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

Southwest is the most popular carrier 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 76% 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 August 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: How many flights depart from Chicago Midway Airport to Philadelphia on average per week?

As of August 2026, there are 26 flights per week flying from Chicago Midway Airport to Philadelphia. The most common day of the week flights depart is Mon, with 19% of flights taking off on this day.

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

3 flights are operational daily from Chicago Midway Airport to Philadelphia as of August 2026. The most popular departure time for this route is 1:00PM, with 46% of flights per day taking off in the afternoon.

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.

12:03 pm - 11:11 pmMDW Chicago Midway-PHL Philadelphia

10h 08m1 stop Atlanta Hartsfield-Jackson

6:00 am - 12:07 pmPHL Philadelphia-MDW Chicago Midway

7h 07m1 stop Dallas/Fort Worth

$200Frontier

tor., nov. 5 - man., nov. 9

6:25 am - 6:14 pmMDW Chicago Midway-PHL Philadelphia

10h 49m1 stop Atlanta Hartsfield-Jackson

8:41 am - 5:51 pmPHL Philadelphia-MDW Chicago Midway

10h 10m1 stop Atlanta Hartsfield-Jackson

$200Frontier

lør., okt. 3 - man., okt. 5

11:45 am - 10:33 pmMDW Chicago Midway-PHL Philadelphia

9h 48m1 stop Atlanta Hartsfield-Jackson

5:32 pm - 11:44 pmPHL Philadelphia-MDW Chicago Midway

7h 12m1 stop Atlanta Hartsfield-Jackson

$200Frontier

lør., sep. 5 - tor., sep. 10

6:25 am - 6:14 pmMDW Chicago Midway-PHL Philadelphia

10h 49m1 stop Atlanta Hartsfield-Jackson

12:40 pm - 5:51 pmPHL Philadelphia-MDW Chicago Midway

6h 11m1 stop Atlanta Hartsfield-Jackson

$200Frontier

tor., sep. 10 - lør., sep. 12

1:00 pm - 4:00 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

12:25 pm - 1:25 pmPHL Philadelphia-MDW Chicago Midway

2h 00mnonstop

$268Southwest

tor., sep. 3 - søn., sep. 6

6:00 pm - 9:00 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

11:30 am - 12:35 pmPHL Philadelphia-MDW Chicago Midway

2h 05mnonstop

$268Southwest

ons., okt. 28 - fre., okt. 30

1:00 pm - 4:00 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

12:45 pm - 1:45 pmPHL Philadelphia-MDW Chicago Midway

2h 00mnonstop

$268Southwest

fre., sep. 11 - man., sep. 14

5:10 pm - 1:19 amMDW Chicago Midway-PHL Philadelphia

7h 09m1 stop Atlanta Hartsfield-Jackson

6:00 am - 10:10 amPHL Philadelphia-MDW Chicago Midway

5h 10m1 stop Atlanta Hartsfield-Jackson

$288Delta

tor., sep. 3 - søn., sep. 6

10:54 am - 6:49 pmMDW Chicago Midway-PHL Philadelphia

6h 55m1 stop Atlanta Hartsfield-Jackson

6:05 am - 9:17 amPHL Philadelphia-MDW Chicago Midway

4h 12m1 stop Detroit Metropolitan Wayne County

$288Delta

tor., sep. 3 - søn., sep. 6

5:59 pm - 11:02 pmMDW Chicago Midway-PHL Philadelphia

4h 03m1 stop Detroit Metropolitan Wayne County

4:00 pm - 10:10 pmPHL Philadelphia-MDW Chicago Midway

7h 10m1 stop Atlanta Hartsfield-Jackson

$288Delta

fre., dec. 25 - tir., jan. 5

Cheap last minute flights

Enter your travel dates to find the best prices.

