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Cheap flights from Chicago Midway Airport to Philadelphia from $65

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Philadelphia departing on 1/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to Philadelphia

Cheap round-trip flights

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Frontier Logo
9:30 am - 9:22 pmMDW-PHL
10h 52m1 stop
Frontier Logo
5:34 pm - 6:54 pmPHL-MDW
2h 20mnonstop
$104Frontier
Find Deal
qui, nov 20 - dom, nov 23
Frontier Logo
2:16 pm - 6:32 pmMDW-PHL
27h 16m1 stop
Frontier Logo
10:00 pm - 10:39 pmPHL-MDW
25h 39m1 stop
$110Frontier
Find Deal
qui, dez 4 - qui, dez 11
Frontier Logo
9:58 pm - 4:45 amMDW-PHL
29h 47m1 stop
Frontier Logo
4:50 pm - 6:06 pmPHL-MDW
2h 16mnonstop
$114Frontier
Find Deal
sáb, nov 22 - seg, nov 24
Frontier Logo
8:29 pm - 11:26 pmMDW-PHL
1h 57mnonstop
Frontier Logo
3:25 pm - 12:13 amPHL-MDW
9h 48m1 stop
$118Frontier
Find Deal
sáb, nov 22 - seg, dez 1
Frontier Logo
1:37 pm - 12:19 amMDW-PHL
9h 42m1 stop
Frontier Logo
6:09 pm - 7:31 pmPHL-MDW
2h 22mnonstop
$119Frontier
Find Deal
seg, nov 17 - qui, nov 20
Multiple Airlines Logo
3:40 pm - 12:26 amMDW-PHL
7h 46m1 stop
Multiple Airlines Logo
4:50 pm - 6:06 pmPHL-MDW
2h 16mnonstop
$134Multiple Airlines
Find Deal
sex, nov 21 - seg, nov 24
Southwest Logo
2:30 pm - 5:20 pmMDW-PHL
1h 50mnonstop
Southwest Logo
11:40 am - 12:50 pmPHL-MDW
2h 10mnonstop
$139Southwest
Find Deal
qua, dez 24 - qua, dez 31
Southwest Logo
2:30 pm - 5:20 pmMDW-PHL
1h 50mnonstop
Southwest Logo
1:50 pm - 5:35 pmPHL-MDW
4h 45m1 stop
$149Southwest
Find Deal
qua, dez 24 - qua, dez 31
Delta Logo
6:17 pm - 12:23 amMDW-PHL
5h 06m1 stop
Delta Logo
6:00 am - 8:54 amPHL-MDW
3h 54m1 stop
$177Delta
Find Deal
seg, jan 19 - sáb, jan 31
Delta Logo
6:40 pm - 11:10 pmMDW-PHL
3h 30m1 stop
Delta Logo
9:39 am - 12:34 pmPHL-MDW
3h 55m1 stop
$178Delta
Find Deal
qua, dez 3 - qua, dez 10

Southwest flights from Chicago Midway Airport to Philadelphia

Our best Southwest deals on Chicago Midway Airport to Philadelphia flight tickets
Southwest
Dec 24
MDW2:30 pmChicago Midway
1h 50m
PHL5:20 pmPhiladelphia
Dec 31
PHL11:40 amPhiladelphia
2h 10m
MDW12:50 pmChicago Midway
$139
Find similar
Southwest
Dec 24
MDW2:30 pmChicago Midway
1h 50m
PHL5:20 pmPhiladelphia
Dec 31
PHL1:50 pmPhiladelphia
4h 45m
1 stop
MDW5:35 pmChicago Midway
$149
Find similar
Southwest
Dec 3
MDW8:10 amChicago Midway
1h 55m
PHL11:05 amPhiladelphia
Dec 5
PHL4:00 pmPhiladelphia
2h 10m
MDW5:10 pmChicago Midway
$168
Find similar

