$48 Find Cheap Flights from Pennsylvania to Wisconsin

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Low seasonJanuary
High seasonJuly
Cheapest flight$48
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Philadelphia to Chicago O'Hare Airport

FAQs for booking flights from Pennsylvania to Wisconsin

  • How does KAYAK find such low prices on flights from Pennsylvania to Wisconsin?

    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 Pennsylvania to Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Pennsylvania to Wisconsin 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 Pennsylvania to Wisconsin?

    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 from Pennsylvania to Wisconsin with an airline and back with another airline.

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

    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 from Pennsylvania to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Wisconsin?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Wisconsin is Madison Truax Field Airport (MSN), with an average flight price of $279.

  • What is the cheapest day to fly to Wisconsin?

    Based on KAYAK data, the cheapest day to fly to Wisconsin is Tuesday where round-trip tickets can be as cheap as $340. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $423 on average.

  • What is the cheapest time of day to fly to Wisconsin?

    The cheapest time of day to fly to Wisconsin is generally in the evening, when round-trip flights cost $364 on average. Morning departures are around 3% more expensive than evening flights, on average. The most expensive time of day to fly to Wisconsin is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $405.

  • What is the cheapest flight to Wisconsin?

    The cheapest ticket to Wisconsin from Pennsylvania found in the last 72 hours was to Milwaukee, at $322 round-trip. The most popular route is Philadelphia (PHL) to Milwaukee (MKE) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $322.

  • What is the cheapest month to fly from Pennsylvania to Wisconsin?

    The cheapest month for flights from Pennsylvania to Wisconsin is August, when tickets cost $338 (return) on average. On the other hand, the most expensive months are April and January, when the average cost of round-trip tickets is $682 and $576 respectively.

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

    To get a below average price on the flight from Pennsylvania to Wisconsin, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

  • How long is the flight to Wisconsin?

    An average nonstop flight from Pennsylvania to Wisconsin takes 3h 20m, covering a distance of 737 miles. The shortest route is Pittsburgh (PIT) to Chicago O'Hare Intl Airport (ORD) with an average flight time of 1h 43m.

  • What are the most popular destinations in Wisconsin?

    Based on KAYAK flight searches, the most popular destination is Chicago (72% of total searches to Wisconsin). The next most popular destinations are Minneapolis (16%) and Milwaukee (7%). Searches for flights to Madison (3%), to Green Bay (1%) and to Appleton (1%) are also popular.

Reviews of the top 5 airlines serving from Pennsylvania to Wisconsin

 
Need help choosing which airline to fly with from Pennsylvania to Wisconsin? 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
SouthwestOverall score based on 4272 reviews
7.6Entertainment
7.0Food
8.2Boarding
8.6Crew
8.0Comfort
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

From Atlanta to Savannah - flight connection was way to short (we weren't even late landing ) and flight was already boarding when we landed - we were told we were the last on board and so we had to gate check our bags. Once we got on the plane, there were at least seven open bag spots so that was unnecessary delay. There should be better communication between the gate agent and the crew.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Only not having an assigned seat was an issue. Rest was great

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Boarding was organised and relaxed. Crew were fantastic! Seats were lacking padding causing butt pain and stiffness.

I like for how they process during check in. It was very smoothly.

Survey sent before we actually left. Delay after delay. Now a crew problem.

I love flying with United. Unfortunately, I flew on an older plane with minimal upgraded technology (no Bluetooth functionality or handy charging ports). Otherwise, the flight was great and even arrived early.

They changed my seats after I checked in and I was stressed from the time I saw that information until just before boarding, when the gate attendant fixed it, but it shouldn't have happened. And if it couldn't be prevented, then the people on the phone I spoke with should have done something to help, which they did not, nor did they offer me compensation, just meaningless apologies.

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

My flight was delayed a very short period of time but they did not hold my connecting flight to San Diego, also through United. So they closed the doors before we got off our plane. They would only have to help the door open for another five to ten minutes. So I missed a court deadline for a manditory mediation settlement conference for my client. I had to get an associate to be there in person and be on the phone with him relaying what he needs to do the entire time. The court was very upset with me and so was my client. United cannot be trusted.

Very rough getting into denver. my kid threw up it was so rough.

We were given vouchers we couldn’t use with a 5.5 hour delay

Cramped seat even in economy plus seat 10A. Over booked flight, no space for the bags

Why wasn't this flight departure scheduled eith another crew so that it could leave on time? When we arrived in Denver we had so little time between flights we had run to the connecting flight. We should received some credit for the inconvenience.

