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

Southwest and Delta are the most popular carriers operating from Chicago Midway to Philadelphia

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 74% 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.

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 March 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.

$81 Cheap Flights from Chicago Midway Airport to Philadelphia in 2026

Q: How many flights depart from Chicago Midway Airport to Philadelphia on average per week?

As of March 2026, there are 3 flights per week flying from Chicago Midway Airport to Philadelphia. The most common day of the week flights depart is Mon, with 100% of flights taking off on this day.

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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.

6:00 am - 8:10 am

MDW

PHL

25h 10m

1 stop

5:05 am - 10:19 pm

PHL

MDW

18h 14m

1 stop

$156Frontier

Mon, May 11 - Thu, May 14

2:15 pm - 12:54 am

MDW

PHL

9h 39m

1 stop

10:38 pm - 8:04 am

PHL

MDW

10h 26m

1 stop

$160Frontier

Thu, Apr 16 - Sun, Apr 19

9:14 am - 6:27 pm

MDW

PHL

8h 13m

1 stop

10:38 pm - 8:04 am

PHL

MDW

10h 26m

1 stop

$166Frontier

Fri, Apr 17 - Sun, Apr 19

9:16 pm - 8:17 am

MDW

PHL

10h 01m

1 stop

12:00 pm - 6:36 pm

PHL

MDW

7h 36m

1 stop

$171Frontier

Thu, May 28 - Sun, May 31

9:14 am - 7:41 am

MDW

PHL

21h 27m

1 stop

10:38 pm - 8:04 am

PHL

MDW

10h 26m

1 stop

$172Frontier

Fri, Apr 17 - Sun, Apr 19

9:14 am - 7:41 am

MDW

PHL

21h 27m

1 stop

10:38 pm - 8:04 am

PHL

MDW

10h 26m

1 stop

$173Frontier

Fri, Apr 17 - Sun, Apr 19

3:25 pm - 6:25 pm

MDW

PHL

2h 00mnonstop

7:05 pm - 8:25 pm

PHL

MDW

2h 20mnonstop

$177Southwest

Thu, Apr 23 - Sun, Apr 26

9:14 am - 2:34 pm

MDW

PHL

28h 20m

1 stop

9:17 am - 6:37 pm

PHL

MDW

10h 20m

1 stop

$179Frontier

Mon, Apr 20 - Sat, Apr 25

6:00 am - 5:54 pm

MDW

PHL

10h 54m

1 stop

7:56 pm - 8:04 am

PHL

MDW

13h 08m

1 stop

$180Frontier

Tue, Apr 7 - Wed, May 6

8:05 am - 7:27 pm

MDW

PHL

10h 22m

1 stop

12:00 pm - 6:36 pm

PHL

MDW

7h 36m

1 stop

$181Frontier

Sat, May 30 - Mon, Jun 1

Frontier flights from Chicago Midway Airport to Philadelphia

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

Frontier

May 11

MDW6:00 amChicago Midway

25h 10m

1 stop

PHL8:10 amPhiladelphia

May 14

PHL5:05 amPhiladelphia

18h 14m

1 stop

MDW10:19 pmChicago Midway

$156

Frontier

Apr 16

MDW6:00 amChicago Midway

10h 49m

1 stop

PHL5:49 pmPhiladelphia

Apr 21

PHL11:02 amPhiladelphia

9h 29m

1 stop

MDW7:31 pmChicago Midway

$160

Frontier

Apr 17

MDW9:14 amChicago Midway

8h 13m

1 stop

PHL6:27 pmPhiladelphia

Apr 19

PHL10:38 pmPhiladelphia

10h 26m

1 stop

MDW8:04 amChicago Midway

$166

Southwest flights from Chicago Midway Airport to Philadelphia

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

Southwest

Apr 23

MDW3:25 pmChicago Midway

2h 00m

PHL6:25 pmPhiladelphia

Apr 26

PHL7:05 pmPhiladelphia

2h 20m

MDW8:25 pmChicago Midway

$177

Southwest

Apr 14

MDW2:50 pmChicago Midway

2h 00m

PHL5:50 pmPhiladelphia

Apr 17

PHL6:00 pmPhiladelphia

2h 10m

MDW7:10 pmChicago Midway

$199

Southwest

Apr 7

MDW2:50 pmChicago Midway

2h 00m

PHL5:50 pmPhiladelphia

May 6

PHL11:35 amPhiladelphia

2h 05m

MDW12:40 pmChicago Midway

$209

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

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 5/11

6:00 am-8:10 am

1 stop25h 10m

Philadelphia

Thu 5/14

5:05 am-10:19 pm

1 stop18h 14m

$156

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/16

2:15 pm-12:54 am

1 stop9h 39m

Philadelphia

Sun 4/19

10:38 pm-8:04 am

1 stop10h 26m

$160

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 4/17

9:14 am-6:27 pm

1 stop8h 13m

Philadelphia

Sun 4/19

10:38 pm-8:04 am

1 stop10h 26m

$166

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 5/28

9:16 pm-8:17 am

1 stop10h 01m

Philadelphia

Sun 5/31

12:00 pm-6:36 pm

1 stop7h 36m

$171

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 4/17

9:14 am-7:41 am

1 stop21h 27m

Philadelphia

Sun 4/19

10:38 pm-8:04 am

1 stop10h 26m

$172

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 4/17

9:14 am-7:41 am

1 stop21h 27m

Philadelphia

Sun 4/19

10:38 pm-8:04 am

1 stop10h 26m

$173

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/23

3:25 pm-6:25 pm

Nonstop2h 00m

Philadelphia

Sun 4/26

7:05 pm-8:25 pm

Nonstop2h 20m

$177

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 4/20

9:14 am-2:34 pm

1 stop28h 20m

Philadelphia

Sat 4/25

9:17 am-6:37 pm

1 stop10h 20m

$179

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 4/7

6:00 am-5:54 pm

1 stop10h 54m

Philadelphia

Wed 5/6

7:56 pm-8:04 am

1 stop13h 08m

$180

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 5/30

8:05 am-7:27 pm

1 stop10h 22m

Philadelphia

Mon 6/1

12:00 pm-6:36 pm

1 stop7h 36m

$181

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 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 $261. 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 $375.

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 $253. 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 $342.

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 $258 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.

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 March 2026, prices for Chicago Midway Airport to Philadelphia flights are approximately 10% 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	$208
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 $208. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $303.

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?
As of March 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 22.36% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 15.56%, Boeing 737-900 at 9.67%, and Airbus A319 at 9.21%.
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 (57% of total bookings). The next most popular airline is Frontier (43%).

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 5.7 3,039 reviews		Search Frontier flights
Southwest	PriceFrom $167	Free Cancellation	Rating 8.0 4,307 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 6 flights on this route every week with an average price of $315. Southwest is rated 8.0/10 by our users.

Wildwood

Cape May

Rehoboth Beach

Wildwood Crest

Ocean City

Cherry Hill

King of Prussia

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.