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 84% 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 October 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.

$97 Cheap Flights from Chicago Midway Airport to Philadelphia in 2026/27

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

As of October 2026, there are 21 flights per week flying from Chicago Midway Airport to Philadelphia. The most common day of the week flights depart is Mon, with 24% of flights taking off on this day.

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.

6:08 am - 11:16 pmMDW Chicago Midway-PHL Philadelphia

16h 08m1 stop Atlanta Hartsfield-Jackson

5:14 pm - 11:47 pmPHL Philadelphia-MDW Chicago Midway

7h 33m1 stop Atlanta Hartsfield-Jackson

$170Frontier

Wed, Nov 11 - Tue, Nov 17

6:42 pm - 7:21 amMDW Chicago Midway-PHL Philadelphia

11h 39m1 stop Atlanta Hartsfield-Jackson

12:36 pm - 5:47 pmPHL Philadelphia-MDW Chicago Midway

6h 11m1 stop Atlanta Hartsfield-Jackson

$174Frontier

Tue, Nov 10 - Wed, Nov 11

6:42 pm - 7:21 amMDW Chicago Midway-PHL Philadelphia

11h 39m1 stop Atlanta Hartsfield-Jackson

12:36 pm - 5:47 pmPHL Philadelphia-MDW Chicago Midway

6h 11m1 stop Atlanta Hartsfield-Jackson

$174Frontier

Tue, Nov 10 - Sat, Nov 14

6:42 pm - 7:21 amMDW Chicago Midway-PHL Philadelphia

11h 39m1 stop Atlanta Hartsfield-Jackson

5:14 pm - 11:47 pmPHL Philadelphia-MDW Chicago Midway

7h 33m1 stop Atlanta Hartsfield-Jackson

$175Frontier

Fri, Nov 13 - Tue, Nov 17

3:50 pm - 6:45 pmMDW Chicago Midway-PHL Philadelphia

1h 55mnonstop

1:25 pm - 2:40 pmPHL Philadelphia-MDW Chicago Midway

2h 15mnonstop

$257Southwest

Fri, Nov 13 - Mon, Nov 16

3:50 pm - 6:45 pmMDW Chicago Midway-PHL Philadelphia

1h 55mnonstop

1:50 pm - 3:05 pmPHL Philadelphia-MDW Chicago Midway

2h 15mnonstop

$257Southwest

Thu, Nov 5 - Mon, Nov 9

7:45 am - 10:45 amMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

4:05 pm - 5:20 pmPHL Philadelphia-MDW Chicago Midway

2h 15mnonstop

$257Southwest

Sat, Nov 14 - Sat, Nov 14

6:00 am - 1:03 pmMDW Chicago Midway-PHL Philadelphia

6h 03m1 stop Atlanta Hartsfield-Jackson

6:13 pm - 10:10 pmPHL Philadelphia-MDW Chicago Midway

4h 57m1 stop Atlanta Hartsfield-Jackson

$277Delta

Mon, Feb 1 - Mon, Feb 1

11:39 am - 8:30 pmMDW Chicago Midway-PHL Philadelphia

7h 51m1 stop Atlanta Hartsfield-Jackson

6:10 am - 9:32 amPHL Philadelphia-MDW Chicago Midway

4h 22m1 stop Detroit Metropolitan Wayne County

$277Delta

Tue, Nov 3 - Thu, Nov 5

6:44 pm - 11:08 pmMDW Chicago Midway-PHL Philadelphia

3h 24m1 stop Detroit Metropolitan Wayne County

9:45 am - 12:51 pmPHL Philadelphia-MDW Chicago Midway

4h 06m1 stop Detroit Metropolitan Wayne County

$277Delta

Mon, Nov 2 - Tue, Nov 10

Cheap last minute flights

Enter your travel dates to find the best prices.

