$67 Find Cheap Flights from Pensacola to Wisconsin

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pensacola to Wisconsin departing on 8/23. 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
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Wisconsin

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pensacola to Wisconsin, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pensacola to Wisconsin, as well as popular online travel agencies
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Best Wisconsin Flight Deals from Pensacola

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$154
Madison
Madison1 stop$249
Green Bay
Green Bay2 stops$275
Chicago
Chicago1 stop$153
Minneapolis
Minneapolis1 stop$183
Milwaukee
Milwaukee1 stop$154
Madison
Madison1 stop$249
Green Bay
Green Bay2 stops$275
Chicago
Chicago1 stop$153
Minneapolis
Minneapolis1 stop$183

Cheap Flights from Pensacola to Wisconsin

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pensacola to Wisconsin that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Pensacola to Wisconsin

Thu, Aug 21 - Tue, Aug 26
United Airlines Logo
2:15 pm - 4:52 pmPNS-ORD
2h 37mnonstop
United Airlines Logo
10:53 am - 1:18 pmORD-PNS
2h 25mnonstop
$153United Airlines
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Thu, Sep 18 - Mon, Sep 22
Southwest Logo
4:35 pm - 9:00 pmPNS-MKE
4h 25m1 stop
Southwest Logo
5:15 am - 9:15 amMKE-PNS
4h 00m1 stop
$154Southwest
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Thu, Aug 7 - Tue, Aug 12
American Airlines Logo
6:36 pm - 12:11 amPNS-MKE
5h 35m1 stop
American Airlines Logo
6:32 am - 12:43 pmMKE-PNS
6h 11m1 stop
$159American Airlines
Find Deal
Thu, Aug 7 - Tue, Aug 19
American Airlines Logo
6:36 pm - 12:11 amPNS-MKE
5h 35m1 stop
American Airlines Logo
6:32 am - 2:28 pmMKE-PNS
7h 56m2 stops
$164American Airlines
Find Deal
Tue, Aug 5 - Thu, Aug 7
Spirit Airlines Logo
6:00 am - 3:31 pmPNS-ORD
9h 31m1 stop
Spirit Airlines Logo
4:36 pm - 10:41 pmORD-PNS
6h 05m1 stop
$171Spirit Airlines
Find Deal
Mon, Aug 4 - Tue, Aug 12
Delta Logo
6:03 pm - 12:09 amPNS-ORD
6h 06m1 stop
Delta Logo
9:47 am - 2:55 pmORD-PNS
5h 08m1 stop
$177Delta
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Fri, Sep 5 - Sun, Sep 7
Spirit Airlines Logo
4:52 pm - 10:48 pmPNS-ORD
5h 56m1 stop
Spirit Airlines Logo
5:05 am - 3:39 pmORD-PNS
10h 34m1 stop
$181Spirit Airlines
Find Deal
Fri, Aug 8 - Wed, Aug 13
Delta Logo
7:28 pm - 12:09 amPNS-ORD
4h 41m1 stop
Delta Logo
9:47 am - 4:54 pmORD-PNS
7h 07m1 stop
$185Delta
Find Deal
Mon, Jul 28 - Wed, Jul 30
 Logo
4:29 pm - 12:10 amPNS-ORD
7h 41m1 stop
 Logo
4:36 pm - 10:41 pmORD-PNS
6h 05m1 stop
Thu, Nov 13 - Mon, Nov 17
 Logo
8:46 am - 9:22 pmPNS-MSP
12h 36m2 stops
 Logo
7:00 am - 7:51 amMSP-PNS
24h 51m2 stops
Useful Info

KAYAK's insights & trends for Pensacola to Wisconsin flights

Get data-powered insights and trends into flights from Pensacola to Wisconsin to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Pensacola to Wisconsin?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Pensacola to Wisconsin, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Pensacola to Wisconsin is April, when tickets cost $145 (return) on average. On the other hand, the most expensive months are July and November, when the average cost of round-trip tickets is $452 and $424 respectively.

What’s the cheapest day of the week to fly from Pensacola to Wisconsin?

