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Cheap flights from Chicago Midway Airport to Philadelphia from $70

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 2/11. 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
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
9:38 am - 7:13 pm
MDW
-
PHL
8h 35m
1 stop
Frontier Logo
11:40 am - 7:07 pm
PHL
-
MDW
8h 27m
1 stop
$128Frontier
Sat, Feb 7 - Tue, Feb 24
Frontier Logo
7:45 am - 10:42 am
MDW
-
PHL
25h 57m
1 stop
Frontier Logo
5:30 am - 7:47 pm
PHL
-
MDW
15h 17m
1 stop
$133Frontier
Fri, Feb 20 - Mon, Feb 23
Frontier Logo
6:00 am - 10:24 am
MDW
-
PHL
27h 24m
1 stop
Frontier Logo
6:40 pm - 4:16 pm
PHL
-
MDW
22h 36m
1 stop
$135Frontier
Tue, Feb 17 - Wed, Feb 25
Frontier Logo
6:00 am - 10:27 am
MDW
-
PHL
27h 27m
1 stop
Frontier Logo
11:34 am - 7:07 pm
PHL
-
MDW
8h 33m
1 stop
$141Frontier
Mon, Feb 16 - Wed, Feb 18
Frontier Logo
9:38 am - 7:13 pm
MDW
-
PHL
8h 35m
1 stop
Frontier Logo
12:28 pm - 7:47 pm
PHL
-
MDW
8h 19m
1 stop
$144Frontier
Sat, Feb 7 - Mon, Feb 23
Frontier Logo
9:22 pm - 12:39 pm
MDW
-
PHL
14h 17m
1 stop
Frontier Logo
11:40 am - 7:07 pm
PHL
-
MDW
8h 27m
1 stop
$145Frontier
Mon, Feb 23 - Tue, Mar 3
Frontier Logo
7:45 am - 10:42 am
MDW
-
PHL
25h 57m
1 stop
Frontier Logo
7:12 pm - 7:47 pm
PHL
-
MDW
25h 35m
1 stop
$146Frontier
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
5:01 pm - 12:52 am
MDW
-
PHL
6h 51m
1 stop
Frontier Logo
5:30 am - 11:27 am
PHL
-
MDW
6h 57m
1 stop
$160Frontier
Mon, Feb 9 - Thu, Feb 12
Frontier Logo
1:20 pm - 12:52 am
MDW
-
PHL
10h 32m
1 stop
Frontier Logo
12:24 pm - 10:19 pm
PHL
-
MDW
10h 55m
1 stop
$161Frontier
Wed, Feb 4 - Thu, Feb 5
Frontier Logo
7:45 am - 10:42 am
MDW
-
PHL
25h 57m
1 stop
Frontier Logo
1:02 pm - 10:29 pm
PHL
-
MDW
10h 27m
2 stops
$167Frontier
Fri, Feb 20 - Mon, Feb 23

Southwest flights from Chicago Midway Airport to Philadelphia

Our best Southwest deals on Chicago Midway Airport to Philadelphia flight tickets
Southwest
Apr 1
MDW3:35 pmChicago Midway
6h 05m
1 stop
PHL10:40 pmPhiladelphia
Apr 6
PHL7:05 pmPhiladelphia
2h 20m
MDW8:25 pmChicago Midway
$227
Southwest
Feb 6
MDW5:25 amChicago Midway
6h 35m
1 stop
PHL1:00 pmPhiladelphia
Feb 8
PHL5:40 amPhiladelphia
2h 20m
MDW7:00 amChicago Midway
$247
Southwest
Apr 4
MDW7:15 pmChicago Midway
1h 55m
PHL10:10 pmPhiladelphia
Apr 6
PHL7:05 pmPhiladelphia
2h 20m
MDW8:25 pmChicago Midway
$251

Frontier flights from Chicago Midway Airport to Philadelphia

Our best Frontier deals on Chicago Midway Airport to Philadelphia flight tickets
Frontier
Feb 7
MDW9:38 amChicago Midway
8h 35m
1 stop
PHL7:13 pmPhiladelphia
Feb 24
PHL11:40 amPhiladelphia
8h 27m
1 stop
MDW7:07 pmChicago Midway
$128
Frontier
Feb 20
MDW7:45 amChicago Midway
25h 57m
1 stop
PHL10:42 amPhiladelphia
Feb 23
PHL5:30 amPhiladelphia
15h 17m
1 stop
MDW7:47 pmChicago Midway
$133
Frontier
Feb 17
MDW6:00 amChicago Midway
27h 24m
1 stop
PHL10:24 amPhiladelphia
Feb 25
PHL6:40 pmPhiladelphia
22h 36m
1 stop
MDW4:16 pmChicago Midway
$135

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 January 19, 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

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 2/7

9:38 am-7:13 pm

1 stop8h 35m

Philadelphia

Tue 2/24

11:40 am-7:07 pm

1 stop8h 27m

$128

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 2/20

7:45 am-10:42 am

1 stop25h 57m

Philadelphia

Mon 2/23

5:30 am-7:47 pm

1 stop15h 17m

$133

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 2/17

6:00 am-10:24 am

1 stop27h 24m

Philadelphia

Wed 2/25

6:40 pm-4:16 pm

1 stop22h 36m

$135

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 2/16

6:00 am-10:27 am

1 stop27h 27m

Philadelphia

Wed 2/18

11:34 am-7:07 pm

1 stop8h 33m

$141

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 2/7

9:38 am-7:13 pm

1 stop8h 35m

Philadelphia

Mon 2/23

12:28 pm-7:47 pm

1 stop8h 19m

$144

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 2/23

9:22 pm-12:39 pm

1 stop14h 17m

Philadelphia

Tue 3/3

11:40 am-7:07 pm

1 stop8h 27m

$145

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 2/20

7:45 am-10:42 am

1 stop25h 57m

Philadelphia

Sun 2/22

7:12 pm-7:47 pm

1 stop25h 35m

$146

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 2/9

5:01 pm-12:52 am

1 stop6h 51m

Philadelphia

Thu 2/12

5:30 am-11:27 am

1 stop6h 57m

$160

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 2/4

1:20 pm-12:52 am

1 stop10h 32m

Philadelphia

Thu 2/5

12:24 pm-10:19 pm

1 stop10h 55m

$161

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 2/20

7:45 am-10:42 am

1 stop25h 57m

Philadelphia

Mon 2/23

1:02 pm-10:29 pm

2 stops10h 27m

$167

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 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 January is another great option to travel to Philadelphia, with average flight prices from Chicago Midway Airport averaging around $168.

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 Friday. Travelers who choose to depart for Philadelphia on a Friday will often find tickets for as low as $267. 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 $386.

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 $255. 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 $367.

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 $239 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 $150 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 January 2026, prices for Chicago Midway Airport to Philadelphia flights are approximately 6% cheaper 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

$254

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 $254. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $168.
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

  • 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
5.7
3,058 reviews
Search Frontier flights
SouthwestPriceFrom $167Free CancellationRating
8.0
4,262 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 24 flights on this route every week with an average price of $303. 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
Wildwood Crest
Ocean City
King of Prussia
Cherry Hill
Newark
Dewey Beach
Reading
North Wildwood
Avalon
Dover
Lewes
Stone Harbor
Essington
Vineland
New Castle
Pottstown
Elkton

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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