$80 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 5/2. 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.
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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$182
Madison
Madison1 stop$301
Chicago
Chicago1 stop$153
Minneapolis
Minneapolis1 stop$241

Cheap Flight Deals from Pensacola to Wisconsin (PNS-USWI)

 
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.

Recent round-trip flight deals from Pensacola to Wisconsin

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Pensacola to Wisconsin.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Spirit Airlines Logo
5:51 pm - 12:20 amPNS-ORD
6h 29m1 stop
Spirit Airlines Logo
5:05 am - 3:30 pmORD-PNS
10h 25m1 stop
$153Spirit Airlines
Find Deal
Wed, Apr 30 - Tue, May 13
Spirit Airlines Logo
5:57 pm - 12:58 amPNS-ORD
7h 01m1 stop
Spirit Airlines Logo
7:47 pm - 7:48 amORD-PNS
12h 01m1 stop
$161Spirit Airlines
Find Deal
Fri, Apr 25 - Mon, Apr 28
United Airlines Logo
2:05 pm - 4:46 pmPNS-ORD
2h 41mnonstop
United Airlines Logo
10:40 am - 1:08 pmORD-PNS
2h 28mnonstop
$209United Airlines
Find Deal
Fri, May 2 - Tue, May 6
United Airlines Logo
6:30 am - 12:20 pmPNS-ORD
5h 50m1 stop
United Airlines Logo
10:40 am - 1:08 pmORD-PNS
2h 28mnonstop
$215United Airlines
Find Deal
Wed, May 7 - Sun, May 11
Delta Logo
7:00 am - 12:30 pmPNS-ORD
5h 30m1 stop
Delta Logo
6:15 pm - 11:08 pmORD-PNS
4h 53m1 stop
$249Delta
Find Deal
Sat, Jun 21 - Sat, Jun 28
American Airlines Logo
11:32 am - 6:24 pmPNS-ORD
6h 52m1 stop
American Airlines Logo
9:13 am - 11:36 amORD-PNS
2h 23mnonstop
$263American Airlines
Find Deal
Wed, May 21 - Sun, May 25
Delta Logo
7:23 pm - 11:59 pmPNS-ORD
4h 36m1 stop
Delta Logo
9:50 am - 2:58 pmORD-PNS
5h 08m1 stop
$269Delta
Find Deal
Thu, Jun 26 - Tue, Jul 1
Southwest Logo
3:30 pm - 9:30 pmPNS-ORD
6h 00m1 stop
Southwest Logo
4:00 pm - 9:45 pmORD-PNS
5h 45m1 stop
$273Southwest
Find Deal
Thu, Jun 12 - Tue, Jun 17
Southwest Logo
6:00 am - 3:00 pmPNS-ORD
9h 00m2 stops
Southwest Logo
4:00 pm - 9:45 pmORD-PNS
5h 45m1 stop
$278Southwest
Find Deal
Thu, Jun 12 - Tue, Jun 17
American Airlines Logo
9:07 am - 4:05 pmPNS-ORD
6h 58m1 stop
American Airlines Logo
8:15 am - 10:39 amORD-PNS
2h 24mnonstop
$287American Airlines
Find Deal
Wed, May 14 - Sat, May 17

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 time of day to fly to Wisconsin?

The average price for all round-trip flights from Pensacola to Wisconsin depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
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.

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 February, when tickets cost $299 (return) on average. On the other hand, the most expensive months are July and September, when the average cost of round-trip tickets is $469 and $432 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 season

March

High season

July

Cheapest flight

$80
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 14% lower on average.
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.

See more FAQs

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 $164 one-way - $299 round-trip

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 4277 reviews
8.2Boarding
7.6Entertainment
8.7Crew
7.1Food
8.0Comfort
Airline reviews

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

8.0 ExcellentJames, Feb 2025SRQ - DEN
Read more Southwest reviews

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:

Glad flight made it out. So many delays due to hurricane. everyone did a great job.

The flight was delayed about 20 minutes, but this was an evening flight, so it comes as no surprise. This flight came a good 1.5 days ahead of hurricane Helene which was still far out in the gulf. However, the flight never removed the seated buckle light. The staff announced from the beginning that due to the bad weather (I suppose the hurricane a day and a half away) they would have to do an abbreviated service with water and a snack. I am fine with their water and snack offering, but this was one of the smoothest flights I've had in years. If Southwest believes a flight like this requires everyone to remain seated, then all of their flights should remain buckled for the entire flight. I cannot help but wonder if things like this are a sneaky way to cut back on expenses since the airline is currently under a lot of pressure to reduce costs.