6:40 pm - 7:21 amMDW Chicago Midway-PHL Philadelphia

11h 41m1 stop Atlanta Hartsfield-Jackson

12:36 pm - 11:47 pmPHL Philadelphia-MDW Chicago Midway

12h 11m1 stop Atlanta Hartsfield-Jackson

$256Frontier

Sun, Oct 18 - Wed, Nov 18

6:21 am - 6:15 pmMDW Chicago Midway-PHL Philadelphia

10h 54m1 stop Atlanta Hartsfield-Jackson

12:35 pm - 11:43 pmPHL Philadelphia-MDW Chicago Midway

12h 08m1 stop Atlanta Hartsfield-Jackson

$292Frontier

Sat, Oct 17 - Sat, Oct 24

6:21 am - 6:15 pmMDW Chicago Midway-PHL Philadelphia

10h 54m1 stop Atlanta Hartsfield-Jackson

6:00 am - 2:35 pmPHL Philadelphia-MDW Chicago Midway

9h 35m1 stop Dallas/Fort Worth

$305Frontier

Tue, Oct 20 - Wed, Oct 21

6:21 am - 6:15 pmMDW Chicago Midway-PHL Philadelphia

10h 54m1 stop Atlanta Hartsfield-Jackson

6:00 am - 2:35 pmPHL Philadelphia-MDW Chicago Midway

9h 35m1 stop Dallas/Fort Worth

$306Frontier

Tue, Oct 20 - Wed, Oct 21

8:15 pm - 11:15 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

7:30 am - 8:50 amPHL Philadelphia-MDW Chicago Midway

2h 20mnonstop

$380Southwest

Sun, Oct 18 - Wed, Nov 18

6:55 pm - 9:55 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

1:25 pm - 2:40 pmPHL Philadelphia-MDW Chicago Midway

2h 15mnonstop

$380Southwest

Thu, Oct 15 - Thu, Nov 19

8:15 pm - 11:15 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

6:25 am - 2:55 pmPHL Philadelphia-MDW Chicago Midway

9h 30m1 stop Orlando

$390Southwest

Sun, Oct 18 - Wed, Nov 18

9:29 am - 4:44 pmMDW Chicago Midway-PHL Philadelphia

6h 15m1 stop Detroit Metropolitan Wayne County

8:50 am - 3:17 pmPHL Philadelphia-MDW Chicago Midway

7h 27m1 stop Atlanta Hartsfield-Jackson

$415Delta

Sat, Oct 17 - Sat, Oct 24

9:29 am - 4:44 pmMDW Chicago Midway-PHL Philadelphia

6h 15m1 stop Detroit Metropolitan Wayne County

8:50 am - 3:17 pmPHL Philadelphia-MDW Chicago Midway

7h 27m1 stop Atlanta Hartsfield-Jackson

$435Delta

Sat, Oct 17 - Sat, Oct 24

6:44 pm - 11:08 pmMDW Chicago Midway-PHL Philadelphia

3h 24m1 stop Detroit Metropolitan Wayne County

8:50 am - 3:17 pmPHL Philadelphia-MDW Chicago Midway

7h 27m1 stop Atlanta Hartsfield-Jackson

$435Delta

Sat, Oct 17 - Sat, Oct 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

Nov 11

MDW6:08 amChicago Midway

16h 08m

1 stop

PHL11:16 pmPhiladelphia

Nov 17

PHL5:14 pmPhiladelphia

7h 33m

1 stop

MDW11:47 pmChicago Midway

$170

Frontier

Nov 10

MDW6:42 pmChicago Midway

11h 39m

1 stop

PHL7:21 amPhiladelphia

Nov 14

PHL12:36 pmPhiladelphia

6h 11m

1 stop

MDW5:47 pmChicago Midway

$174

Frontier

Nov 13

MDW6:42 pmChicago Midway

11h 39m

1 stop

PHL7:21 amPhiladelphia

Nov 17

PHL5:14 pmPhiladelphia

7h 33m

1 stop

MDW11:47 pmChicago Midway

$175

Southwest flights from Chicago Midway Airport to Philadelphia

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

Southwest

Oct 21

MDW7:40 amChicago Midway

4h 35m

1 stop

PHL1:15 pmPhiladelphia

Nov 18

PHL7:30 amPhiladelphia

2h 20m

MDW8:50 amChicago Midway

$346

Southwest

Oct 27

MDW8:15 amChicago Midway

8h 45m

2 stops

PHL6:00 pmPhiladelphia

Nov 13

PHL7:25 pmPhiladelphia

4h 20m

1 stop

MDW10:45 pmChicago Midway

$351

Southwest

Oct 21

MDW9:40 amChicago Midway

7h 20m

2 stops

PHL6:00 pmPhiladelphia

Nov 18

PHL5:35 amPhiladelphia

9h 55m

2 stops

MDW2:30 pmChicago Midway

$366

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

Wed 11/11

6:08 am-11:16 pm

1 stop16h 08m

Philadelphia

Tue 11/17

5:14 pm-11:47 pm

1 stop7h 33m

$170

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Tue 11/10

6:42 pm-7:21 am

1 stop11h 39m

Philadelphia

Wed 11/11

12:36 pm-5:47 pm

1 stop6h 11m

$174

