$78 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 3/7. 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, 0 bags

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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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Cheap Flights from Pensacola to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$259
Madison
Madison1 stop$274
Green Bay
Green Bay1 stop$256
Chicago
Chicago1 stop$171
Milwaukee
Milwaukee1 stop$259
Madison
Madison1 stop$274
Green Bay
Green Bay1 stop$256
Chicago
Chicago1 stop$171

Book Cheap Pensacola to Wisconsin Plane Tickets

 
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

Fri, Apr 17 - Sun, Apr 19
Frontier Logo
3:13 pm - 3:25 pm
PNS
-
ORD
24h 12m
1 stop
Frontier Logo
10:55 am - 6:39 pm
ORD
-
PNS
7h 44m
1 stop
$171Frontier
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
5:20 pm - 11:47 pm
PNS
-
ORD
6h 27m
1 stop
Multiple Airlines Logo
1:17 pm - 1:38 pm
ORD
-
PNS
24h 21m
1 stop
$172Multiple Airlines
Thu, Feb 19 - Mon, Feb 23
Spirit Airlines Logo
5:20 pm - 11:47 pm
PNS
-
ORD
6h 27m
1 stop
Spirit Airlines Logo
7:00 am - 3:54 pm
ORD
-
PNS
8h 54m
1 stop
$173Spirit Airlines
Thu, Mar 5 - Tue, Mar 10
Spirit Airlines Logo
5:20 pm - 11:47 pm
PNS
-
ORD
6h 27m
1 stop
Spirit Airlines Logo
12:44 pm - 5:42 pm
ORD
-
PNS
4h 58m
1 stop
$183Spirit Airlines
Wed, Mar 4 - Tue, Mar 10
Delta Logo
5:48 pm - 10:24 pm
PNS
-
GRB
4h 36m
1 stop
Delta Logo
12:00 pm - 8:29 pm
GRB
-
PNS
8h 29m
2 stops
$256Delta
Wed, Mar 4 - Sun, Mar 8
Delta Logo
4:04 pm - 10:24 pm
PNS
-
GRB
6h 20m
1 stop
Delta Logo
5:19 am - 11:11 am
GRB
-
PNS
5h 52m
1 stop
$265Delta
Wed, Feb 25 - Sun, Mar 1
American Airlines Logo
12:05 pm - 9:58 pm
PNS
-
MSN
9h 53m
2 stops
American Airlines Logo
3:11 pm - 10:44 pm
MSN
-
PNS
7h 33m
1 stop
$305American Airlines
Wed, Apr 15 - Wed, Apr 22
American Airlines Logo
1:11 pm - 11:59 pm
PNS
-
MSP
10h 48m
1 stop
American Airlines Logo
1:48 pm - 7:32 pm
MSP
-
PNS
5h 44m
1 stop
$324American Airlines
Tue, Mar 3 - Thu, Mar 5
United Airlines Logo
2:10 pm - 9:44 pm
PNS
-
MKE
7h 34m
1 stop
United Airlines Logo
2:54 pm - 8:28 pm
MKE
-
PNS
5h 34m
1 stop
$329United Airlines
Tue, Mar 3 - Thu, Mar 5
United Airlines Logo
6:35 am - 3:35 pm
PNS
-
MKE
9h 00m
2 stops
United Airlines Logo
7:00 am - 1:16 pm
MKE
-
PNS
6h 16m
1 stop
$334United Airlines
Booking Insights

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 $195 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $414 and $407 respectively.

Good to know

Low seasonJanuary
Cheapest flight$78
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 7% 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.

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 $191 one-way - $282 round-trip

Reviews of the top 4 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 4282 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

10.0 ExcellentMeghan, Feb 2026
MCO - DEN
Read more Southwest reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

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.

The flight was great as well as the airline staff

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Plane outlets in my row not working to charge phone. Staff response was, well it should be. Plug into seed for volume not working well. Had to find the sweet spot for plug in or it would shut off and on.

Fine not above and beyond as I had a connection that was delayed due to maintenance

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

I upgraded my seat and was promised it would be next to the emergency door for extra leg room and they said it was premium plus but it was at the back of the plane...same thing happened from Newark to Dubai

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Very turbulent trip made it pretty bearable, plus the lack of refreshments served and the lack of any air conditioning before takeoff which took an hour or more.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

They charged a fee for 1st bag checked. Others in same party were free.

Flight team stood out for perzonal attention, kindness at bright cheery attitudes at 8am. Very helpful.

The worst landing I have ever had on a domestic flight. Thought we would lose the landing gear on landing in Newark. Then we spent 40 minutes trying to position the plane in the right place to be able to get the jet way to the plane. The plane arrived stopped. The announcer was that we were there. Everybody got up, then we were told to sit back down because they had to have us towed to a different position. We got towed and then everyone stood up and they told us we were in the wrong position to sit back down again, and then we got towed to a different position This did not happen immediately. It was 30 minutes while we wandered around a small section of the tarmac in Newark close to the gate, but apparently not close enough. Horrifying experience The CAB should be investigating that flight

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

We were upgraded to First Class and it was a great flight

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

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

Information on your arrival and departure airports