The first leg of the trip was great. The second leg from BWI to RIC was late, which was more screenful and tiring that late in the evening.

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?

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

Wifi did not work and they only served water, coffee, or tea.

Great - This was the last flight before hurricane closures and did a quick turnaround to get the plane heading north. Much appreciated.

The gate was too far away for the connecting flight

Compared with other carriers business class for an overnight was not worth the extra expense.

Generally good. The aisles have gotten narrower which can slow down boarding. Flight crew was great! Healthier complimentary snacks would be appreciated. Due to earthquake in San Francisco we had to circle in air space for a bit but then had a smooth landing. I laud the flight crew for their patience ;)

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

We boarded but then sat there waiting on some missed connection people to get on so we sat for about 15 minutes for that. Then we sat again because the passenger manifest was wrong and they had to figure it out before we could leave. That took about another 20 minutes or so. The crew was working hard to figure it out so it’s not their fault. It ended up being a system glitch where someone was upgraded to first class while another person was also in the same seat and it just created a mess that took a little while to figure out. They literally went to every person on the plane asking their names to see who was sitting in the wrong seat. I also hate the entertainment that must be watched on your phone or tablet. Just give us setback screens. It’s so much better. Almost every Delta flight has this now and it is so nice to have them. The crew did a great job. I have no complaints from them. They were very hard working, even with the mishap and a disgruntled passenger.

We paid extra for the seats with extra leg room. But we were not allocated the seats with extra leg room nor refunded the money we paid for the seats.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

I liked all the informational texts. I always knew where to go and when .

Liked the hospitality . The ight took us 6 hrs to get from fort myers to ewr.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

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.

Per usual, flight status, staff courtesy and professionalism were excellent

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

The flight was just perfect! We left a few minutes early, had a smooth flight and fortunately had landed before the terrible accident that took off from North Philadelphia airport shortly thereafter.

I book a filght for me and my daughter from Miami home to Las Vegas and getting her checked in was awful the lady at the baggage check in was horrible!!! She was the rudest person I have ever encountered in my entire life!!!! My daughter dose not speak Spanish and so I was trying to translate for her but the woman would not let me so my daughter was 100 💯 confused because she could not understand what was going on or being said at all horrible absolutely horrible and rude extremely stressful worst experience ever!!!!!!! And then we were actually told by other air port staff not to complain because if we did sprint would make sure we miss our flight ✈️ that they do it all the time 😧

This was my first experience with Spirit. The flight was originally delayed because of mechanical problems. There was a major storm moving through our area later in the day. Spirit kept changing the gate and taking the plane for other flights. They did this 6 times until we left 7 hours later, right at the worse time. I am sure it is because they originally delayed the flight through their fault. They would have had to pay for everybody's hotel and later flight. It was a money decision. The pilot did an exceptional job flying and landing the plane in horrific weather. It was one of the roughest and shakiest landings that I have ever done in my extensive flying experience. I just can never go through this discount BS again. Spirit gave us a $30 voucher each for next travel and a $12 meal voucher... but that's nothing compared to sitting in an airport for 7 hours.

Everything on the flight was OK. However, the price is very deceiving the way that it is marketed. It seems like it’s going to be very low cost, but when you add in the charges for luggage, choosing a seat, food & drink, etc., that are already included in other competitors fares, it really is no cheaper, and possibly even more expensive than the other carriers. It actually makes your carrier seem dishonest.

If kayak actually provided me this flight and didn’t just send me notifications about it

The reservation was cancelled after a day and a half due to family reasons. There was no flight from Newark to Orlando 03.01.2025. Very bad customer service. Never use again.

Overall good experience for the price. Thank you for making travel affordable.

This flight went flawlessly. I don’t like thei no adjustment seats and them charging for water… but they’re a discount airline so I guess it’s to be expected

The seats were comfortable and not as tight as i would have expected. Would have been nice to be able to recline my seat, which was not available. Some form of free snacks and drink option would be appreciated as well, even just a water and small bag of crackers would have been better than nothing at all.

Be quiet! Why do they have to keep talking BS over the microphone?? Enough!

I slept the whole trip but everything else was great

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

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