Find flights
Deals
When to book
FAQs & Tips
Airlines

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 7/24. 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
Fri 6/21
Fri 6/28

Search hundreds of travel sites at once for deals on flights to Pennsylvania

In the last 7 days travelers have searched 43,423,329 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Best Pennsylvania Flight Deals

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

Philadelphia
Philadelphianonstop$57
Pittsburgh
Pittsburgh1 stop$116
Harrisburg
Harrisburg1 stop$478
Allentown
Allentown1 stop$348
New York
New York1 stop$106

Good to know

Low season

February

High season

November

Cheapest flight

$47
Best time to beat the crowds but there is an average 54% increase in price.
Most popular time to fly with an average 16% increase in price.
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 $44 one-way - $78 round-trip
  • Morning departure is around 3% 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 10585 reviews
7.4Food
8.0Entertainment
7.9Comfort
8.6Crew
8.2Boarding
Airline reviews

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

6.0 GoodPeter, May 2024SLC - HNL
Read more about Delta reviews

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.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

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…

Everything was fine. I really enjoyed our early flight from philly to Orlando as well as the crew.

The flight experience was terrible. Extra bag charges were exorbitant, and the customer service was incredibly poor. Flight attendants were rude and unhelpful. Post-flight, we endured a one-hour wait for our luggage, only to find our bags severely damaged. Overall, a highly disappointing experience with Spirit Airlines. Not recommended.

Seats could use more padding. Kind of hard on the tush.

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.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Book cheap flights from Chicago to Pennsylvania

Recent round-trip flight deals

6/1Sat
nonstopFrontier
2h 01mMDW-PHL
6/4Tue
nonstopFrontier
2h 21mPHL-MDW
$66
6/4Tue
nonstopFrontier
2h 03mMDW-PHL
6/5Wed
nonstopFrontier
2h 11mPHL-MDW
$67
7/3Wed
1 stopDelta
4h 14mMDW-PIT
7/4Thu
1 stopDelta
6h 02mPIT-MDW
$156
6/1Sat
1 stopDelta
5h 59mMDW-PHL
6/2Sun
1 stopDelta
4h 06mPHL-MDW
$188
6/6Thu
nonstopSouthwest
2h 05mMDW-LGA
6/7Fri
1 stopSouthwest
6h 05mLGA-MDW
$197
6/6Thu
nonstopSouthwest
2h 05mMDW-LGA
6/7Fri
nonstopSouthwest
2h 20mLGA-MDW
$237
7/1Mon
1 stopAllegiant Air
11h 57mMDW-EWR
7/15Mon
1 stopAllegiant Air
10h 22mEWR-MDW
$246
6/14Fri
1 stopAllegiant Air
10h 57mMDW-EWR
6/17Mon
1 stopAllegiant Air
10h 23mEWR-MDW
$261
5/31Fri
2 stops
16h 39mMDW-EWR
6/3Mon
1 stop
9h 48mEWR-MDW
$313
6/7Fri
1 stop
11h 31mMDW-EWR
6/10Mon
2 stops
14h 29mEWR-MDW
$331

Search by stops

Search by airline

Search by price

Recent one-way flight deals

7/24Wed
nonstopFrontier
2h 01mMDW-PHL
$47
5/31Fri
nonstopFrontier
2h 01mMDW-PHL
$49
5/29Wed
1 stopDelta
4h 41mMDW-PHL
$88
8/7Wed
1 stopDelta
5h 19mMDW-EWR
$94
6/14Fri
1 stopAllegiant Air
10h 57mMDW-EWR
$106
6/14Fri
1 stopAllegiant Air
10h 57mMDW-EWR
$109
5/30Thu
nonstopSouthwest
2h 10mMDW-LGA
$122
6/12Wed
1 stopSouthwest
6h 20mMDW-DCA
$128
6/8Sat
1 stopSpirit Airlines
13h 13mMDW-EWR
$173
5/29Wed
3 stopsSpirit Airlines
23h 14mMDW-EWR
$224

Search by stops

Search by airline

Search by price

Last minute flights from Midway to Pennsylvania

Last minute flight, train and bus deals

5/26Sun
nonstopFrontier
2h 01mMDW-PHL
6/4Tue
nonstopFrontier
2h 21mPHL-MDW
$118
5/23Thu
nonstopFrontier
2h 01mMDW-PHL
5/29Wed
nonstopFrontier
2h 13mPHL-MDW
$136
5/23Thu
multi-stopDelta
3h 40mMDW-PHL
6/6Thu
multi-stopDelta
4h 06mPHL-MDW
$233
5/25Sat
multi-stopDelta
4h 17mMDW-PHL
5/28Tue
multi-stopDelta
7h 37mPHL-MDW
$245
5/27Mon
multi-stopSouthwest
13h 25mMDW-PHL
5/29Wed
multi-stopSouthwest
4h 30mPHL-MDW
$262
5/27Mon
multi-stopSouthwest
11h 10mMDW-PHL
5/29Wed
nonstopSouthwest
2h 10mPHL-MDW
$265
5/27Mon
multi-stop
19h 49mMDW-EWR
6/3Mon
multi-stop
9h 48mEWR-MDW
$454
5/27Mon
multi-stop
19h 49mMDW-EWR
5/31Fri
multi-stop
9h 48mEWR-MDW
$540
5/25Sat
multi-stopPorter Airlines
6h 30mMDW-EWR
6/4Tue
multi-stopPorter Airlines
9h 27mEWR-MDW
$703
5/25Sat
multi-stopPorter Airlines
7h 30mMDW-EWR
6/4Tue
multi-stopPorter Airlines
10h 27mEWR-MDW
$708

Search by stops

Search by airline

Search by price

Chicago Midway Airport - Pennsylvania Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Pennsylvania - Chicago Midway Airport

Cabin classes:

$48