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Tue 11/10

6:42 pm-7:21 am

1 stop11h 39m

Philadelphia

Sat 11/14

12:36 pm-5:47 pm

1 stop6h 11m

$174

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Fri 11/13

6:42 pm-7:21 am

1 stop11h 39m

Philadelphia

Tue 11/17

5:14 pm-11:47 pm

1 stop7h 33m

$175

Quickest round-trip

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Fri 11/13

3:50 pm-6:45 pm

Nonstop1h 55m

Philadelphia

Mon 11/16

1:25 pm-2:40 pm

Nonstop2h 15m

$257

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Thu 11/5

3:50 pm-6:45 pm

Nonstop1h 55m

Philadelphia

Mon 11/9

1:50 pm-3:05 pm

Nonstop2h 15m

$257

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Sat 11/14

7:45 am-10:45 am

Nonstop2h 00m

Philadelphia

Sat 11/14

4:05 pm-5:20 pm

Nonstop2h 15m

$257

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Mon 2/1

6:00 am-1:03 pm

1 stop6h 03m

Philadelphia

Mon 2/1

6:13 pm-10:10 pm

1 stop4h 57m

$277

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Tue 11/3

11:39 am-8:30 pm

1 stop7h 51m

Philadelphia

Thu 11/5

6:10 am-9:32 am

1 stop4h 22m

$277

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Mon 11/2

6:44 pm-11:08 pm

1 stop3h 24m

Philadelphia

Tue 11/10

9:45 am-12:51 pm

1 stop4h 06m

$277

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 $109 to $752.
The lowest price recently found on this route was $170.

What is the cheapest month to fly to Philadelphia?

The cheapest month to fly to Philadelphia from Chicago Midway Airport is in January. Flight prices, which tend to average around $168, are often lower during this time because this is during the off-season. The month of December is another great option to travel to Philadelphia, with average flight prices from Chicago Midway Airport averaging around $209.

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 Thursday. Travelers who choose to depart for Philadelphia on a Thursday will often find tickets for as low as $305. 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 $446.

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 $272. 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 $430.

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 is only 1 cabin class 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?

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 October 2026, prices for Chicago Midway Airport to Philadelphia flights are approximately 127% 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	$97
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 $97. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $170.

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 October 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 16.01% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 15.84%, Boeing 737-800 Passenger/BBJ2 (winglets) at 11.30%, and Boeing 737-900 at 11.22%.
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 (80% of total bookings). The next most popular airline is Frontier (20%).

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 $89	Free Cancellation	Rating 5.5 2,538 reviews		Search Frontier flights
Southwest	PriceFrom $225	Free Cancellation	Rating 7.9 4,219 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 $225. Generally, Southwest has 21 flights on this route every week with an average price of $412. Southwest is rated 7.9/10 by our users.

Wildwood

Cape May

Rehoboth Beach

Wildwood Crest

Ocean City

Cherry Hill

King of Prussia

Newark

Reading

Essington

Dover

Dewey Beach

New Castle

North Wildwood

Vineland

Chester

Lewes

Avalon

Elkton

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.