11:06 am - 10:58 pmMDW Chicago Midway-PHL Philadelphia

10h 52m1 stop Atlanta Hartsfield-Jackson

8:41 am - 5:51 pmPHL Philadelphia-MDW Chicago Midway

10h 10m1 stop Atlanta Hartsfield-Jackson

$273Frontier

man., aug. 10 - ons., sep. 9

11:06 am - 10:28 pmMDW Chicago Midway-PHL Philadelphia

10h 22m1 stop Atlanta Hartsfield-Jackson

4:45 pm - 10:47 pmPHL Philadelphia-MDW Chicago Midway

7h 02m1 stop Atlanta Hartsfield-Jackson

$293Frontier

ons., aug. 12 - søn., sep. 6

11:06 am - 10:28 pmMDW Chicago Midway-PHL Philadelphia

10h 22m1 stop Atlanta Hartsfield-Jackson

4:45 pm - 10:47 pmPHL Philadelphia-MDW Chicago Midway

7h 02m1 stop Atlanta Hartsfield-Jackson

$300Frontier

lør., aug. 8 - ons., aug. 19

11:06 am - 10:28 pmMDW Chicago Midway-PHL Philadelphia

10h 22m1 stop Atlanta Hartsfield-Jackson

4:45 pm - 10:47 pmPHL Philadelphia-MDW Chicago Midway

7h 02m1 stop Atlanta Hartsfield-Jackson

$300Frontier

tir., aug. 11 - ons., aug. 19

8:30 am - 11:35 amMDW Chicago Midway-PHL Philadelphia

2h 05mnonstop

12:10 pm - 7:45 pmPHL Philadelphia-MDW Chicago Midway

8h 35m1 stop Dallas Love Field

$358Southwest

ons., aug. 12 - søn., sep. 6

6:45 pm - 9:40 pmMDW Chicago Midway-PHL Philadelphia

1h 55mnonstop

10:45 am - 11:55 amPHL Philadelphia-MDW Chicago Midway

2h 10mnonstop

$412Southwest

man., aug. 10 - ons., sep. 9

5:55 pm - 8:55 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

9:00 am - 10:05 amPHL Philadelphia-MDW Chicago Midway

2h 05mnonstop

$422Southwest

ons., aug. 12 - søn., sep. 6

11:06 am - 10:28 pmMDW Chicago Midway-PHL Philadelphia

10h 22m1 stop Atlanta Hartsfield-Jackson

9:16 pm - 2:59 pmPHL Philadelphia-MDW Chicago Midway

18h 43m2 stops Orlando Asheville Regional

$423Multiple Airlines

ons., aug. 12 - søn., aug. 16

6:11 am - 12:44 pmMDW Chicago Midway-PHL Philadelphia

5h 33m1 stop Atlanta Hartsfield-Jackson

5:16 pm - 10:36 pmPHL Philadelphia-MDW Chicago Midway

6h 20m1 stop Atlanta Hartsfield-Jackson

$459Delta

lør., aug. 8 - lør., aug. 8

9:24 am - 4:33 pmMDW Chicago Midway-PHL Philadelphia

6h 09m1 stop Detroit Metropolitan Wayne County

12:36 pm - 6:33 pmPHL Philadelphia-MDW Chicago Midway

6h 57m1 stop Detroit Metropolitan Wayne County

$475Delta

tir., aug. 11 - ons., aug. 12

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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

Oct 3

MDW6:25 amChicago Midway

10h 49m

1 stop

PHL6:14 pmPhiladelphia

Oct 5

PHL6:00 amPhiladelphia

6h 59m

1 stop

MDW11:59 amChicago Midway

$200

Frontier

Sep 19

MDW6:25 amChicago Midway

10h 49m

1 stop

PHL6:14 pmPhiladelphia

Sep 26

PHL8:41 amPhiladelphia

10h 10m

1 stop

MDW5:51 pmChicago Midway

$201

Frontier

Sep 19

MDW6:25 amChicago Midway

10h 49m

1 stop

PHL6:14 pmPhiladelphia

Sep 26

PHL6:00 amPhiladelphia

6h 59m

1 stop

MDW11:59 amChicago Midway

$202

Southwest flights from Chicago Midway Airport to Philadelphia

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

Southwest

Aug 18

MDW11:25 amChicago Midway

1h 55m

PHL2:20 pmPhiladelphia

Aug 24

PHL2:05 pmPhiladelphia

2h 05m

MDW3:10 pmChicago Midway

$351

Southwest

Aug 12

MDW8:30 amChicago Midway

2h 05m

PHL11:35 amPhiladelphia

Sep 6

PHL12:10 pmPhiladelphia

8h 35m

1 stop

MDW7:45 pmChicago Midway

$358

Southwest

Aug 18

MDW2:00 pmChicago Midway

6h 50m

1 stop

PHL9:50 pmPhiladelphia

Aug 24

PHL10:20 amPhiladelphia

2h 05m

MDW11:25 amChicago Midway

$361

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 Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

tor. 11/5

12:03 pm-11:11 pm

1 stop10h 08m

Philadelphia

man. 11/9

6:00 am-12:07 pm

1 stop7h 07m

$200

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

lør. 10/3

6:25 am-6:14 pm

1 stop10h 49m

Philadelphia

man. 10/5

8:41 am-5:51 pm

1 stop10h 10m

$200

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

lør. 9/5

11:45 am-10:33 pm

1 stop9h 48m

Philadelphia

tor. 9/10

5:32 pm-11:44 pm

1 stop7h 12m

$200

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

tor. 9/10

6:25 am-6:14 pm

1 stop10h 49m

Philadelphia

lør. 9/12

12:40 pm-5:51 pm

1 stop6h 11m

$200

Quickest round-trip

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

tor. 9/3

1:00 pm-4:00 pm

Nonstop2h 00m

Philadelphia

søn. 9/6

12:25 pm-1:25 pm

Nonstop2h 00m

$268

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

ons. 10/28

6:00 pm-9:00 pm

Nonstop2h 00m

Philadelphia

fre. 10/30

11:30 am-12:35 pm

Nonstop2h 05m

$268

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

fre. 9/11

1:00 pm-4:00 pm

Nonstop2h 00m

Philadelphia

man. 9/14

12:45 pm-1:45 pm

Nonstop2h 00m

$268

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

tor. 9/3

5:10 pm-1:19 am

1 stop7h 09m

Philadelphia

søn. 9/6

6:00 am-10:10 am

1 stop5h 10m

$288

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

tor. 9/3

10:54 am-6:49 pm

1 stop6h 55m

Philadelphia

søn. 9/6

6:05 am-9:17 am

1 stop4h 12m

$288

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

fre. 12/25

5:59 pm-11:02 pm

1 stop4h 03m

Philadelphia

tir. 1/5

4:00 pm-10:10 pm

1 stop7h 10m

$288

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?

Prices are currently typical for flights on this route.

Typical prices usually range from $184 to $291.
The lowest price recently found on this route was $200.

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 $113, 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 $278. 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 $426.

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 $268. 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 $400.

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 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 August 2026, prices for Chicago Midway Airport to Philadelphia flights are approximately 68% 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	$214
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 $214. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $289.

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?
As of August 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 20.61% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 16.05%, Boeing 737-900 at 11.18%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 9.66%.
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 (65% of total bookings). The next most popular airline is Frontier (35%).

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 2,723 reviews		Search Frontier flights
Southwest	PriceFrom $209	Free Cancellation	Rating 8.0 4,218 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 $209. Generally, Southwest has 26 flights on this route every week with an average price of $378. 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

Essington

Dover

Dewey Beach

North Wildwood

New Castle

Chester

Avalon

Vineland

Lewes

Stone Harbor

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.