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 86% 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.

$92 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 day?

1 flights are operational daily from Chicago Midway Airport to Philadelphia as of October 2026. The most popular departure time for this route is 4:00PM, with 44% of flights per day taking off in the afternoon.

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

As of October 2026, there are 10 flights per week flying from Chicago Midway Airport to Philadelphia. The most common day of the week flights depart is Thu, with 50% 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.

8:35 pm - 1:05 amMDW Chicago Midway-PHL Philadelphia

27h 30m1 stop Orlando

6:37 pm - 11:46 pmPHL Philadelphia-MDW Chicago Midway

6h 09m1 stop Atlanta Hartsfield-Jackson

$177Frontier

Thu, Dec 17 - Mon, Jan 18

1:18 pm - 8:02 pmMDW Chicago Midway-PHL Philadelphia

5h 44m1 stop Atlanta Hartsfield-Jackson

6:37 pm - 11:46 pmPHL Philadelphia-MDW Chicago Midway

6h 09m1 stop Atlanta Hartsfield-Jackson

$181Frontier

Fri, Jan 29 - Mon, Feb 1

1:18 pm - 12:28 amMDW Chicago Midway-PHL Philadelphia

10h 10m1 stop Atlanta Hartsfield-Jackson

6:37 pm - 11:46 pmPHL Philadelphia-MDW Chicago Midway

6h 09m1 stop Atlanta Hartsfield-Jackson

$181Frontier

Wed, Feb 3 - Sat, Feb 6

1:18 pm - 12:28 amMDW Chicago Midway-PHL Philadelphia

10h 10m1 stop Atlanta Hartsfield-Jackson

6:37 pm - 11:46 pmPHL Philadelphia-MDW Chicago Midway

6h 09m1 stop Atlanta Hartsfield-Jackson

$181Frontier

Thu, Feb 25 - Sun, Feb 28

6:25 pm - 9:25 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

6:15 pm - 7:30 pmPHL Philadelphia-MDW Chicago Midway

2h 15mnonstop

$199Southwest

Tue, Dec 8 - Wed, Dec 9

11:25 am - 2:15 pmMDW Chicago Midway-PHL Philadelphia

1h 50mnonstop

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

2h 15mnonstop

$199Southwest

Wed, Dec 2 - Sat, Dec 5

11:25 am - 2:15 pmMDW Chicago Midway-PHL Philadelphia

1h 50mnonstop

11:45 am - 1:00 pmPHL Philadelphia-MDW Chicago Midway

2h 15mnonstop

$199Southwest

Wed, Dec 9 - Tue, Dec 15

5:14 pm - 12:58 amMDW Chicago Midway-PHL Philadelphia

6h 44m1 stop Atlanta Hartsfield-Jackson

9:42 am - 12:33 pmPHL Philadelphia-MDW Chicago Midway

3h 51m1 stop Detroit Metropolitan Wayne County

$219Delta

Sat, Feb 6 - Sat, Feb 13

9:38 am - 4:36 pmMDW Chicago Midway-PHL Philadelphia

5h 58m1 stop Detroit Metropolitan Wayne County

5:30 am - 9:52 amPHL Philadelphia-MDW Chicago Midway

5h 22m1 stop Atlanta Hartsfield-Jackson

$219Delta

Wed, Feb 10 - Sat, Feb 13

6:41 pm - 11:27 pmMDW Chicago Midway-PHL Philadelphia

3h 46m1 stop Detroit Metropolitan Wayne County

9:43 am - 1:01 pmPHL Philadelphia-MDW Chicago Midway

4h 18m1 stop Detroit Metropolitan Wayne County

$235Delta

Thu, Dec 3 - Sat, Dec 5

Cheap last minute flights

Enter your travel dates to find the best prices.