The average price of all round-trip flights from Pensacola to Wisconsin clicked on KAYAK for each day over the last 12 months.

For Pensacola to Wisconsin, Wednesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Wisconsin back to Pensacola, the best deals are generally found on Tuesday, with Sunday being the most expensive.


Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$67
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Pensacola to Chicago O'Hare Airport

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Pensacola 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 Pensacola to Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Pensacola 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 Pensacola 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 Pensacola 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 Pensacola 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 Pensacola to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

    The cheapest time of day to fly to Wisconsin is generally at night, when round-trip flights cost $329 on average. Morning departures are around 6% more expensive than evening flights, on average. The most expensive time of day to fly to Wisconsin is generally in the morning, which is peak travel time and where the average cost of a ticket is $398.

Top tips for finding cheap flights to Wisconsin

  • Looking for a cheap flight? 25% of our users found tickets from Pensacola to the following destinations at these prices or less: Chicago $203 one-way - $377 round-trip

Reviews of the top 5 airlines serving from Pensacola to Wisconsin

 
See real verified KAYAK customer reviews for airlines flying from Pensacola to Wisconsin. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Pensacola 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 4250 reviews
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
7.6Entertainment
Airline reviews

It was one and half hour late... Not sure if any other experience matters.

4.0 OkaySudhir, Jul 2025LGA - MCI
Read more Southwest reviews

It was one and half hour late... Not sure if any other experience matters.

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.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

Easy to book and to get check in and get on and off.

Everything worked well. Crew was as entertaining as is possible on a plane flight. Southwest still has good legroom:

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

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

Overall it was good. I missed my connection but I was put on another flight.

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

The woman gate agent in Phoenix was none too sympathetic about my check-in process as I am relatively new with using apps. I almost did not get on because she said I did not check-in. I thought I had via Kayak where I purchased a very expensive ticket. Lesson learned but to be told I may not get on as a matter of factly was difficult to hear.

online check in was not available so i had to get to airport extra early. The flight was delayed and my luggage was lost. I had an argument with the person behind me who wanted to keep her bag on the floor and not allow my seat to recline on a 9hr plus flight. So overall, lots and lots of areas for improvement.

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.

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Multiple delays and not straight answer from the United team

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Crew professional. Easy bag drop off. On time. Good entertainment.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

The flight was delayed four and half hours for paperwork on a maintenance issue. Very frustrating.

Flight was on time and was not crowded. Flight attendants were very understanding of my wife’s back problems.

The flight was canceled and was bounced around time wise with my elderly parents. That being said the gentleman in custody service was amazingly helpful

It amaze me how other airlines leave on time and Spirit always have some type of delay. I’ve flown with Spirit many times, but it reached a point I’d rather pay twice the amount and not deal with this corporation they never do nothing to reimburse people for their time or headaches.

Easy boarding and good flight. Need to work on the beverage and snack situation

Spirit charges you to breathe in their presence. They have you pick and buy your seat in advance and then I got bumped from the seat I paid for because THEY overbooked the flight by a dozen people. they do not provide any entertainment, they do not provide even a small cup of water - you have to pay for everything. I will never fly Spirit again.

While on the flight we had a delay and had to sit on the plane while maintenance fixed it. It’s ended up taking an hour and a half longer to leave than expected. I had an unruly passenger sitting behind me that vaped during the flight and was rude and loud for the majority of the flight.

The seats! Do not nickel and dime! Be transparent about all your fees!

Not great. Overpriced and charge you for everything. All but breathing was an extra charge. Never again! Oh if you didn’t check a carry on, you couldn’t use the overhead bins. Crew said those spaces were not available. Personal items MUST go on floor. Yet, there was only 50% capacity at best! So ridiculous.

why's KAYAK involved? why'd Spirit charge me $19.72 on Apr 28 and $4.49 on May 1 ? And ironically my credit card had to be cancelled after trip due to a bogus charge, wonder if using it on the plane enabled a scammer to get it.

Everything you need to know for your flight from Pensacola to Wisconsin

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