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

Frontier, Southwest, and Delta 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?

34 flights are operational weekly from Chicago Midway Airport to Pennsylvania as of March 2026. The most popular departure day for this route is Tue, with 56% of flights per week taking off on this day.

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

4 flights are operational daily from Chicago Midway Airport to Pennsylvania as of March 2026. The most popular departure time for this route is 10:00AM, with 35% of flights per day taking off at noon.

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 March 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.

$56 Cheap Flights from Chicago Midway Airport to Pennsylvania in 2026

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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.

7:30 am - 10:38 am

MDW

EWR

2h 08mnonstop

10:29 pm - 7:31 pm

EWR

MDW

22h 02m

1 stop

$95Frontier

Tue, May 5 - Tue, May 5

2:15 pm - 9:29 pm

MDW

EWR

6h 14m

1 stop

11:30 am - 1:00 pm

EWR

MDW

2h 30mnonstop

$96Frontier

Wed, Apr 15 - Wed, Apr 22

2:15 pm - 9:29 pm

MDW

EWR

6h 14m

1 stop

11:30 am - 1:00 pm

EWR

MDW

2h 30mnonstop

$97Frontier

Tue, Apr 14 - Sat, Apr 18

7:30 am - 10:30 am

MDW

EWR

2h 00mnonstop

11:30 am - 1:02 pm

EWR

MDW

2h 32mnonstop

$98Frontier

Tue, Mar 17 - Tue, Mar 17

9:30 am - 12:30 pm

MDW

EWR

2h 00mnonstop

5:39 pm - 10:19 pm

EWR

MDW

5h 40m

1 stop

$104Multiple Airlines

Tue, Mar 31 - Tue, Apr 7

9:14 am - 12:36 am

MDW

IAD

14h 22m

2 stops

10:51 am - 7:31 pm

IAD

MDW

9h 40m

1 stop

$176Multiple Airlines

Sat, May 2 - Sat, May 9

3:25 pm - 6:25 pm

MDW

PHL

2h 00mnonstop

7:05 pm - 8:25 pm

PHL

MDW

2h 20mnonstop

$177Southwest

Thu, Apr 23 - Sun, Apr 26

1:10 pm - 5:47 pm

MDW

DCA

3h 37m

1 stop

9:35 am - 12:43 pm

DCA

MDW

4h 08m

1 stop

$181Delta

Sat, Apr 11 - Sat, Apr 18

9:27 am - 4:36 pm

MDW

DCA

6h 09m

1 stop

6:00 am - 8:47 am

DCA

MDW

3h 47m

1 stop

$188Delta

Fri, Apr 24 - Sat, Apr 25

5:30 am - 12:15 pm

MDW

PIT

5h 45m

1 stop

8:00 pm - 8:30 pm

PIT

MDW

1h 30mnonstop

$189Southwest

Mon, May 11 - Thu, May 14

Frontier flights from Chicago Midway Airport to Pennsylvania

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

Frontier

May 5

MDW7:30 amChicago Midway

2h 08m

EWR10:38 amNewark

May 5

EWR10:29 pmNewark

22h 02m

1 stop

MDW7:31 pmChicago Midway

$95

Frontier

Apr 15

MDW2:15 pmChicago Midway

6h 14m

1 stop

EWR9:29 pmNewark

Apr 22

EWR11:30 amNewark

2h 30m

MDW1:00 pmChicago Midway

$96

Frontier

Apr 14

MDW2:15 pmChicago Midway

6h 14m

1 stop

EWR9:29 pmNewark

Apr 18

EWR11:30 amNewark

2h 30m

MDW1:00 pmChicago Midway

$97

Delta flights from Chicago Midway Airport to Pennsylvania

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

Delta

Apr 11

MDW1:10 pmChicago Midway

3h 37m

1 stop

DCA5:47 pmWashington, D.C. Reagan-National

Apr 18

DCA9:35 amWashington, D.C. Reagan-National

4h 08m

1 stop

MDW12:43 pmChicago Midway

$181

Delta

Apr 24

MDW9:27 amChicago Midway

6h 09m

1 stop

DCA4:36 pmWashington, D.C. Reagan-National

Apr 25

DCA6:00 amWashington, D.C. Reagan-National

3h 47m

1 stop

MDW8:47 amChicago Midway

$188

Delta

Apr 9

MDW9:35 amChicago Midway

5h 58m

1 stop

PHL4:33 pmPhiladelphia

Apr 18

PHL12:25 pmPhiladelphia

6h 33m

1 stop

MDW5:58 pmChicago Midway

$195

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

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 5/5

7:30 am-10:38 am

Nonstop2h 08m

Newark

Tue 5/5

10:29 pm-7:31 pm

1 stop22h 02m

$95

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 4/15

2:15 pm-9:29 pm

1 stop6h 14m

Newark

Wed 4/22

11:30 am-1:00 pm

Nonstop2h 30m

$96

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 4/14

2:15 pm-9:29 pm

1 stop6h 14m

Newark

Sat 4/18

11:30 am-1:00 pm

Nonstop2h 30m

$97

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 3/17

7:30 am-10:30 am

Nonstop2h 00m

Newark

Tue 3/17

11:30 am-1:02 pm

Nonstop2h 32m

$98

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 3/31

9:30 am-12:30 pm

Nonstop2h 00m

Newark

Tue 4/7

5:39 pm-10:19 pm

1 stop5h 40m

$104

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 5/2

9:14 am-12:36 am

2 stops14h 22m

Washington, D.C. Dulles Intl

Sat 5/9

10:51 am-7:31 pm

1 stop9h 40m

$176

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/23

3:25 pm-6:25 pm

Nonstop2h 00m

Philadelphia

Sun 4/26

7:05 pm-8:25 pm

Nonstop2h 20m

$177

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 4/11

1:10 pm-5:47 pm

1 stop3h 37m

Washington, D.C. Reagan-National

Sat 4/18

9:35 am-12:43 pm

1 stop4h 08m

$181

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 4/24

9:27 am-4:36 pm

1 stop6h 09m

Washington, D.C. Reagan-National

Sat 4/25

6:00 am-8:47 am

1 stop3h 47m

$188

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 5/11

5:30 am-12:15 pm

1 stop5h 45m

Pittsburgh

Thu 5/14

8:00 pm-8:30 pm

Nonstop1h 30m

$189

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 $120. 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 Monday when prices can be found for as low as $183. 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 $339. 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 $187. In contrast, the most expensive time of day to depart to Pennsylvania is in the evening when prices are around $254.

What is the cheapest Chicago Midway to Pennsylvania flight route?

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

How far in advance should I book a flight to Pennsylvania?

You are more likely to see cheaper flights to Pennsylvania from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Pennsylvania for around $258 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pennsylvania from Chicago Midway Airport for as low as $150 on momondo.

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	$160
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 $160. The best round-trip flight deal from Chicago Midway Airport to Pennsylvania found on momondo in the last 72 hours is $239.

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), Pittsburgh (PIT).

Search flight deals

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 March 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 737-800, representing 18.31% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 14.52%, Airbus A319 at 12.13%, and Boeing 737-900 at 7.58%.

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 3,041 reviews		Search Frontier flights
Southwest	PriceFrom $97	Free Cancellation	Rating 8.0 4,301 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.