How many flights depart from Chicago Midway Airport to Pennsylvania on average per day?

15 flights are operational daily from Chicago Midway Airport to Pennsylvania as of April 2026. The most popular departure time for this route is 7:00AM, with 46% of flights per day taking off in the afternoon.

What is the cheapest airline that flies from Chicago Midway to Pennsylvania?

Southwest, Delta, and Frontier are the most popular carriers operating from Chicago Midway to Pennsylvania

How many flights depart from Chicago Midway Airport to Pennsylvania on average per week?

110 flights are operational weekly from Chicago Midway Airport to Pennsylvania as of April 2026. The most popular departure day for this route is Tue, with 20% of flights per week taking off on this day.

When did momondo last update prices for flights from Chicago Midway Airport to Pennsylvania?

Prices for flights from Chicago Midway Airport to Pennsylvania are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago Midway Airport to Pennsylvania?

As of April 2026, there are 3 operators available to choose from for flights from Chicago Midway Airport to Pennsylvania.

How old do you have to be to fly from Chicago Midway Airport to Pennsylvania?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Pennsylvania.

What documentation or ID do you need to fly to Pennsylvania?

The travel and health documents required for your trip to Pennsylvania can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Pennsylvania. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$58 Cheap Flights from Chicago Midway Airport to Pennsylvania in 2026

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Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to Pennsylvania

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:15 pm - 9:29 pm

MDW

EWR

6h 14m

1 stop

11:30 am - 1:00 pm

EWR

MDW

2h 30mnonstop

$118Frontier

Tue, Apr 28 - Sat, May 2

2:15 pm - 1:16 am

MDW

EWR

10h 01m

1 stop

11:30 am - 1:00 pm

EWR

MDW

2h 30mnonstop

$119Frontier

Thu, Apr 30 - Mon, May 4

7:30 am - 10:38 am

MDW

EWR

2h 08mnonstop

5:55 am - 11:09 am

EWR

MDW

6h 14m

1 stop

$120Frontier

Thu, Apr 30 - Wed, May 6

7:30 am - 10:38 am

MDW

EWR

2h 08mnonstop

11:30 am - 1:00 pm

EWR

MDW

2h 30mnonstop

$121Frontier

Sun, Apr 26 - Mon, Apr 27

5:30 am - 8:30 am

MDW

LGA

2h 00mnonstop

3:35 pm - 5:15 pm

LGA

MDW

2h 40mnonstop

$156Southwest

Sat, May 2 - Sat, May 2

5:29 pm - 12:45 am

MDW

PIT

6h 16m

1 stop

4:45 pm - 9:09 pm

PIT

MDW

5h 24m

1 stop

$177Delta

Sat, May 9 - Wed, May 13

6:36 pm - 10:38 pm

MDW

PIT

3h 02m

1 stop

5:40 am - 10:00 am

PIT

MDW

5h 20m

1 stop

$182Delta

Sun, May 10 - Wed, May 13

2:15 pm - 9:57 pm

MDW

PHL

6h 42m

1 stop

8:45 am - 10:02 pm

PHL

MDW

14h 17m

2 stops

$183Multiple Airlines

Thu, Apr 30 - Tue, May 5

3:50 pm - 10:15 pm

MDW

PIT

5h 25m

1 stop

4:00 pm - 4:30 pm

PIT

MDW

1h 30mnonstop

$187Southwest

Mon, May 4 - Sat, May 9

2:15 pm - 9:57 pm

MDW

PHL

6h 42m

1 stop

8:44 pm - 11:09 am

PHL

MDW

15h 25m

2 stops

$187Multiple Airlines

Thu, Apr 30 - Mon, May 4

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Frontier flights from Chicago Midway Airport to Pennsylvania

Our best Frontier deals on Chicago Midway Airport to Pennsylvania flight tickets

Frontier

Apr 28

MDW2:15 pmChicago Midway

6h 14m

1 stop

EWR9:29 pmNewark

May 2

EWR11:30 amNewark

2h 30m

MDW1:00 pmChicago Midway

$118

Frontier

Apr 30

MDW2:15 pmChicago Midway

10h 01m

1 stop

EWR1:16 amNewark

May 4

EWR11:30 amNewark

2h 30m

MDW1:00 pmChicago Midway

$119

Frontier

Apr 30

MDW7:30 amChicago Midway

2h 08m

EWR10:38 amNewark

May 6

EWR5:55 amNewark

6h 14m

1 stop

MDW11:09 amChicago Midway

$120

Southwest flights from Chicago Midway Airport to Pennsylvania

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

Southwest

May 2

MDW5:30 amChicago Midway

2h 00m

LGA8:30 amNew York LaGuardia

May 2

LGA3:35 pmNew York LaGuardia

2h 40m

MDW5:15 pmChicago Midway

$156

Southwest

Apr 25

MDW5:30 amChicago Midway

2h 00m

LGA8:30 amNew York LaGuardia

May 2

LGA9:55 amNew York LaGuardia

2h 25m

MDW11:20 amChicago Midway

$168

Southwest

Jun 19

MDW5:15 amChicago Midway

2h 00m

LGA8:15 amNew York LaGuardia

Jun 23

LGA6:00 amNew York LaGuardia

2h 20m

MDW7:20 amChicago Midway

$177

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Pennsylvania that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 4/28

