What airlines fly to Philadelphia?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Philadelphia from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 75% of people opting to fly with this airline when traveling to Philadelphia. Keep in mind that there are 3 different airlines that fly to Philadelphia on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago Midway to Philadelphia?

Southwest is the most popular carrier operating from Chicago Midway to Philadelphia

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?

As of July 2026, there are 2 operators available to choose from 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.

$67 Cheap Flights from Chicago Midway Airport to Philadelphia in 2026

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

Prices are currently low for flights on this route. Typical prices usually range from $265 to $417. The lowest price recently found on this route was $220.

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to Philadelphia

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:50 am - 7:15 am

MDW

PHL

18h 25m

1 stop

4:45 pm - 10:47 pm

PHL

MDW

7h 02m

1 stop

$220Frontier

Fri, Aug 28 - Wed, Sep 2

11:50 am - 10:33 pm

MDW

PHL

9h 43m

1 stop

4:45 pm - 10:47 pm

PHL

MDW

7h 02m

1 stop

$221Frontier

Wed, Aug 19 - Wed, Aug 26

6:05 am - 10:33 pm

MDW

PHL

15h 28m

1 stop

4:45 pm - 10:47 pm

PHL

MDW

7h 02m

1 stop

$223Frontier

Wed, Aug 19 - Wed, Aug 26

11:50 am - 10:33 pm

MDW

PHL

9h 43m

1 stop

12:43 pm - 9:58 pm

PHL

MDW

10h 15m

1 stop

$224Frontier

Wed, Sep 2 - Wed, Sep 9

11:06 am - 7:20 pm

MDW

PHL

7h 14m

1 stop

4:45 pm - 10:47 pm

PHL

MDW

7h 02m

1 stop

$226Frontier

Mon, Aug 17 - Sat, Aug 22

6:05 am - 10:58 pm

MDW

PHL

15h 53m

1 stop

4:30 pm - 10:03 pm

PHL

MDW

6h 33m

1 stop

$227Frontier

Mon, Aug 10 - Tue, Aug 11

11:50 am - 10:33 pm

MDW

PHL

9h 43m

1 stop

4:45 pm - 10:47 pm

PHL

MDW

7h 02m

1 stop

$229Frontier

Tue, Aug 18 - Tue, Aug 25

11:06 am - 7:20 pm

MDW

PHL

7h 14m

1 stop

1:32 pm - 10:03 pm

PHL

MDW

9h 31m

1 stop

$230Frontier

Sat, Aug 15 - Mon, Aug 17

6:05 am - 7:20 pm

MDW

PHL

12h 15m

1 stop

4:45 pm - 10:47 pm

PHL

MDW

7h 02m

1 stop

$231Frontier

Fri, Aug 14 - Tue, Aug 18

11:50 am - 10:33 pm

MDW

PHL

9h 43m

1 stop

2:45 pm - 10:47 pm

PHL

MDW

9h 02m

1 stop

$232Frontier

Thu, Aug 20 - Mon, Aug 24

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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 28

MDW11:50 amChicago Midway

18h 25m

1 stop

PHL7:15 amPhiladelphia

Sep 2

PHL4:45 pmPhiladelphia

7h 02m

1 stop

MDW10:47 pmChicago Midway

$220

Frontier

Aug 19

MDW11:50 amChicago Midway

9h 43m

1 stop

PHL10:33 pmPhiladelphia

Aug 26

PHL4:45 pmPhiladelphia

7h 02m

1 stop

MDW10:47 pmChicago Midway

$221

Frontier

Aug 19

MDW6:05 amChicago Midway

15h 28m

1 stop

PHL10:33 pmPhiladelphia

Aug 26

PHL4:45 pmPhiladelphia

7h 02m

1 stop

MDW10:47 pmChicago Midway

$223

Southwest flights from Chicago Midway Airport to Philadelphia

Our best Southwest deals on Chicago Midway Airport to Philadelphia flight tickets

