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Find cheap flights from Chicago Midway Airport to Pennsylvania from $47

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Pennsylvania departing on 6/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
qui 6/27
qui 7/4

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Best Pennsylvania Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Philadelphia
Philadelphianonstop$68
Pittsburgh
Pittsburgh1 stop$122
Harrisburg
Harrisburg1 stop$252
Allentown
Allentown1 stop$208
New York
New York1 stop$103

Good to know

Low season

February

High season

November

Cheapest flight

$47
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Chicago Midway Airport to Philadelphia

FAQs - booking Pennsylvania flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Pennsylvania?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Pennsylvania.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Pennsylvania?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pennsylvania from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Pennsylvania?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pennsylvania with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Pennsylvania?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pennsylvania from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Pennsylvania

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Philadelphia $40 one-way - $76 round-trip
  • Morning departure is around 22% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Midway to Pennsylvania

 
Need help choosing which airline to fly with from Midway to Pennsylvania? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10502 reviews
7.9Comfort
7.4Food
8.2Boarding
8.0Entertainment
8.6Crew
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

Because our flight from marsh Harbor to Fort Lauderdale was over three hours delayed it caused us to miss our flight in Fort Lauderdale. Because we missed that flight, it cost us nearly $100 apiece for four different travelers which totaled nearly $400. We are seeking a reimbursement for the flight that we missed in Fort Lauderdale Florida.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The whole day was a nightmare. Flight extremely late. Boarding was a mess of a nightmare.

Never been on this flight as i had missed it due to delayed connecting flight

Missed our departing flight due to poor baggage drop staff. At the airport with 2 & 1/2 hours to spare and waited in bag check in until 15 minutes prior to gates closing before baggage staff asked us to move to the front of the line. We weren’t the only passengers that missed the flight. Poor organizational operations by Spirit staff. Otherwise , the return trip was fine.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Book cheap flights from Chicago to Pennsylvania

Recent round-trip flight deals

6/18ter
nonstopFrontier
2h 02mMDW-PHL
6/19qua
nonstopFrontier
2h 11mPHL-MDW
$68
6/12qua
nonstopFrontier
2h 01mMDW-PHL
6/19qua
nonstopFrontier
2h 11mPHL-MDW
$73
6/25ter
1 stopDelta
3h 08mMDW-PIT
7/2ter
1 stopDelta
3h 34mPIT-MDW
$156
7/3qua
1 stopDelta
4h 14mMDW-PIT
7/4qui
1 stopDelta
6h 02mPIT-MDW
$177
6/18ter
nonstopSouthwest
1h 55mMDW-PHL
6/19qua
2 stopsSouthwest
7h 50mPHL-MDW
$238
6/7sex
1 stopAllegiant Air
19h 51mMDW-EWR
6/24seg
1 stopAllegiant Air
10h 23mEWR-MDW
$267
6/14sex
1 stopAllegiant Air
10h 57mMDW-EWR
6/17seg
1 stopAllegiant Air
10h 23mEWR-MDW
$275
6/8sáb
nonstopSouthwest
2h 05mMDW-LGA
6/9dom
nonstopSouthwest
2h 25mLGA-MDW
$295
6/7sex
1 stop
11h 31mMDW-EWR
6/10seg
2 stops
14h 29mEWR-MDW
$341
7/1seg
1 stop
11h 57mMDW-EWR
7/11qui
1 stop
6h 12mEWR-MDW
$353

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Recent one-way flight deals

6/7sex
nonstopFrontier
2h 01mMDW-PHL
$47
6/9dom
nonstopFrontier
2h 01mMDW-PHL
$49
7/5sex
nonstopFrontier
2h 01mMDW-PHL
$51
6/15sáb
1 stopDelta
4h 24mMDW-PHL
$88
8/6ter
1 stopDelta
5h 02mMDW-EWR
$94
6/24seg
1 stopAllegiant Air
11h 57mMDW-EWR
$106
7/1seg
1 stopAllegiant Air
11h 57mMDW-EWR
$111
6/6qui
nonstopSouthwest
2h 05mMDW-LGA
$122
7/1seg
nonstopSouthwest
2h 10mMDW-LGA
$138
6/4ter
3 stopsSpirit Airlines
15h 17mMDW-EWR
$179

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Last minute flights from Midway to Pennsylvania

Last minute flight, train and bus deals

5/29qua
nonstopFrontier
2h 03mMDW-PHL
6/5qua
nonstopFrontier
2h 11mPHL-MDW
$116
6/1sáb
nonstopFrontier
2h 01mMDW-PHL
6/4ter
nonstopFrontier
2h 21mPHL-MDW
$118
6/1sáb
multi-stopDelta
4h 17mMDW-PHL
6/8sáb
multi-stopDelta
7h 59mPHL-MDW
$233
5/29qua
multi-stopDelta
7h 12mMDW-PHL
6/9dom
multi-stopDelta
3h 48mPHL-MDW
$245
6/2dom
multi-stop
20h 13mMDW-EWR
6/9dom
multi-stop
30h 52mEWR-MDW
$570
5/31sex
multi-stop
30h 05mMDW-LGA
6/3seg
multi-stop
12h 10mLGA-MDW
$625
5/31sex
multi-stopPorter Airlines
6h 35mMDW-EWR
6/7sex
multi-stopPorter Airlines
8h 22mEWR-MDW
$766
5/31sex
multi-stopPorter Airlines
8h 50mMDW-EWR
6/6qui
multi-stopPorter Airlines
12h 37mEWR-MDW
$834
6/1sáb
multi-stopWestJet
24h 37mMDW-JFK
6/8sáb
multi-stopWestJet
11h 00mJFK-MDW
$1,202
6/1sáb
multi-stopWestJet
24h 37mMDW-JFK
6/3seg
multi-stopWestJet
34h 37mJFK-MDW
$1,269

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Chicago Midway Airport - Pennsylvania Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Pennsylvania - Chicago Midway Airport

Cabin classes:

$44