Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Philadelphia from $73

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 9/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Philadelphia (MDW-PHL)

Cheap round-trip flights

Frontier Logo
8:15 am - 11:16 amMDW-PHL
2h 01mnonstop
Frontier Logo
8:10 am - 8:52 pmPHL-MDW
13h 42m1 stop
$131Frontier
Find Deal
Thu, Sep 4 - Fri, Sep 5
Frontier Logo
8:25 am - 11:27 amMDW-PHL
2h 02mnonstop
Frontier Logo
5:30 am - 3:24 pmPHL-MDW
10h 54m1 stop
$132Frontier
Find Deal
Thu, Oct 9 - Mon, Oct 13
Frontier Logo
8:25 am - 11:27 amMDW-PHL
2h 02mnonstop
Frontier Logo
5:30 am - 4:09 pmPHL-MDW
11h 39m1 stop
$133Frontier
Find Deal
Thu, Oct 16 - Mon, Oct 20
Frontier Logo
8:15 am - 11:16 amMDW-PHL
2h 01mnonstop
Frontier Logo
6:00 am - 7:11 amPHL-MDW
2h 11mnonstop
$137Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
Frontier Logo
8:15 am - 11:16 amMDW-PHL
2h 01mnonstop
Frontier Logo
5:01 am - 12:44 pmPHL-MDW
8h 43m1 stop
$138Frontier
Find Deal
Fri, Sep 26 - Sun, Sep 28
Southwest Logo
7:00 am - 9:55 amMDW-PHL
1h 55mnonstop
Southwest Logo
3:20 pm - 4:25 pmPHL-MDW
2h 05mnonstop
$139Southwest
Find Deal
Tue, Sep 23 - Wed, Sep 24
Frontier Logo
9:15 am - 12:19 pmMDW-PHL
2h 04mnonstop
Frontier Logo
9:30 pm - 12:41 pmPHL-MDW
16h 11m1 stop
$140Frontier
Find Deal
Mon, Nov 17 - Tue, Nov 18
Southwest Logo
6:30 am - 9:25 amMDW-PHL
1h 55mnonstop
Southwest Logo
6:00 am - 7:05 amPHL-MDW
2h 05mnonstop
$158Southwest
Find Deal
Thu, Oct 2 - Sat, Oct 4
Logo
9:00 am - 10:29 pmMDW-PHL
12h 29m2 stops
Logo
6:00 am - 7:11 amPHL-MDW
2h 11mnonstop
$174
Find Deal
Wed, Oct 1 - Mon, Oct 6
Southwest Logo
7:40 am - 10:35 amMDW-PHL
1h 55mnonstop
Southwest Logo
6:10 pm - 7:15 pmPHL-MDW
2h 05mnonstop
$177Southwest
Find Deal
Mon, Sep 29 - Mon, Sep 29

Frontier flights from Chicago Midway Airport to Philadelphia

Our best Frontier deals on Chicago Midway Airport to Philadelphia flight tickets
Frontier
Sep 4
MDW8:15 amChicago Midway
2h 01m
PHL11:16 amPhiladelphia
Sep 5
PHL8:10 amPhiladelphia
13h 42m
1 stop
MDW8:52 pmChicago Midway
$131
Find similar
Frontier
Oct 9
MDW8:25 amChicago Midway
2h 02m
PHL11:27 amPhiladelphia
Oct 13
PHL5:30 amPhiladelphia
10h 54m
1 stop
MDW3:24 pmChicago Midway
$132
Find similar
Frontier
Oct 16
MDW8:25 amChicago Midway
2h 02m
PHL11:27 amPhiladelphia
Oct 20
PHL5:30 amPhiladelphia
11h 39m
1 stop
MDW4:09 pmChicago Midway
$133
Find similar

Southwest flights from Chicago Midway Airport to Philadelphia

Our best Southwest deals on Chicago Midway Airport to Philadelphia flight tickets
Southwest
Sep 23
MDW7:00 amChicago Midway
1h 55m
PHL9:55 amPhiladelphia
Sep 24
PHL3:20 pmPhiladelphia
2h 05m
MDW4:25 pmChicago Midway
$139
Find similar
Southwest
Oct 2
MDW6:30 amChicago Midway
1h 55m
PHL9:25 amPhiladelphia
Oct 4
PHL6:00 amPhiladelphia
2h 05m
MDW7:05 amChicago Midway
$158
Find similar
Southwest
Sep 29
MDW7:40 amChicago Midway
1h 55m
PHL10:35 amPhiladelphia
Sep 29
PHL6:10 pmPhiladelphia
2h 05m
MDW7:15 pmChicago Midway
$177
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 August 20, 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 9/4

8:15 am-11:16 am

Nonstop2h 01m

Philadelphia

Fri 9/5

8:10 am-8:52 pm

1 stop13h 42m

$131

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 10/9

8:25 am-11:27 am

Nonstop2h 02m

Philadelphia

Mon 10/13

5:30 am-3:24 pm

1 stop10h 54m

$132

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 10/16

8:25 am-11:27 am

Nonstop2h 02m

Philadelphia

Mon 10/20

5:30 am-4:09 pm

1 stop11h 39m

$133

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 9/4

8:15 am-11:16 am

Nonstop2h 01m

Philadelphia

Sun 9/7

6:00 am-7:11 am

Nonstop2h 11m

$137

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 9/26

8:15 am-11:16 am

Nonstop2h 01m

Philadelphia

Sun 9/28

5:01 am-12:44 pm

1 stop8h 43m

$138

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 9/23

7:00 am-9:55 am

Nonstop1h 55m

Philadelphia

Wed 9/24

3:20 pm-4:25 pm

Nonstop2h 05m

$139

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 11/17

9:15 am-12:19 pm

Nonstop2h 04m

Philadelphia

Tue 11/18

9:30 pm-12:41 pm

1 stop16h 11m

$140

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 10/2

6:30 am-9:25 am

Nonstop1h 55m

Philadelphia

Sat 10/4

6:00 am-7:05 am

Nonstop2h 05m

$158

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 10/1

9:00 am-10:29 pm

2 stops12h 29m

Philadelphia

Mon 10/6

6:00 am-7:11 am

Nonstop2h 11m

$174

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Mon 9/29

7:40 am-10:35 am

Nonstop1h 55m

Philadelphia

Mon 9/29

6:10 pm-7:15 pm

Nonstop2h 05m

$177

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 September. Flight prices, which tend to average around $105, 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 $177.

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 $256. 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 $384.

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 $235. 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 at noon when prices are around $382.

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 $227 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 $173 on momondo.

What cabin class options are available on Chicago Midway to Philadelphia flights?

There are 1 cabin classes 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 August 2025, prices for Chicago Midway Airport to Philadelphia flights are approximately 18% 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

$110

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 $110. The best round-trip flight deal from Chicago Midway Airport to Philadelphia found on momondo in the last 72 hours is $159.
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
3,207 reviews
Search Frontier flights
SouthwestPriceFrom $168Free CancellationRating
8.0
4,246 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 $168. Generally, Southwest has 26 flights on this route every week with an average price of $296. Southwest is rated 8.0/10 by our users.

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
Reading
Dewey Beach
Newark
North Wildwood
Cherry Hill
Lewes
Dover
Avalon
Stone Harbor
Vineland
Exton
Essington
Pottstown
New Castle

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.

An easier way to manage your Philadelphia trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 8/25
Mon 9/1
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States