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Cheap flights from Chicago Midway Airport to Philadelphia from $92

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 6/6. 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.
Multiple Airlines Logo
2:15 pm - 9:57 pm
MDW
-
PHL
6h 42m
1 stop
Multiple Airlines Logo
8:45 am - 10:02 pm
PHL
-
MDW
14h 17m
2 stops
$183Multiple Airlines
Thu, Apr 30 - Tue, May 5
Frontier Logo
6:00 am - 7:19 pm
MDW
-
PHL
12h 19m
1 stop
Frontier Logo
6:00 am - 10:02 pm
PHL
-
MDW
17h 02m
2 stops
$184Frontier
Thu, Apr 30 - Wed, May 6
Frontier Logo
6:00 am - 12:25 pm
MDW
-
PHL
5h 25m
1 stop
Frontier Logo
6:10 am - 2:12 pm
PHL
-
MDW
9h 02m
1 stop
$185Frontier
Sat, May 23 - Sun, May 24
Frontier Logo
2:15 pm - 8:10 am
MDW
-
PHL
16h 55m
1 stop
Frontier Logo
6:50 am - 10:14 pm
PHL
-
MDW
16h 24m
2 stops
$186Frontier
Wed, Apr 22 - Wed, Apr 29
Multiple Airlines Logo
2:15 pm - 9:57 pm
MDW
-
PHL
6h 42m
1 stop
Multiple Airlines Logo
8:44 pm - 11:09 am
PHL
-
MDW
15h 25m
2 stops
$187Multiple Airlines
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
2:15 pm - 8:10 am
MDW
-
PHL
16h 55m
1 stop
Multiple Airlines Logo
8:44 pm - 11:09 am
PHL
-
MDW
15h 25m
2 stops
$188Multiple Airlines
Wed, Apr 29 - Mon, May 4
Frontier Logo
9:14 am - 7:14 pm
MDW
-
PHL
9h 00m
1 stop
Frontier Logo
4:55 pm - 10:19 pm
PHL
-
MDW
6h 24m
1 stop
$189Frontier
Sat, May 2 - Sun, May 3
Multiple Airlines Logo
6:00 am - 5:49 pm
MDW
-
PHL
10h 49m
1 stop
Multiple Airlines Logo
6:12 pm - 7:31 pm
PHL
-
MDW
26h 19m
2 stops
$190Multiple Airlines
Thu, Apr 16 - Tue, Apr 21
Frontier Logo
6:49 pm - 3:27 pm
MDW
-
PHL
19h 38m
1 stop
Frontier Logo
5:05 am - 8:52 pm
PHL
-
MDW
16h 47m
1 stop
$191Frontier
Fri, Apr 24 - Sun, Apr 26
Frontier Logo
8:41 am - 8:59 am
MDW
-
PHL
23h 18m
1 stop
Frontier Logo
4:35 pm - 10:02 pm
PHL
-
MDW
6h 27m
1 stop
$192Frontier
Mon, May 4 - Tue, May 5

Frontier flights from Chicago Midway Airport to Philadelphia

Our best Frontier deals on Chicago Midway Airport to Philadelphia flight tickets
Frontier
Apr 30
MDW6:00 amChicago Midway
12h 19m
1 stop
PHL7:19 pmPhiladelphia
May 6
PHL6:00 amPhiladelphia
17h 02m
2 stops
MDW10:02 pmChicago Midway
$184
Frontier
May 23
MDW6:00 amChicago Midway
5h 25m
1 stop
PHL12:25 pmPhiladelphia
May 24
PHL6:10 amPhiladelphia
9h 02m
1 stop
MDW2:12 pmChicago Midway
$185
Frontier
Apr 22
MDW2:15 pmChicago Midway
16h 55m
1 stop
PHL8:10 amPhiladelphia
Apr 29
PHL6:50 amPhiladelphia
16h 24m
2 stops
MDW10:14 pmChicago Midway
$186

Southwest flights from Chicago Midway Airport to Philadelphia

Our best Southwest deals on Chicago Midway Airport to Philadelphia flight tickets
Southwest
May 9
MDW12:10 pmChicago Midway
1h 55m
PHL3:05 pmPhiladelphia
May 11
PHL6:00 pmPhiladelphia
2h 10m
MDW7:10 pmChicago Midway
$237
Southwest
May 19
MDW1:00 pmChicago Midway
1h 55m
PHL3:55 pmPhiladelphia
May 23
PHL12:25 pmPhiladelphia
2h 05m
MDW1:30 pmChicago Midway
$242
Southwest
May 9
MDW7:40 amChicago Midway
1h 55m
PHL10:35 amPhiladelphia
May 16
PHL6:45 pmPhiladelphia
4h 50m
1 stop
MDW10:35 pmChicago Midway
$247

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 April 13, 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

Thu 4/30

2:15 pm-9:57 pm

1 stop6h 42m

Philadelphia

Tue 5/5

8:45 am-10:02 pm

2 stops14h 17m

$183

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/30

6:00 am-7:19 pm

1 stop12h 19m

Philadelphia

Wed 5/6

6:00 am-10:02 pm

2 stops17h 02m

$184
Quickest round-trip

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 5/23

6:00 am-12:25 pm

1 stop5h 25m

Philadelphia

Sun 5/24

6:10 am-2:12 pm

1 stop9h 02m

$185

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 4/22

2:15 pm-8:10 am

1 stop16h 55m

Philadelphia

Wed 4/29

6:50 am-10:14 pm

2 stops16h 24m

$186

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/30

2:15 pm-9:57 pm

1 stop6h 42m

Philadelphia

Mon 5/4

8:44 pm-11:09 am

2 stops15h 25m

$187

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 4/29

2:15 pm-8:10 am

1 stop16h 55m

Philadelphia

Mon 5/4

8:44 pm-11:09 am

2 stops15h 25m

$188

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 5/2

9:14 am-7:14 pm

1 stop9h 00m

Philadelphia

Sun 5/3

4:55 pm-10:19 pm

1 stop6h 24m

$189

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/16

6:00 am-5:49 pm

1 stop10h 49m

Philadelphia

Tue 4/21

6:12 pm-7:31 pm

2 stops26h 19m

$190

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 4/24

6:49 pm-3:27 pm

1 stop19h 38m

Philadelphia

Sun 4/26

5:05 am-8:52 pm

1 stop16h 47m

$191

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 5/4

8:41 am-8:59 am

1 stop23h 18m

Philadelphia

Tue 5/5

4:35 pm-10:02 pm

1 stop6h 27m

$192

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 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 $256. 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 $373.

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 $251. 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 at noon when prices are around $332.

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 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.

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

You could potentially save up to 4% on your flight if you consider stops on a Chicago Midway Airport to Philadelphia flight.

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

As of April 2026, prices for Chicago Midway Airport to Philadelphia flights are approximately 181% 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

$138

Fastest flight time

1h 55m

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 $138. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $277.
The fastest flight from Chicago Midway Airport to Philadelphia takes 1h 55m
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 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 $67Free CancellationRating
5.7
2,994 reviews
Search Frontier flights
SouthwestPriceFrom $167Free CancellationRating
8.0
4,329 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 19 flights on this route every week with an average price of $331. 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
Cherry Hill
King of Prussia
Newark
Dewey Beach
Reading
Avalon
North Wildwood
Dover
Lewes
Stone Harbor
New Castle
Essington
Vineland
Pottstown
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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