PHL
2h 05mnonstop
Southwest Logo
6:05 pm - 7:10 pm
PHL
-
MDW
2h 05mnonstop
$223Southwest
Tue, Aug 25 - Fri, Aug 28
Delta Logo
9:24 am - 4:33 pm
MDW
-
PHL
6h 09m
1 stop
Delta Logo
3:58 pm - 10:36 pm
PHL
-
MDW
7h 38m
1 stop
$224Delta
Wed, Aug 19 - Mon, Aug 24
Southwest Logo
2:55 pm - 5:55 pm
MDW
-
PHL
2h 00mnonstop
Southwest Logo
1:45 pm - 2:50 pm
PHL
-
MDW
2h 05mnonstop
$225Southwest
Thu, Aug 6 - Tue, Aug 11
Southwest Logo
6:35 am - 1:25 pm
MDW
-
PHL
5h 50m
1 stop
Southwest Logo
7:15 am - 3:50 pm
PHL
-
MDW
9h 35m
2 stops
$229Southwest
Sat, Aug 22 - Wed, Aug 26
Southwest Logo
4:40 pm - 9:50 pm
MDW
-
PHL
4h 10m
1 stop
Southwest Logo
2:05 pm - 3:10 pm
PHL
-
MDW
2h 05mnonstop
$233Southwest
Tue, Aug 25 - Fri, Aug 28
Frontier Logo
6:05 am - 10:28 pm
MDW
-
PHL
15h 23m
1 stop
Frontier Logo
4:30 pm - 10:03 pm
PHL
-
MDW
6h 33m
1 stop
$234Frontier
Wed, Aug 5 - Thu, Aug 13
Southwest Logo
2:55 pm - 5:55 pm
MDW
-
PHL
2h 00mnonstop
Southwest Logo
6:40 pm - 10:20 pm
PHL
-
MDW
4h 40m
1 stop
$235Southwest
Thu, Aug 6 - Tue, Aug 11
Southwest Logo
8:10 am - 11:15 am
MDW
-
PHL
2h 05mnonstop
Southwest Logo
9:20 am - 5:05 pm
PHL
-
MDW
8h 45m
2 stops
$238Southwest
Sat, Aug 22 - Sat, Aug 29

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Frontier flights from Chicago Midway Airport to Philadelphia

Our best Frontier deals on Chicago Midway Airport to Philadelphia flight tickets
Frontier
Aug 5
MDW6:05 amChicago Midway
15h 23m
1 stop
PHL10:28 pmPhiladelphia
Aug 13
PHL4:30 pmPhiladelphia
6h 33m
1 stop
MDW10:03 pmChicago Midway
$234
Frontier
Jul 18
MDW12:11 pmChicago Midway
6h 09m
1 stop
PHL7:20 pmPhiladelphia
Jul 25
PHL1:32 pmPhiladelphia
9h 31m
1 stop
MDW10:03 pmChicago Midway
$239
Frontier
Aug 21
MDW12:04 pmChicago Midway
6h 13m
1 stop
PHL7:17 pmPhiladelphia
Sep 1
PHL4:35 pmPhiladelphia
6h 36m
1 stop
MDW10:11 pmChicago Midway
$240

Southwest flights from Chicago Midway Airport to Philadelphia

Our best Southwest deals on Chicago Midway Airport to Philadelphia flight tickets
Southwest
Sep 1
MDW2:00 pmChicago Midway
6h 45m
2 stops
PHL9:45 pmPhiladelphia
Sep 8
PHL7:15 amPhiladelphia
9h 35m
2 stops
MDW3:50 pmChicago Midway
$215
Southwest
Aug 22
MDW11:45 amChicago Midway
1h 55m
PHL2:40 pmPhiladelphia
Aug 26
PHL7:15 amPhiladelphia
9h 10m
2 stops
MDW3:25 pmChicago Midway
$219
Southwest
Aug 25
MDW8:30 amChicago Midway
2h 05m
PHL11:35 amPhiladelphia
Aug 28
PHL6:05 pmPhiladelphia
2h 05m
MDW7:10 pmChicago Midway
$223

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Philadelphia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 11, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Philadelphia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 9/1