Frontier flights from Chicago Midway Airport to Philadelphia

Our best Frontier deals on Chicago Midway Airport to Philadelphia flight tickets
Frontier
Nov 20
MDW9:30 amChicago Midway
10h 52m
1 stop
PHL9:22 pmPhiladelphia
Nov 23
PHL5:34 pmPhiladelphia
2h 20m
MDW6:54 pmChicago Midway
$104
Find similar
Frontier
Dec 4
MDW2:16 pmChicago Midway
27h 16m
1 stop
PHL6:32 pmPhiladelphia
Dec 11
PHL10:00 pmPhiladelphia
25h 39m
1 stop
MDW10:39 pmChicago Midway
$110
Find similar
Frontier
Nov 22
MDW9:58 pmChicago Midway
29h 47m
1 stop
PHL4:45 amPhiladelphia
Nov 24
PHL4:50 pmPhiladelphia
2h 16m
MDW6:06 pmChicago Midway
$114
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Philadelphia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated novembro 6, 2025.
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

qui 11/20

9:30 am-9:22 pm

1 stop10h 52m

Philadelphia

dom 11/23

5:34 pm-6:54 pm

Nonstop2h 20m

$104

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

qui 12/4

2:16 pm-6:32 pm

1 stop27h 16m

Philadelphia

qui 12/11

10:00 pm-10:39 pm

1 stop25h 39m

$110

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

sáb 11/22

9:58 pm-4:45 am

1 stop29h 47m

Philadelphia

seg 11/24

4:50 pm-6:06 pm

Nonstop2h 16m

$114

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

sáb 11/22

8:29 pm-11:26 pm

Nonstop1h 57m

Philadelphia

seg 12/1

3:25 pm-12:13 am

1 stop9h 48m

$118

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

seg 11/17

1:37 pm-12:19 am

1 stop9h 42m

Philadelphia

qui 11/20

6:09 pm-7:31 pm

Nonstop2h 22m

$119

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

sex 11/21

3:40 pm-12:26 am

1 stop7h 46m

Philadelphia

seg 11/24

4:50 pm-6:06 pm

Nonstop2h 16m

$134

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

qua 12/24

2:30 pm-5:20 pm

Nonstop1h 50m

Philadelphia

qua 12/31

11:40 am-12:50 pm

Nonstop2h 10m

$139

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

qua 12/24

2:30 pm-5:20 pm

Nonstop1h 50m

Philadelphia

qua 12/31

1:50 pm-5:35 pm

1 stop4h 45m

$149

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

seg 1/19

6:17 pm-12:23 am

1 stop5h 06m

Philadelphia

sáb 1/31

6:00 am-8:54 am

1 stop3h 54m

$177

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

qua 12/3

6:40 pm-11:10 pm

1 stop3h 30m

Philadelphia

qua 12/10

9:39 am-12:34 pm

1 stop3h 55m

$178

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Philadelphia from

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

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 $179, are often lower during this time because this is during the off-season. The month of August is another great option to travel to Philadelphia, with average flight prices from Chicago Midway Airport averaging around $183.

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 $269. 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 $388.

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 $245. 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 $398.

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 $237 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 $105 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.

How have Chicago Midway Airport to Philadelphia flight prices changed over time?

As of November 2025, prices for Chicago Midway Airport to Philadelphia flights are approximately 41% 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

$88

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 $88. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $123.
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 near Philadelphia: 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?

  • 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?

  • What is the most popular airline from Chicago Midway Airport to Philadelphia?

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
FrontierPriceFrom $68Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
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 $177. Generally, Southwest has 24 flights on this route every week with an average price of $305. Southwest is rated 8.0/10 by our users.

  • Frontier Flights From Chicago Midway Airport to Philadelphia

    Another popular option for Chicago Midway Airport to Philadelphia flights is Frontier (5.8/10, 3,115 ratings). Frontier flies from Chicago Midway Airport to Philadelphia around 1 time per week, with deals starting from $68 round-trip and rising to an average price of around $160.

Traveling to a place near Philadelphia?

Book flights to Philadelphia if you plan to visit one of these locations
Wildwood
Cape May
Rehoboth Beach
Ocean City
Wildwood Crest
King of Prussia
Cherry Hill
Dewey Beach
Newark
Reading
North Wildwood
Dover
Avalon
Lewes
Stone Harbor
Essington
Vineland
Pottstown
New Castle
Somers Point

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.

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