6:42 pm - 7:11 amMDW Chicago Midway-PHL Philadelphia

11h 29m1 stop Atlanta Hartsfield-Jackson

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

7h 33m1 stop Atlanta Hartsfield-Jackson

$256Frontier

Wed, Nov 4 - Tue, Nov 10

6:42 pm - 7:11 amMDW Chicago Midway-PHL Philadelphia

11h 29m1 stop Atlanta Hartsfield-Jackson

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

12h 11m1 stop Atlanta Hartsfield-Jackson

$260Frontier

Wed, Nov 4 - Wed, Nov 11

6:42 pm - 7:11 amMDW Chicago Midway-PHL Philadelphia

11h 29m1 stop Atlanta Hartsfield-Jackson

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

7h 33m1 stop Atlanta Hartsfield-Jackson

$278Frontier

Wed, Nov 4 - Sat, Nov 7

6:16 am - 6:19 pmMDW Chicago Midway-PHL Philadelphia

11h 03m1 stop Atlanta Hartsfield-Jackson

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

7h 33m1 stop Atlanta Hartsfield-Jackson

$278Frontier

Tue, Nov 3 - Wed, Nov 11

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

1h 55mnonstop

7:10 pm - 8:30 pmPHL Philadelphia-MDW Chicago Midway

2h 20mnonstop

$380Southwest

Sun, Nov 1 - Mon, Dec 21

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

1h 55mnonstop

8:45 pm - 12:20 amPHL Philadelphia-MDW Chicago Midway

4h 35m1 stop Nashville Intl

$390Southwest

Sun, Nov 1 - Mon, Dec 21

9:00 am - 11:55 amMDW Chicago Midway-PHL Philadelphia

1h 55mnonstop

1:55 pm - 3:00 pmPHL Philadelphia-MDW Chicago Midway

2h 05mnonstop

$415Southwest

Sat, Oct 31 - Sat, Oct 31

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

6h 15m1 stop Detroit Metropolitan Wayne County

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

4h 22m1 stop Detroit Metropolitan Wayne County

$479Delta

Sat, Oct 31 - Sun, Nov 1

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

3h 24m1 stop Detroit Metropolitan Wayne County

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

4h 22m1 stop Detroit Metropolitan Wayne County

$479Delta

Mon, Nov 2 - Wed, Nov 4

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

11h 39m1 stop Atlanta Hartsfield-Jackson

5:15 am - 3:41 pmPHL Philadelphia-MDW Chicago Midway

11h 26m2 stops Orlando Knoxville McGhee Tyson

$506Multiple Airlines

Tue, Nov 3 - Mon, Nov 9

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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

Dec 17

MDW8:35 pmChicago Midway

27h 30m

1 stop

PHL1:05 amPhiladelphia

Jan 18

PHL6:37 pmPhiladelphia

6h 09m

1 stop

MDW11:46 pmChicago Midway

$177

Frontier

Jan 29

MDW1:18 pmChicago Midway

5h 44m

1 stop

PHL8:02 pmPhiladelphia

Feb 1

PHL6:37 pmPhiladelphia

6h 09m

1 stop

MDW11:46 pmChicago Midway

$181

Frontier

Feb 5

MDW1:18 pmChicago Midway

10h 10m

1 stop

PHL12:28 amPhiladelphia

Feb 6

PHL6:37 pmPhiladelphia

6h 09m

1 stop

MDW11:46 pmChicago Midway

$182

Southwest flights from Chicago Midway Airport to Philadelphia

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

Southwest

Dec 9

MDW11:25 amChicago Midway

1h 50m

PHL2:15 pmPhiladelphia

Dec 15

PHL11:45 amPhiladelphia

2h 15m

MDW1:00 pmChicago Midway

$199

Southwest

Dec 9

MDW7:35 amChicago Midway

5h 25m

1 stop

PHL2:00 pmPhiladelphia

Dec 15

PHL1:25 pmPhiladelphia

2h 15m

MDW2:40 pmChicago Midway

$209

Southwest

Dec 9

MDW11:30 amChicago Midway

9h 40m

2 stops

PHL10:10 pmPhiladelphia

Dec 15

PHL5:05 pmPhiladelphia

6h 35m

1 stop

MDW10:40 pmChicago Midway

$224

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

Thu 12/17

8:35 pm-1:05 am

1 stop27h 30m

Philadelphia

Mon 1/18

6:37 pm-11:46 pm

1 stop6h 09m

$177

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Fri 1/29

1:18 pm-8:02 pm

1 stop5h 44m

Philadelphia

Mon 2/1

6:37 pm-11:46 pm

1 stop6h 09m

$181

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Wed 2/3

1:18 pm-12:28 am

1 stop10h 10m

Philadelphia

Sat 2/6

6:37 pm-11:46 pm

1 stop6h 09m

$181

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Thu 2/25

1:18 pm-12:28 am

1 stop10h 10m

Philadelphia

Sun 2/28

6:37 pm-11:46 pm

1 stop6h 09m

$181

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Tue 12/8

6:25 pm-9:25 pm

Nonstop2h 00m

Philadelphia

Wed 12/9

6:15 pm-7:30 pm

Nonstop2h 15m

$199

Quickest round-trip

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Wed 12/2

11:25 am-2:15 pm

Nonstop1h 50m

Philadelphia

Sat 12/5

4:05 pm-5:20 pm

Nonstop2h 15m

$199

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Wed 12/9

11:25 am-2:15 pm

Nonstop1h 50m

Philadelphia

Tue 12/15

11:45 am-1:00 pm

Nonstop2h 15m

$199

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Sat 2/6

5:14 pm-12:58 am

1 stop6h 44m

Philadelphia

Sat 2/13

9:42 am-12:33 pm

1 stop3h 51m

$219

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Wed 2/10

9:38 am-4:36 pm

1 stop5h 58m

Philadelphia

Sat 2/13

5:30 am-9:52 am

1 stop5h 22m

$219

ChicagoPhiladelphia

MDW Chicago Midway - PHL Philadelphia

MDWPHL

Chicago Midway

Thu 12/3

6:41 pm-11:27 pm

1 stop3h 46m

Philadelphia

Sat 12/5

9:43 am-1:01 pm

1 stop4h 18m

$235

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 low for flights on this route.

Typical prices usually range from $274 to $385.
The lowest price recently found on this route was $177.

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 $225.

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 $306. 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 $452.

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 $429.

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	$92
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 $92. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $177.

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 MAX 8, representing 16.33% of all bookings. The subsequent popular models are Boeing 737-800 at 15.31%, Boeing 737-800 Passenger/BBJ2 (winglets) at 11.50%, and Boeing 737-900 at 10.58%.
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 (85% of total bookings). The next most popular airline is Frontier (15%).

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 2,515 reviews		Search Frontier flights
Southwest	PriceFrom $259	Free Cancellation	Rating 7.9 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 $259. Generally, Southwest has 10 flights on this route every week with an average price of $421. 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

Elkton

Pottstown

Avalon

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.