2:00 pm-9:45 pm

2 stops6h 45m

Philadelphia

Tue 9/8

7:15 am-3:50 pm

2 stops9h 35m

$215

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 8/22

11:45 am-2:40 pm

Nonstop1h 55m

Philadelphia

Wed 8/26

7:15 am-3:25 pm

2 stops9h 10m

$219

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 8/25

8:30 am-11:35 am

Nonstop2h 05m

Philadelphia

Fri 8/28

6:05 pm-7:10 pm

Nonstop2h 05m

$223

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 8/19

9:24 am-4:33 pm

1 stop6h 09m

Philadelphia

Mon 8/24

3:58 pm-10:36 pm

1 stop7h 38m

$224
Quickest round-trip

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 8/6

2:55 pm-5:55 pm

Nonstop2h 00m

Philadelphia

Tue 8/11

1:45 pm-2:50 pm

Nonstop2h 05m

$225

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 8/22

6:35 am-1:25 pm

1 stop5h 50m

Philadelphia

Wed 8/26

7:15 am-3:50 pm

2 stops9h 35m

$229

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 8/25

4:40 pm-9:50 pm

1 stop4h 10m

Philadelphia

Fri 8/28

2:05 pm-3:10 pm

Nonstop2h 05m

$233

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 8/5

6:05 am-10:28 pm

1 stop15h 23m

Philadelphia

Thu 8/13

4:30 pm-10:03 pm

1 stop6h 33m

$234

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 8/6

2:55 pm-5:55 pm

Nonstop2h 00m

Philadelphia

Tue 8/11

6:40 pm-10:20 pm

1 stop4h 40m

$235

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 8/22

8:10 am-11:15 am

Nonstop2h 05m

Philadelphia

Sat 8/29

9:20 am-5:05 pm

2 stops8h 45m

$238

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Philadelphia from

How to get the cheapest flight ticket from Chicago Midway Airport to Philadelphia

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago Midway Airport and Philadelphia?

What is the cheapest month to fly to Philadelphia?

The cheapest month to fly to Philadelphia from Chicago Midway Airport is in October. Flight prices, which tend to average around $116, are often lower during this time because this is during the off-season. The month of September is another great option to travel to Philadelphia, with average flight prices from Chicago Midway Airport averaging around $139.

What is the cheapest day to depart on your flight to Philadelphia?

The cheapest day to depart from Chicago Midway Airport to Philadelphia is on a Thursday. Travelers who choose to depart for Philadelphia on a Thursday will often find tickets for as low as $267. On the other hand, Monday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $395.

What is the cheapest time of day to depart on your flight to Philadelphia?

According to our data, the cheapest time of day to fly to Philadelphia is in the evening. momondo users have found flights departing from Chicago Midway Airport to Philadelphia in the evening for as low as $260. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Philadelphia is in the afternoon when prices are around $358.

What is the cheapest Chicago Midway to Philadelphia flight route?

Fly from Chicago Midway to Philadelphia for the best Chicago Midway - Philadelphia flight prices

What cabin class options are available on Chicago Midway Airport to Philadelphia flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport to Philadelphia flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Philadelphia flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Philadelphia.

How have Chicago Midway Airport to Philadelphia flight prices changed over time?

As of June 2026, prices for Chicago Midway Airport to Philadelphia flights are approximately 182% more expensive when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Philadelphia

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Philadelphia according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Philadelphia (MDW to PHL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Philadelphia

Best Price Found

$171

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Philadelphia

1 airport
The best one-way flight to Philadelphia from Chicago Midway Airport in the past 72 hours is $171. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $325.
The fastest flight from Chicago Midway Airport to Philadelphia takes 1h 50m
Direct flights go from Chicago Midway Airport to Philadelphia every day.
There is 1 airport in Philadelphia. From Chicago Midway Airport there are direct flights to Philadelphia (PHL).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Philadelphia

  • How far is Chicago Midway to Philadelphia by plane?

    Philadelphia is 668.8 mi away from Chicago Midway. 1h 50m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago Midway Airport to Philadelphia Airport?

    Prices for flights from Chicago Midway Airport to Philadelphia Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Philadelphia Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Philadelphia Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Philadelphia Airport.

  • What documentation or ID do you need to fly to Philadelphia Airport?

    The necessary travel and health documents for your Philadelphia Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Philadelphia?

  • What is the most popular airline from Chicago Midway Airport to Philadelphia?

Best airlines flying from Chicago Midway Airport to Philadelphia

Compare and see reviews for airlines that fly from Chicago Midway Airport to Philadelphia with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $67Free CancellationRating
5.6
2,897 reviews
Search Frontier flights
SouthwestPriceFrom $167Free CancellationRating
7.9
4,235 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Philadelphia

    The lowest priced Southwest flight from Chicago Midway Airport to Philadelphia from the last 72 hours was $167. Generally, Southwest has 25 flights on this route every week with an average price of $386. Southwest is rated 7.9/10 by our users.

Traveling to a place near Philadelphia?

Book flights to Philadelphia if you plan to visit one of these locations
Wildwood
Rehoboth Beach
Cape May
Wildwood Crest
Ocean City
Cherry Hill
King of Prussia
Newark
Dewey Beach
Reading
Dover
North Wildwood
Avalon
Essington
Lewes
Stone Harbor
New Castle
Vineland
Chester
Pottstown

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Philadelphia?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Philadelphia for you.

Can I find flights from Chicago to Philadelphia with flexible booking policies on momondo?

Flights from Chicago to Philadelphia with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Philadelphia?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Philadelphia.

I’m not ready to book a flight from Chicago to Philadelphia right now. Can momondo alert me if prices change?

Price alerts on flights to Philadelphia from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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