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Find cheap flights from Chicago Midway Airport to Pennsylvania from $46

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 9/10. 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
Sat 7/6
Sat 7/13

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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$53
Pittsburgh
Pittsburgh1 stop$156
Harrisburg
Harrisburg1 stop$252
Allentown
Allentown1 stop$350
New York
New York1 stop$96

Good to know

Low season

February

High season

November

Cheapest flight

$46
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 $39 one-way - $78 round-trip
  • Morning departure is around 10% 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 10368 reviews
8.2Boarding
7.4Food
7.9Comfort
8.6Crew
8.0Entertainment
Airline reviews

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

4.0 OkayDavwinder Singh, Jun 2024SEA - ATL
Read more about Delta reviews

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

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.

The plane was not on time for boarding or departure or arrivals.

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

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

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.

Book cheap flights from Chicago to Pennsylvania

Recent round-trip flight deals

6/19Wed
nonstopFrontier
2h 01mMDW-PHL
6/24Mon
nonstopFrontier
2h 11mPHL-MDW
$68
7/31Wed
nonstopFrontier
2h 01mMDW-PHL
8/4Sun
nonstopFrontier
2h 17mPHL-MDW
$70
9/7Sat
1 stopDelta
4h 28mMDW-EWR
9/10Tue
1 stopDelta
5h 04mEWR-MDW
$156
9/7Sat
1 stopDelta
5h 50mMDW-PIT
9/10Tue
1 stopDelta
6h 57mPIT-MDW
$156
6/17Mon
nonstopSouthwest
1h 50mMDW-PHL
6/26Wed
nonstopSouthwest
2h 05mPHL-MDW
$178
6/24Mon
2 stopsSouthwest
14h 15mMDW-PHL
6/26Wed
nonstopSouthwest
2h 05mPHL-MDW
$214
7/12Fri
1 stopAllegiant Air
10h 58mMDW-EWR
7/14Sun
1 stopAllegiant Air
27h 29mEWR-MDW
$230
6/24Mon
1 stopAllegiant Air
11h 57mMDW-EWR
7/19Fri
1 stopAllegiant Air
10h 22mEWR-MDW
$238
7/15Mon
2 stops
23h 52mMDW-EWR
7/19Fri
1 stop
10h 22mEWR-MDW
$282
7/15Mon
3 stops
25h 03mMDW-EWR
7/19Fri
1 stop
10h 22mEWR-MDW
$304

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Recent one-way flight deals

9/10Tue
nonstopFrontier
1h 59mMDW-PHL
$46
7/12Fri
nonstopFrontier
2h 01mMDW-PHL
$47
6/22Sat
nonstopFrontier
2h 01mMDW-PHL
$49
7/8Mon
1 stopDelta
3h 14mMDW-PIT
$78
6/15Sat
1 stopDelta
4h 24mMDW-PHL
$88
7/12Fri
1 stopAllegiant Air
10h 58mMDW-EWR
$109
6/14Fri
1 stopAllegiant Air
10h 57mMDW-EWR
$111
7/8Mon
nonstopSouthwest
2h 05mMDW-LGA
$122
7/8Mon
1 stopSouthwest
9h 50mMDW-LGA
$137
6/11Tue
2 stopsSpirit Airlines
12h 12mMDW-PHL
$498

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Last minute flights from Midway to Pennsylvania

Last minute flight, train and bus deals

6/10Mon
nonstopFrontier
2h 01mMDW-PHL
6/12Wed
nonstopFrontier
2h 11mPHL-MDW
$111
6/7Fri
nonstopFrontier
2h 01mMDW-PHL
6/12Wed
nonstopFrontier
2h 11mPHL-MDW
$126
6/10Mon
multi-stopDelta
4h 24mMDW-PHL
6/16Sun
multi-stopDelta
3h 48mPHL-MDW
$245
6/11Tue
multi-stopDelta
6h 56mMDW-PHL
6/15Sat
multi-stopDelta
3h 48mPHL-MDW
$284
6/10Mon
multi-stop
10h 13mMDW-PIT
6/17Mon
multi-stop
14h 28mPIT-MDW
$374
6/7Fri
multi-stopAllegiant Air
11h 31mMDW-EWR
6/14Fri
multi-stopAllegiant Air
10h 23mEWR-MDW
$410
6/10Mon
multi-stop
10h 39mMDW-EWR
6/17Mon
multi-stop
10h 23mEWR-MDW
$415
6/11Tue
nonstopSouthwest
1h 20mMDW-PIT
6/14Fri
nonstopSouthwest
1h 25mPIT-MDW
$430
6/11Tue
nonstopSouthwest
1h 20mMDW-PIT
6/14Fri
multi-stopSouthwest
3h 35mPIT-MDW
$439
6/10Mon
multi-stopAllegiant Air
10h 13mMDW-PIT
6/14Fri
multi-stopAllegiant Air
13h 48mPIT-MDW
$440

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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:

$51