Southwest

Aug 20

MDW9:30 amChicago Midway

1h 55m

PHL12:25 pmPhiladelphia

Aug 24

PHL10:20 amPhiladelphia

2h 05m

MDW11:25 amChicago Midway

$257

Southwest

Aug 13

MDW2:55 pmChicago Midway

2h 00m

PHL5:55 pmPhiladelphia

Sep 11

PHL12:45 pmPhiladelphia

2h 00m

MDW1:45 pmChicago Midway

$262

Southwest

Aug 20

MDW9:30 amChicago Midway

1h 55m

PHL12:25 pmPhiladelphia

Aug 24

PHL5:25 pmPhiladelphia

6h 55m

1 stop

MDW11:20 pmChicago Midway

$267

momondo Fare Finder

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

Fri 8/28

11:50 am-7:15 am

1 stop18h 25m

Philadelphia

Wed 9/2

4:45 pm-10:47 pm

1 stop7h 02m

$220

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 8/19

11:50 am-10:33 pm

1 stop9h 43m

Philadelphia

Wed 8/26

4:45 pm-10:47 pm

1 stop7h 02m

$221

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 8/19

6:05 am-10:33 pm

1 stop15h 28m

Philadelphia

Wed 8/26

4:45 pm-10:47 pm

1 stop7h 02m

$223

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 9/2

11:50 am-10:33 pm

1 stop9h 43m

Philadelphia

Wed 9/9

12:43 pm-9:58 pm

1 stop10h 15m

$224

Quickest round-trip

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 8/17

11:06 am-7:20 pm

1 stop7h 14m

Philadelphia

Sat 8/22

4:45 pm-10:47 pm

1 stop7h 02m

$226

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 8/10

6:05 am-10:58 pm

1 stop15h 53m

Philadelphia

Tue 8/11

4:30 pm-10:03 pm

1 stop6h 33m

$227

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 8/18

11:50 am-10:33 pm

1 stop9h 43m

Philadelphia

Tue 8/25

4:45 pm-10:47 pm

1 stop7h 02m

$229

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 8/15

11:06 am-7:20 pm

1 stop7h 14m

Philadelphia

Mon 8/17

1:32 pm-10:03 pm

1 stop9h 31m

$230

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 8/14

6:05 am-7:20 pm

1 stop12h 15m

Philadelphia

Tue 8/18

4:45 pm-10:47 pm

1 stop7h 02m

$231

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 8/20

11:50 am-10:33 pm

1 stop9h 43m

Philadelphia

Mon 8/24

2:45 pm-10:47 pm

1 stop9h 02m

$232

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 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 Friday. Travelers who choose to depart for Philadelphia on a Friday will often find tickets for as low as $277. 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 $416.

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 $269. 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 $389.

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 are 2 cabin classes 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?

You could potentially save up to 11% 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 July 2026, prices for Chicago Midway Airport to Philadelphia flights are approximately 496% 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	$210
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 $210. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $306.

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?
As of July 2026, there are 2 operators available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to Philadelphia is Boeing 737-800, representing 21.04% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 17.27%, Boeing 737-900 at 10.84%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 9.48%.
What is the most popular airline from Chicago Midway Airport to Philadelphia?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago Midway Airport to Philadelphia is Southwest (67% of total bookings). The next most popular airline is Frontier (33%).

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
Frontier	PriceFrom $67	Free Cancellation	Rating 5.6 2,770 reviews		Search Frontier flights
Southwest	PriceFrom $168	Free Cancellation	Rating 8.0 4,240 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 $168. Generally, Southwest has 25 flights on this route every week with an average price of $389. Southwest is rated 8.0/10 by our users.

Wildwood

Rehoboth Beach

Cape May

Wildwood Crest

Ocean City

Cherry Hill

King of Prussia

Newark

Reading

Dewey Beach

Dover

Essington

North Wildwood

New Castle

Avalon

Chester

Lewes

Stone Harbor

Vineland

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.