2:15 pm-9:29 pm

1 stop6h 14m

Newark

Sat 5/2

11:30 am-1:00 pm

Nonstop2h 30m

$118

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Thu 4/30

2:15 pm-1:16 am

1 stop10h 01m

Newark

Mon 5/4

11:30 am-1:00 pm

Nonstop2h 30m

$119

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Thu 4/30

7:30 am-10:38 am

Nonstop2h 08m

Newark

Wed 5/6

5:55 am-11:09 am

1 stop6h 14m

$120

Quickest round-trip

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sun 4/26

7:30 am-10:38 am

Nonstop2h 08m

Newark

Mon 4/27

11:30 am-1:00 pm

Nonstop2h 30m

$121

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sat 5/2

5:30 am-8:30 am

Nonstop2h 00m

New York LaGuardia

Sat 5/2

3:35 pm-5:15 pm

Nonstop2h 40m

$156

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 5/9

5:29 pm-12:45 am

1 stop6h 16m

Pittsburgh

Wed 5/13

4:45 pm-9:09 pm

1 stop5h 24m

$177

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sun 5/10

6:36 pm-10:38 pm

1 stop3h 02m

Pittsburgh

Wed 5/13

5:40 am-10:00 am

1 stop5h 20m

$182

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/30

2:15 pm-9:57 pm

1 stop6h 42m

Philadelphia

Tue 5/5

8:45 am-10:02 pm

2 stops14h 17m

$183

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 5/4

3:50 pm-10:15 pm

1 stop5h 25m

Pittsburgh

Sat 5/9

4:00 pm-4:30 pm

Nonstop1h 30m

$187

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/30

2:15 pm-9:57 pm

1 stop6h 42m

Philadelphia

Mon 5/4

8:44 pm-11:09 am

2 stops15h 25m

$187

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 Pennsylvania

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 cheapest month to fly to Pennsylvania?

The month of October is, on average, the cheapest month to fly to Pennsylvania from Chicago Midway Airport, with most prices found around $116. If you don’t want to visit Pennsylvania in October, then you should wait until January to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $168.

What is the cheapest day to depart on your flight to Pennsylvania?

The cheapest day to depart on your flight to Pennsylvania is on a Thursday when prices can be found for as low as $195. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around $355. These prices are subject to change though, so be sure to set up a Price Alert for flights to Pennsylvania.

What is the cheapest time of day to depart on your flight to Pennsylvania?

Our most recent data shows that the best time of day to fly to Pennsylvania is in the afternoon. Flights from Chicago Midway Airport to Pennsylvania during this time can be as low as $205. In contrast, the most expensive time of day to depart to Pennsylvania is in the evening when prices are around $265.

What is the cheapest Chicago Midway to Pennsylvania flight route?

Fly from Chicago Midway to Philadelphia for the best Chicago Midway - Pennsylvania flight prices

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

There is only 1 cabin class available to choose from on Chicago Midway to Pennsylvania 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 Pennsylvania flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Pennsylvania.

Cheap Chicago Midway Airport to Pennsylvania flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Pennsylvania

Best Price Found	$138
Fastest flight time	1h 20m
Direct flights	Every day
Airports in Pennsylvania	152 airports

The best one-way flight to Pennsylvania from Chicago Midway Airport in the past 72 hours is $138. The best round-trip flight deal from Chicago Midway Airport to Pennsylvania found on momondo in the last 72 hours is $177.

The fastest flight from Chicago Midway Airport to Pennsylvania takes 1h 20m

Direct flights go from Chicago Midway Airport to Pennsylvania every day.

There are 152 airports in Pennsylvania. From Chicago Midway Airport there are direct flights to Washington, D.C. Reagan-National (DCA), Philadelphia (PHL), Pittsburgh (PIT).

Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Pennsylvania

When did momondo last update prices for flights from Chicago Midway Airport to Pennsylvania?
Prices for flights from Chicago Midway Airport to Pennsylvania are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago Midway Airport to Pennsylvania?
As of April 2026, there are 3 operators available to choose from for flights from Chicago Midway Airport to Pennsylvania.
How old do you have to be to fly from Chicago Midway Airport to Pennsylvania?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Pennsylvania.
What documentation or ID do you need to fly to Pennsylvania?
The travel and health documents required for your trip to Pennsylvania can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Pennsylvania. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago Midway Airport to Pennsylvania?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to Pennsylvania is Boeing 737 MAX 8, representing 21.80% of all bookings. The subsequent popular models are Boeing 737-800 at 18.56%, Airbus A319 at 10.90%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 6.92%.

Best airlines flying from Chicago Midway Airport to Pennsylvania

Compare and see reviews for airlines that fly from Chicago Midway Airport to Pennsylvania with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $67	Free Cancellation	Rating 5.7 2,988 reviews		Search Frontier flights
Southwest	PriceFrom $116	Free Cancellation	Rating 8.0 4,330 reviews		Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Pennsylvania?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Pennsylvania. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Pennsylvania with flexible booking policies on momondo?

Yes. All flights to Pennsylvania from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Pennsylvania?

Once you have performed a search for Chicago to Pennsylvania flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Pennsylvania right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Pennsylvania flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.