Really good 😊 the woman at the gate entrance was a little rude checking in our carry-on but i dont think she worked for the airline, she worked for the airport at sacramento, other than that amazing.

We started with trouble checking in 24 hours early. Then my husband did not get his TSA precheck. Finally flight delayed due to no crew. I know things happen

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

It’s a great flight. Service is good. Staff is awesome.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

One bottle of water and a package of cookies for comfort plus. We had to literally beg a flight attendant for an extra bottle of water later in the flight due to feeling dehydrated.

late again! but its my only option to not take 9 hours to get to Memphis

Almost everything was outstanding. First, we boarded on time and the flight crew did a great job getting everyone seated. Then the pilots took their time and care to make sure the plane was full de-iced three times as there was a bad ice storm a few hours earlier. The plane ride was smooth and comfortable and even the economy seats had decent room and comfort. Flight Attendant Lisa went above and beyond to make sure I was comfortable - she is outstanding. The only thing wrong with the flight, and it is something which needs to be addressed, is that the gate to gate time was over 6.5 hours and not one meal was served. The only thing offered to eat were two small cookies for a transcontinental flight - unacceptable. Charge me more but give me a meal for a long flight. Thankfully Lisa found something for me.

Very poor. Our special services attendant gave us incorrect information. I also was mishandled at landing. There was no wheelchair waiting. I fell deboarding the plane. Appalling!

I had a very unpleasant encounter with one man from customer service: he was extremely rude and miserable. And his condition was reflected on his decision to send me to the worst airport hotel and get an awful flight connection. My hotel shuttle had never arrived and I had to book another hotel. People served by other representatives got a much better treatment and deal.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

We were delayed three times ,and that destroyed my plans, and reservations

Very bad! No good service delayed my second connection flight

The confirmation # CK8GNW and my name was not recognized/in Frontier system. I was able to check in on Frintier app so i went to the Frontier ticket agent, at time they told me that my name/ confirmation did not show up as a purchased ticket. I had to purchase a new ticket that cost $289.00 one way.

Flight was late. Missed connecting in Denver. My new flight is more than 24 hours later and I have no room, vouchers, or compensation, and might also be bumped from the one tomorrow.

Frontier is terrible. Paid for exit row, not given exit row, refused to refund fee.

2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.

We had to wait in line over an hour just to check our bags. It's a good thing we were so early to the airport. Only one clerk was working and the line was around the corner and down the hall. No good. I felt bad for her. Not sure how she kept her sanity with all the upset people. Then we get to our gate and there is no seating. Everyone was standing. Then I realize it is not a gate at all, we still have to be shuttled to our airplane. Ugh. Then we were late taking off and missed a window of opportunity before the airport runways were shut down for some reason. (not frontier's fault the runway shut down.) The seats on the airline are crammed and there is no cushion. Never had a tighter seating arrangement while flying. My 6' 4" husband was absolutely miserable the whole time with knees digging in to the seat in front of him. You think you are getting a good deal on a ticket, and then wham! I had to pay 75 dollars for our checked bags and 75 dollars for a carry on. No other airline does that!!! And also, there is a 40 pound weight limit on checked bags... Would have been cheaper flying with another airline, and I would have at least gotten a snack and drink. Was thankful for the tiny cup of water at least.

This was one of the first frontier airline flights this spring that wasn't delayed. It actually left on time. Some of the flight crew did not look happy, they didn't smile when the passengers were boarding or getting off the plane, and the passengers initiated greetings, not the staff. To me this was an odd experience to have with any flight/airline. I had a bad experience booking this flight. The price didn't solidify until late hours into the night. Ever time I purchased the ticket, I either received a denial email or an error because the price has changed, but it was never reflected on the flyfrontier or kayak websites until way after midnight on the date of travel. This caused me anxiety and irritation with the websites. Then I noticed a mishap with my name on my voucher as I went to check in, it was incorrect. When I proceeded to correct it, Frontier had no easy, let alone free, way to remedy it. I couldn't correct my name without a $75 charge, I couldn't cancel my voucher to repurchase it with the correct name without a $100 charge, because it was too close to departure. Then calling frontier was nearly impossible to remedy the situation with a human. It's already difficult to want to choose frontier because of all the upcharges, but you feel kinda trapped into doing so because it's the more affordable airline.

