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Cheap flights from Chicago Midway Airport to Philadelphia from $62

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 11/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to Philadelphia

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:15 am - 3:59 pmMDW-PHL
8h 44m1 stop
Frontier Logo
5:04 pm - 10:12 pmPHL-MDW
6h 08m1 stop
$110Frontier
Find Deal
Thu, Dec 4 - Thu, Dec 4
Frontier Logo
7:10 pm - 10:06 pmMDW-PHL
1h 56mnonstop
Frontier Logo
5:50 pm - 4:57 pmPHL-MDW
24h 07m1 stop
$112Frontier
Find Deal
Mon, Nov 24 - Tue, Nov 25
Frontier Logo
2:16 pm - 6:32 pmMDW-PHL
27h 16m1 stop
Frontier Logo
8:36 pm - 11:08 amPHL-MDW
15h 32m1 stop
$124Frontier
Find Deal
Thu, Dec 11 - Sun, Dec 14
Frontier Logo
6:15 am - 3:59 pmMDW-PHL
8h 44m1 stop
Frontier Logo
7:42 pm - 10:30 pmPHL-MDW
27h 48m1 stop
$125Frontier
Find Deal
Thu, Dec 4 - Fri, Dec 5
Frontier Logo
7:10 pm - 10:06 pmMDW-PHL
1h 56mnonstop
Frontier Logo
6:32 pm - 6:08 pmPHL-MDW
24h 36m1 stop
$126Frontier
Find Deal
Mon, Dec 1 - Wed, Dec 3
Frontier Logo
8:42 pm - 9:47 amMDW-PHL
12h 05m1 stop
Frontier Logo
9:18 am - 5:38 pmPHL-MDW
9h 20m1 stop
$127Frontier
Find Deal
Mon, Dec 8 - Thu, Dec 18
Frontier Logo
3:52 pm - 12:40 amMDW-PHL
7h 48m1 stop
Frontier Logo
6:15 am - 10:18 pmPHL-MDW
17h 03m1 stop
$128Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
Frontier Logo
3:52 pm - 12:40 amMDW-PHL
7h 48m1 stop
Frontier Logo
6:15 am - 10:18 pmPHL-MDW
17h 03m1 stop
$129Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
Frontier Logo
8:41 pm - 11:38 pmMDW-PHL
1h 57mnonstop
Frontier Logo
4:50 pm - 6:06 pmPHL-MDW
2h 16mnonstop
$130Frontier
Find Deal
Fri, Nov 28 - Mon, Dec 1
Frontier Logo
5:57 pm - 12:54 amMDW-PHL
29h 57m1 stop
Frontier Logo
6:22 pm - 8:46 amPHL-MDW
15h 24m1 stop
$132Frontier
Find Deal
Wed, Nov 26 - Tue, Dec 2

Frontier flights from Chicago Midway Airport to Philadelphia

Our best Frontier deals on Chicago Midway Airport to Philadelphia flight tickets
Frontier
Dec 4
MDW6:15 amChicago Midway
8h 44m
1 stop
PHL3:59 pmPhiladelphia
Dec 4
PHL5:04 pmPhiladelphia
6h 08m
1 stop
MDW10:12 pmChicago Midway
$110
Find similar
Frontier
Nov 24
MDW7:10 pmChicago Midway
1h 56m
PHL10:06 pmPhiladelphia
Nov 25
PHL5:50 pmPhiladelphia
24h 07m
1 stop
MDW4:57 pmChicago Midway
$112
Find similar
Frontier
Nov 22
MDW9:38 amChicago Midway
13h 52m
1 stop
PHL12:30 amPhiladelphia
Nov 24
PHL4:50 pmPhiladelphia
2h 16m
MDW6:06 pmChicago Midway
$119
Find similar

Southwest flights from Chicago Midway Airport to Philadelphia

Our best Southwest deals on Chicago Midway Airport to Philadelphia flight tickets
Southwest
Dec 10
MDW11:05 amChicago Midway
1h 55m
PHL2:00 pmPhiladelphia
Dec 17
PHL4:00 pmPhiladelphia
2h 10m
MDW5:10 pmChicago Midway
$139
Find similar
Southwest
Jan 6
MDW10:00 amChicago Midway
1h 55m
PHL12:55 pmPhiladelphia
Jan 9
PHL5:40 amPhiladelphia
2h 20m
MDW7:00 amChicago Midway
$148
Find similar
Southwest
Jan 20
MDW6:00 amChicago Midway
6h 10m
1 stop
PHL1:10 pmPhiladelphia
Jan 21
PHL5:40 amPhiladelphia
2h 20m
MDW7:00 amChicago Midway
$149
Find similar

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 November 12, 2025.
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

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 12/4

6:15 am-3:59 pm

1 stop8h 44m

Philadelphia

Thu 12/4

5:04 pm-10:12 pm

1 stop6h 08m

$110

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 11/24

7:10 pm-10:06 pm

Nonstop1h 56m

Philadelphia

Tue 11/25

5:50 pm-4:57 pm

1 stop24h 07m

$112

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 12/11

2:16 pm-6:32 pm

1 stop27h 16m

Philadelphia

Sun 12/14

8:36 pm-11:08 am

1 stop15h 32m

$124

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 12/4

6:15 am-3:59 pm

1 stop8h 44m

Philadelphia

Fri 12/5

7:42 pm-10:30 pm

1 stop27h 48m

$125

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 12/1

7:10 pm-10:06 pm

Nonstop1h 56m

Philadelphia

Wed 12/3

6:32 pm-6:08 pm

1 stop24h 36m

$126

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 12/8

8:42 pm-9:47 am

1 stop12h 05m

Philadelphia

Thu 12/18

9:18 am-5:38 pm

1 stop9h 20m

$127

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 12/12

3:52 pm-12:40 am

1 stop7h 48m

Philadelphia

Mon 12/15

6:15 am-10:18 pm

1 stop17h 03m

$128

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 12/12

3:52 pm-12:40 am

1 stop7h 48m

Philadelphia

Mon 12/15

6:15 am-10:18 pm

1 stop17h 03m

$129

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 11/28

8:41 pm-11:38 pm

Nonstop1h 57m

Philadelphia

Mon 12/1

4:50 pm-6:06 pm

Nonstop2h 16m

$130

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 11/26

5:57 pm-12:54 am

1 stop29h 57m

Philadelphia

Tue 12/2

6:22 pm-8:46 am

1 stop15h 24m

$132

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 $120, are often lower during this time because this is during the off-season. The month of December is another great option to travel to Philadelphia, with average flight prices from Chicago Midway Airport averaging around $166.

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 $269. On the other hand, Sunday 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 $388.

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 $245. 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 $398.

What is the cheapest Chicago Midway to Philadelphia flight route?

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

How far in advance should I book a flight to Philadelphia?

You are more likely to see cheaper flights to Philadelphia from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Philadelphia for around $237 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Philadelphia from Chicago Midway Airport for as low as $159 on momondo.

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

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

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

As of November 2025, prices for Chicago Midway Airport to Philadelphia flights are approximately 52% 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

$88

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 $88. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $123.
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 near Philadelphia: Philadelphia (PHL)
Search flight deals

  • How far is Chicago Midway to Philadelphia by plane?

    Philadelphia is 668.8 mi away from Chicago Midway. 1h 55m 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 $68Free CancellationRating
5.8
3,113 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
8.0
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 $177. Generally, Southwest has 28 flights on this route every week with an average price of $305. Southwest is rated 8.0/10 by our users.

Traveling to a place near Philadelphia?

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

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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