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Wisconsin

$80+ Cheap flights from Pensacola (PNS) to Wisconsin

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MKE
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
1 adult, Economy
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Cheap flight deals from Pensacola to Wisconsin

Cheapest flights from Pensacola to Wisconsin
Explore the most affordable flight options available from Pensacola to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 30, 2025.

This Super.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:58 pmPNS - ORD
1 stop10h 32mSpirit Airlines
Thu 1/85:45 amORD - PNS
1 stop10h 52mSpirit Airlines
Deal found 12/27$262
This Super.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:58 pmPNS - ORD
1 stop10h 32mSpirit Airlines
Thu 1/17:30 amORD - PNS
1 stop10h 44mSpirit Airlines
Deal found 12/27$318
This Delta deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:20 amPNS - ORD
1 stop6h 53mDelta
Sat 1/105:59 pmORD - PNS
1 stop5h 14mDelta
Deal found 12/27$364
This Delta deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:45 amPNS - ORD
1 stop4h 34mDelta
Sun 1/115:30 amORD - PNS
1 stop6h 09mDelta
Deal found 12/27$384
This Delta deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:31 pmPNS - ORD
1 stop6h 31mDelta
Wed 1/77:05 amORD - PNS
1 stop4h 34mDelta
Deal found 12/27$399
This Southwest deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:20 amPNS - ORD
1 stop4h 55mSouthwest
Thu 1/86:05 amORD - PNS
2 stops12h 20mSouthwest
Deal found 12/27$410
This Delta deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:45 amPNS - ORD
1 stop4h 34mDelta
Tue 1/69:55 amORD - PNS
1 stop3h 58mDelta
Deal found 12/27$419
This United Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:33 pmPNS - ORD
Nonstop2h 34mUnited Airlines
Thu 1/810:45 amORD - PNS
Nonstop2h 47mUnited Airlines
Deal found 12/27$425
This Kiwi.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:09 pmPNS - ORD
1 stop20h 33mMultiple Airlines
Thu 1/85:53 pmORD - PNS
2 stops40h 45mMultiple Airlines
Deal found 12/27$435
This United Airlines deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:33 pmPNS - MSN
1 stop6h 30mUnited Airlines
Thu 1/16:40 amMSN - PNS
1 stop6h 51mUnited Airlines
Deal found 12/28$439
This Southwest deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:20 amPNS - ORD
2 stops14h 30mSouthwest
Wed 1/71:45 pmORD - PNS
1 stop4h 40mSouthwest
Deal found 12/26$439
This Kiwi.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:09 pmPNS - ORD
1 stop20h 33mMultiple Airlines
Fri 1/94:49 pmORD - PNS
2 stops17h 49mMultiple Airlines
Deal found 12/27$442

Find flight deals from Pensacola to Wisconsin

Keep the following information in mind while searching for Pensacola to Wisconsin flight deals. Data was last updated December 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$172
(Kiwi.com)

One-way from

$80
(Cheapflightsfares)

Popular in

December

Cheapest in

April

Average price

$425
Provider with most accurate pricing for Pensacola-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pensacola-Milwaukee-Mitchell flights.
Search Deals
From Pensacola to Wisconsin
Search Deals
One-way flight from Pensacola to Wisconsin
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 30, 2025.
Use the filters below to find and compare flights from Pensacola to Wisconsin that are best for you.

Fly from

Pensacola

Fly to

Wisconsin

Route

Depart

Return

Price

PensacolaMilwaukee

PNS - MKE

PNSMKE

Pensacola

Mon 1/26

5:33 pm-5:58 pm

1 stop24h 25m

Milwaukee-Mitchell

Sat 1/31

7:48 pm-4:37 pm

1 stop20h 49m

$191

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 3/5

2:18 pm-4:57 pm

Nonstop2h 39m

Chicago O'Hare Intl

Sun 3/8

6:02 pm-8:28 pm

Nonstop2h 26m

$209

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 5/8

1:56 pm-4:26 pm

Nonstop2h 30m

Chicago O'Hare Intl

Tue 5/12

10:35 am-12:54 pm

Nonstop2h 19m

$209

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Tue 2/3

5:33 pm-7:41 pm

1 stop26h 08m

Chicago O'Hare Intl

Fri 2/6

8:43 pm-4:37 pm

2 stops19h 54m

$224

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 1/23

4:03 pm-11:46 pm

1 stop7h 43m

Chicago O'Hare Intl

Tue 1/27

2:53 pm-10:38 am

2 stops19h 45m

$227

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 5/8

5:45 pm-11:55 pm

1 stop6h 10m

Chicago O'Hare Intl

Tue 5/12

1:15 pm-6:02 pm

1 stop4h 47m

$229

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 6/20

5:45 pm-11:55 pm

1 stop6h 10m

Chicago O'Hare Intl

Tue 6/30

12:10 pm-6:02 pm

1 stop5h 52m

$229

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 6/24

3:35 pm-9:16 pm

1 stop5h 41m

Chicago O'Hare Intl

Wed 7/1

6:00 am-10:45 am

1 stop4h 45m

$229

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 4/16

2:15 pm-4:57 pm

Nonstop2h 42m

Chicago O'Hare Intl

Sun 4/19

6:10 pm-8:38 pm

Nonstop2h 28m

$229

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 1/24

1:59 pm-7:21 pm

1 stop5h 22m

Chicago O'Hare Intl

Tue 1/27

5:59 pm-11:13 pm

1 stop5h 14m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/28

Showing 1-10 of 60 results
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Best time to book a flight from Pensacola to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Pensacola with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Pensacola to Wisconsin?

Currently, September is the cheapest month in which you can book a flight from Pensacola to Wisconsin (average of $134). Flying from Pensacola to Wisconsin in June is currently the most expensive (average of $324). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated December 30, 2025.
Read through reviews of airlines operating flights from Pensacola to Wisconsin, such as Southwest, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,014 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,121 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,074 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Pensacola to Wisconsin?

    For a flight from Pensacola to Wisconsin, you will be flying from Pensacola. Pensacola (PNS) is just 4.0 mi from the center of the city.

  • How long is the flight from Pensacola to Wisconsin?

    For as low as $209, United Airlines can have you in Wisconsin from Pensacola in 2h 39m. There are 795 mi between Pensacola and Wisconsin. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Pensacola to Wisconsin one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $99. Users have also found prices from $108 and $122 on Delta and United Airlines, respectively.

  • What are the most popular routes from Pensacola to Wisconsin?

    Most travelers choose Pensacola - Chicago O'Hare Intl, Pensacola - Minneapolis St Paul or Pensacola - Madison Truax Field when deciding on the best route from Pensacola to Wisconsin.

  • Can I find deals for flights from Pensacola to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Pensacola to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Wisconsin.

  • Can I find deals for business class flights from Pensacola to Wisconsin?

    Yes. Cheapflights offers flight deals from Pensacola to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pensacola to Wisconsin?

    Currently, September is the cheapest month in which you can book a flight from Pensacola to Wisconsin (average of $134). Flying from Pensacola to Wisconsin in June is currently the most expensive (average of $324). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Pensacola to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Pensacola to Wisconsin

Discover the top 4 airlines that operate flights from Pensacola to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$153Average$347FlexibilityNo cancel feeOn-time63%
DeltaCheapest$198Average$381FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$213Average$377FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$328Average$584FlexibilityNo cancel feeOn-time69%

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