They canceled flight. Hard to believe there was even a plane incoming for us to get on

Book cheap flights from Pennsylvania to Wisconsin

Recent round-trip flight deals

8/18Mon
nonstopFrontier
2h 39mPHL-ORD
8/21Thu
nonstopFrontier
2h 17mORD-PHL
$97
8/14Thu
nonstopFrontier
2h 35mPHL-ORD
8/21Thu
nonstopFrontier
2h 17mORD-PHL
$98
8/16Sat
nonstopUnited Airlines
2h 25mPHL-ORD
8/23Sat
nonstopUnited Airlines
2h 12mORD-PHL
$141
9/3Wed
nonstopDelta
2h 36mLGA-ORD
9/9Tue
nonstopDelta
2h 30mORD-LGA
$147
8/30Sat
nonstopAmerican Airlines
2h 34mPHL-ORD
9/1Mon
nonstopAmerican Airlines
2h 03mORD-PHL
$149
9/3Wed
nonstopDelta
2h 36mLGA-ORD
9/8Mon
nonstopDelta
2h 30mORD-LGA
$153
9/17Wed
nonstopAmerican Airlines
2h 37mEWR-ORD
9/17Wed
nonstopAmerican Airlines
2h 18mORD-EWR
$154
8/7Thu
nonstopUnited Airlines
2h 25mDCA-ORD
8/11Mon
nonstopUnited Airlines
2h 02mORD-DCA
$157
8/13Wed
1 stopSouthwest
7h 45mDCA-ORD
8/13Wed
1 stopSouthwest
6h 50mORD-DCA
$177
9/22Mon
1 stopSouthwest
9h 00mDCA-ORD
9/25Thu
2 stopsSouthwest
9h 40mORD-DCA
$182

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Recent one-way flight deals

7/14Mon
nonstopFrontier
2h 39mPHL-ORD
$48
10/22Wed
1 stopFrontier
27h 59mJFK-ORD
$49
9/3Wed
nonstopDelta
2h 55mJFK-ORD
$69
9/2Tue
nonstopUnited Airlines
2h 37mLGA-ORD
$69
11/8Sat
nonstopAmerican Airlines
2h 32mPHL-ORD
$71
8/27Wed
nonstopDelta
2h 57mLGA-ORD
$79
8/4Mon
nonstopUnited Airlines
2h 14mDCA-ORD
$79
8/14Thu
nonstopAmerican Airlines
2h 16mDCA-ORD
$80
9/30Tue
1 stopSouthwest
6h 05mDCA-ORD
$89
8/13Wed
2 stopsSouthwest
10h 55mDCA-ORD
$94

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Last minute flights from Pennsylvania to Wisconsin

Last minute flight, train and bus deals

7/7Mon
nonstopFrontier
2h 39mPHL-ORD
7/11Fri
nonstopFrontier
2h 26mORD-PHL
$98
7/7Mon
nonstopFrontier
2h 39mPHL-ORD
7/21Mon
multi-stopFrontier
7h 43mORD-PHL
$107
7/4Fri
multi-stopAmerican Airlines
4h 52mLGA-ORD
7/4Fri
nonstopAmerican Airlines
2h 06mORD-LGA
$235
7/4Fri
multi-stopAmerican Airlines
8h 16mJFK-ORD
7/4Fri
nonstopAmerican Airlines
2h 22mORD-JFK
$240
7/7Mon
nonstopUnited Airlines
2h 39mEWR-ORD
7/14Mon
nonstopUnited Airlines
2h 21mORD-EWR
$264
7/7Mon
multi-stopSouthwest
8h 25mLGA-ORD
7/9Wed
multi-stopSouthwest
10h 20mORD-LGA
$268
7/7Mon
nonstopUnited Airlines
2h 38mEWR-ORD
7/10Thu
nonstopUnited Airlines
2h 13mORD-EWR
$283
7/7Mon
nonstopDelta
2h 57mJFK-ORD
7/12Sat
multi-stopDelta
6h 18mORD-JFK
$293
7/4Fri
nonstopDelta
3h 00mEWR-MSP
7/9Wed
nonstopDelta
2h 32mMSP-EWR
$305
7/6Sun
multi-stopSouthwest
8h 35mLGA-ORD
7/9Wed
multi-stopSouthwest
10h 20mORD-LGA
$313

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Everything you need to know for your flight to Wisconsin

Cabin class types available on flights to Pennsylvania

Cabin classes available on flights to Pennsylvania. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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