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Pensacola

$67+ Cheap flights from Wisconsin to Pensacola (PNS)

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PNS
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Wisconsin to Pensacola

Cheapest flights from Wisconsin to Pensacola
Explore the most affordable flight options available from Wisconsin to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This Delta deal was found by Cheapflights users on 12/20. 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 pmORD - PNS
1 stop4h 16mDelta
Tue 1/66:00 amPNS - ORD
1 stop4h 52mDelta
Deal found 12/20$304
This Trip.com deal was found by Cheapflights users on 12/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 amORD - PNS
1 stop8h 03mMultiple Airlines
Sun 1/47:16 pmPNS - ORD
1 stop28h 56mMultiple Airlines
Deal found 12/22$329
This Delta deal was found by Cheapflights users on 12/20. 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 12/316:35 amORD - PNS
2 stops15h 12mDelta
Wed 1/712:55 pmPNS - ORD
1 stop7h 52mDelta
Deal found 12/20$336
This American Airlines deal was found by Cheapflights users on 12/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:21 amORD - PNS
1 stop5h 18mAmerican Airlines
Tue 1/66:00 amPNS - ORD
1 stop8h 01mAmerican Airlines
Deal found 12/20$353
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Wed 12/3110:55 amORD - PNS
Nonstop2h 36mUnited Airlines
Thu 1/82:13 pmPNS - ORD
Nonstop2h 46mUnited Airlines
Deal found 12/20$354
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:00 amMSN - PNS
1 stop5h 11mAmerican Airlines
Mon 12/295:52 pmPNS - MSN
1 stop6h 07mAmerican Airlines
Deal found 12/21$354
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Wed 12/3110:55 amORD - PNS
Nonstop2h 36mUnited Airlines
Wed 1/76:35 amPNS - ORD
1 stop6h 25mUnited Airlines
Deal found 12/20$360
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/264:07 pmORD - PNS
1 stop5h 22mAmerican Airlines
Mon 1/56:10 amPNS - ORD
1 stop7h 04mAmerican Airlines
Deal found 12/21$364
This Trip.com deal was found by Cheapflights users on 12/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:45 amMSP - PNS
1 stop11h 46mFrontier
Mon 1/57:26 pmPNS - MSP
1 stop27h 18mFrontier
Deal found 12/22$386
This Kiwi.com deal was found by Cheapflights users on 12/20. 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.
Tue 12/301:14 pmORD - PNS
1 stop26h 50mMultiple Airlines
Wed 1/711:18 amPNS - ORD
2 stops24h 17mMultiple Airlines
Deal found 12/20$388
This American Airlines deal was found by Cheapflights users on 12/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:59 amORD - PNS
Nonstop2h 27mAmerican Airlines
Mon 12/295:52 pmPNS - ORD
1 stop5h 50mAmerican Airlines
Deal found 12/23$389
This Delta deal was found by Cheapflights users on 12/22. 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.
Fri 12/265:29 pmORD - PNS
1 stop5h 44mDelta
Mon 12/297:16 pmPNS - ORD
1 stop4h 46mDelta
Deal found 12/22$399

Find flight deals from Wisconsin to Pensacola

Keep the following information in mind while searching for Wisconsin to Pensacola flight deals. Data was last updated December 23, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$182
(Expedia)

One-way from

$67
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$437
Provider with most accurate pricing for Milwaukee-Mitchell-Pensacola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Pensacola flights.
Search Deals
From Wisconsin to Pensacola
Search Deals
One-way flight from Wisconsin to Pensacola
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($2 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 Wisconsin to Pensacola 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 23, 2025.
Use the filters below to find and compare flights from Wisconsin to Pensacola that are best for you.

Fly from

Wisconsin

Fly to

Pensacola

Route

Depart

Return

Price

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Sat 3/7

5:25 am-10:31 am

1 stop5h 06m

Pensacola

Sat 3/14

8:15 am-1:48 pm

1 stop5h 33m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Mon 1/12

5:59 pm-11:13 pm

1 stop5h 14m

Pensacola

Mon 1/19

6:00 am-10:07 am

1 stop4h 07m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Sun 1/18

10:45 am-1:32 pm

Nonstop2h 47m

Pensacola

Tue 1/20

6:35 am-1:00 pm

1 stop6h 25m

$236

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 1/13

5:06 pm-11:13 pm

1 stop6h 07m

Pensacola

Tue 1/20

6:00 am-10:28 am

1 stop4h 28m

$250

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 2/18

9:43 am-6:41 pm

2 stops8h 58m

Pensacola

Tue 2/24

3:56 pm-10:57 pm

1 stop7h 01m

$255

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 2/3

8:10 am-3:09 pm

1 stop6h 59m

Pensacola

Sat 2/7

6:42 am-4:20 pm

2 stops9h 38m

$256

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 2/3

11:29 am-6:39 pm

2 stops7h 10m

Pensacola

Tue 2/24

8:30 am-4:08 pm

1 stop7h 38m

$256

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Wed 1/21

2:50 pm-11:13 pm

2 stops8h 23m

Pensacola

Wed 1/28

6:00 am-10:28 am

1 stop4h 28m

$256

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Tue 1/13

8:15 am-6:16 pm

2 stops10h 01m

Pensacola

Tue 1/20

6:35 am-5:47 pm

2 stops11h 12m

$260

MadisonPensacola

MSN - PNS

MSNPNS

Madison Truax Field

Thu 2/26

3:20 pm-10:42 pm

1 stop7h 22m

Pensacola

Tue 3/3

3:56 pm-10:57 pm

1 stop7h 01m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Wisconsin 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 Wisconsin to Pensacola

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

Currently, November is the cheapest month in which you can book a flight from Wisconsin to Pensacola (average of $104). Flying from Wisconsin to Pensacola in March is currently the most expensive (average of $244). 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.

What is the cheapest time of day to fly from WI to PNS?

Find hourly flight availability from Wisconsin to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 30% on flights from Wisconsin to Pensacola by exploring options for tickets at noon.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Pensacola. 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 into for flights to Pensacola from Wisconsin?

    If you book a flight to Pensacola from Wisconsin, you will be flying to Pensacola, which is the city’s only airport. Pensacola (PNS) is located 4.0 mi from the center of Pensacola.

  • How long is the flight from Wisconsin to Pensacola?

    Frontier, Delta, and United Airlines can get you from Wisconsin to Pensacola in just under 2h 47m. Your travel time can differ by up to 5h 13m. Wisconsin and Pensacola are separated by a distance of 795 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Most travelers choose Chicago O'Hare Intl - Pensacola, Appleton Intl - Pensacola or Green Bay Austin-Straubel - Pensacola when deciding on the best route from Wisconsin to Pensacola.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Pensacola 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 Wisconsin to Pensacola?

    Currently, November is the cheapest month in which you can book a flight from Wisconsin to Pensacola (average of $104). Flying from Wisconsin to Pensacola in March is currently the most expensive (average of $244). 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

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Perdido Key
Navarre Beach
Warrington

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Alternative routes for Wisconsin to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Wisconsin to Pensacola

Discover the top 5 airlines that operate flights from Wisconsin to Pensacola. 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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$183Average$281FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$231Average$471FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$388FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$268Average$404FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$293Average$519FlexibilityNo cancel feeOn-time69%

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