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Cheap flights from Chicago Midway Airport to Philadelphia from $62

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 11/16. 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

Enter your travel dates to find the best prices.
Frontier Logo
9:15 am - 12:19 pmMDW-PHL
2h 04mnonstop
Frontier Logo
6:19 am - 11:30 amPHL-MDW
30h 11m1 stop
$107Frontier
Find Deal
Thu, Nov 13 - Sat, Nov 15
Frontier Logo
9:15 am - 12:19 pmMDW-PHL
2h 04mnonstop
Frontier Logo
7:00 am - 8:13 amPHL-MDW
2h 13mnonstop
$108Frontier
Find Deal
Mon, Nov 3 - Sun, Nov 9
Frontier Logo
5:52 pm - 8:53 pmMDW-PHL
2h 01mnonstop
Frontier Logo
1:19 pm - 2:33 pmPHL-MDW
2h 14mnonstop
$109Frontier
Find Deal
Mon, Oct 27 - Thu, Oct 30
Frontier Logo
10:12 am - 7:30 amMDW-PHL
20h 18m1 stop
Frontier Logo
1:19 pm - 2:33 pmPHL-MDW
2h 14mnonstop
$111Frontier
Find Deal
Thu, Nov 13 - Mon, Nov 17
Multiple Airlines Logo
9:15 am - 12:19 pmMDW-PHL
2h 04mnonstop
Multiple Airlines Logo
1:26 pm - 9:22 pmPHL-MDW
8h 56m1 stop
$112Multiple Airlines
Find Deal
Thu, Nov 13 - Sat, Nov 15
Frontier Logo
1:37 pm - 12:13 amMDW-PHL
9h 36m1 stop
Frontier Logo
5:15 am - 6:30 amPHL-MDW
2h 15mnonstop
$114Frontier
Find Deal
Sat, Nov 1 - Sun, Nov 2
Frontier Logo
9:15 am - 12:19 pmMDW-PHL
2h 04mnonstop
Frontier Logo
3:59 pm - 12:30 amPHL-MDW
9h 31m1 stop
$115Frontier
Find Deal
Mon, Nov 17 - Mon, Nov 17
Frontier Logo
5:52 pm - 8:53 pmMDW-PHL
2h 01mnonstop
Frontier Logo
5:15 am - 6:30 amPHL-MDW
2h 15mnonstop
$116Frontier
Find Deal
Mon, Oct 27 - Sun, Nov 2
Southwest Logo
1:00 pm - 3:55 pmMDW-PHL
1h 55mnonstop
Southwest Logo
11:40 am - 12:50 pmPHL-MDW
2h 10mnonstop
$139Southwest
Find Deal
Sat, Nov 15 - Wed, Nov 19
Southwest Logo
8:10 am - 11:05 amMDW-PHL
1h 55mnonstop
Southwest Logo
4:00 pm - 5:10 pmPHL-MDW
2h 10mnonstop
$159Southwest
Find Deal
Wed, Nov 5 - Wed, Nov 5

Frontier flights from Chicago Midway Airport to Philadelphia

Our best Frontier deals on Chicago Midway Airport to Philadelphia flight tickets
Frontier
Nov 13
MDW9:15 amChicago Midway
2h 04m
PHL12:19 pmPhiladelphia
Nov 15
PHL6:19 amPhiladelphia
30h 11m
1 stop
MDW11:30 amChicago Midway
$107
Find similar
Frontier
Nov 3
MDW9:15 amChicago Midway
2h 04m
PHL12:19 pmPhiladelphia
Nov 9
PHL7:00 amPhiladelphia
2h 13m
MDW8:13 amChicago Midway
$108
Find similar
Frontier
Oct 27
MDW5:52 pmChicago Midway
2h 01m
PHL8:53 pmPhiladelphia
Oct 30
PHL1:19 pmPhiladelphia
2h 14m
MDW2:33 pmChicago Midway
$109
Find similar

Southwest flights from Chicago Midway Airport to Philadelphia

Our best Southwest deals on Chicago Midway Airport to Philadelphia flight tickets
Southwest
Nov 15
MDW1:00 pmChicago Midway
1h 55m
PHL3:55 pmPhiladelphia
Nov 19
PHL11:40 amPhiladelphia
2h 10m
MDW12:50 pmChicago Midway
$139
Find similar
Southwest
Nov 5
MDW8:10 amChicago Midway
1h 55m
PHL11:05 amPhiladelphia
Nov 5
PHL4:00 pmPhiladelphia
2h 10m
MDW5:10 pmChicago Midway
$159
Find similar
Southwest
Oct 29
MDW6:45 amChicago Midway
1h 55m
PHL9:40 amPhiladelphia
Oct 31
PHL5:30 amPhiladelphia
2h 05m
MDW6:35 amChicago Midway
$174
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 October 16, 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

Thu 11/13

9:15 am-12:19 pm

Nonstop2h 04m

Philadelphia

Sat 11/15

6:19 am-11:30 am

1 stop30h 11m

$107

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 11/3

9:15 am-12:19 pm

Nonstop2h 04m

Philadelphia

Sun 11/9

7:00 am-8:13 am

Nonstop2h 13m

$108

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 10/27

5:52 pm-8:53 pm

Nonstop2h 01m

Philadelphia

Thu 10/30

1:19 pm-2:33 pm

Nonstop2h 14m

$109

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 11/13

10:12 am-7:30 am

1 stop20h 18m

Philadelphia

Mon 11/17

1:19 pm-2:33 pm

Nonstop2h 14m

$111

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 11/13

9:15 am-12:19 pm

Nonstop2h 04m

Philadelphia

Sat 11/15

1:26 pm-9:22 pm

1 stop8h 56m

$112

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 11/1

1:37 pm-12:13 am

1 stop9h 36m

Philadelphia

Sun 11/2

5:15 am-6:30 am

Nonstop2h 15m

$114

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 11/17

9:15 am-12:19 pm

Nonstop2h 04m

Philadelphia

Mon 11/17

3:59 pm-12:30 am

1 stop9h 31m

$115

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 10/27

5:52 pm-8:53 pm

Nonstop2h 01m

Philadelphia

Sun 11/2

5:15 am-6:30 am

Nonstop2h 15m

$116

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 11/15

1:00 pm-3:55 pm

Nonstop1h 55m

Philadelphia

Wed 11/19

11:40 am-12:50 pm

Nonstop2h 10m

$139

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 11/5

8:10 am-11:05 am

Nonstop1h 55m

Philadelphia

Wed 11/5

4:00 pm-5:10 pm

Nonstop2h 10m

$159

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 August. Flight prices, which tend to average around $183, 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 $189.

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 $390.

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 $242. 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 $390.

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 $238 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 October 2025, prices for Chicago Midway Airport to Philadelphia flights are approximately 96% 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 $125.
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 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?

  • 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 $67Free CancellationRating
5.8
3,137 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 23 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, 3,137 ratings). Frontier flies from Chicago Midway Airport to Philadelphia around 2 times per week, with deals starting from $67 round-trip and rising to an average price of around $163.

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
Dewey Beach
Cherry Hill
Reading
Newark
North Wildwood
Dover
Avalon
Lewes
Stone Harbor
Vineland
Essington
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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