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Pensacola

$63+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PNS
Mar 16 — Mar 231
Mon 3/16
Mon 3/23
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 February 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Wed 2/188:30 am
ORD
-
PNS
1 stop9h 12m
Multiple Airlines
Wed 3/46:37 pm
PNS
-
ORD
1 stop23h 09m
Multiple Airlines
Deal found 2/10$218
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/312:45 pm
ORD
-
PNS
1 stop8h 29m
Multiple Airlines
Fri 4/107:14 pm
PNS
-
ORD
1 stop29h 24m
Multiple Airlines
Deal found 2/12$219
This CheapOair deal was found by Cheapflights users on 2/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:15 am
ORD
-
PNS
1 stop10h 39m
Spirit Airlines
Sun 3/86:37 pm
PNS
-
ORD
1 stop25h 10m
Spirit Airlines
Deal found 2/11$220
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:44 pm
ORD
-
PNS
1 stop4h 58m
Spirit Airlines
Mon 3/96:37 pm
PNS
-
ORD
2 stops24h 34m
Spirit Airlines
Deal found 2/10$221
This Expedia deal was found by Cheapflights users on 2/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1212:45 pm
ORD
-
PNS
1 stop8h 29m
Multiple Airlines
Sun 3/152:53 pm
PNS
-
ORD
1 stop8h 45m
Multiple Airlines
Deal found 2/12$222
This Cheapflightsfares deal was found by Cheapflights users on 2/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:49 pm
ORD
-
PNS
1 stop5h 32m
Spirit Airlines
Mon 4/271:47 pm
PNS
-
ORD
1 stop9h 54m
Spirit Airlines
Deal found 2/12$223
This Travelocity deal was found by Cheapflights users on 2/12. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:05 am
ORD
-
PNS
1 stop5h 46m
Spirit Airlines
Wed 7/2910:48 am
PNS
-
ORD
1 stop12h 45m
Spirit Airlines
Deal found 2/12$224
This Mytrip deal was found by Cheapflights users on 2/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:44 pm
ORD
-
PNS
1 stop4h 58m
Spirit Airlines
Tue 3/106:37 pm
PNS
-
ORD
3 stops30h 03m
Spirit Airlines
Deal found 2/12$225
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:58 pm
ORD
-
PNS
2 stops23h 44m
Spirit Airlines
Fri 2/275:20 pm
PNS
-
ORD
1 stop6h 27m
Spirit Airlines
Deal found 2/10$226
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Sun 3/112:50 pm
ORD
-
PNS
Nonstop2h 37m
United Airlines
Sun 3/87:00 am
PNS
-
ORD
Nonstop2h 38m
United Airlines
Deal found 2/11$227
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Fri 2/203:29 pm
ORD
-
PNS
1 stop24h 25m
Multiple Airlines
Wed 3/46:37 pm
PNS
-
ORD
1 stop23h 09m
Multiple Airlines
Deal found 2/10$228
This American Airlines deal was found by Cheapflights users on 2/10. 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 4/151:45 pm
ORD
-
PNS
1 stop6h 12m
American Airlines
Tue 4/211:11 pm
PNS
-
ORD
Nonstop2h 49m
American Airlines
Deal found 2/10$229

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 February 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$218
(Mytrip)

One-way from

$63
(Priceline)

Popular in

December

Cheapest in

August

Average price

$407
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
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 14, 2026.
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

Wed 5/13

2:59 pm-8:59 pm

1 stop6h 00m

Pensacola

Sat 5/16

6:05 pm-11:59 pm

1 stop5h 54m

$227

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Thu 5/28

11:18 am-6:23 pm

1 stop7h 05m

Pensacola

Sun 5/31

7:30 pm-11:59 pm

1 stop4h 29m

$227

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Thu 8/6

1:15 pm-6:02 pm

1 stop4h 47m

Pensacola

Mon 8/10

3:35 pm-8:17 pm

1 stop4h 42m

$237

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 5/6

9:50 am-2:14 pm

1 stop4h 24m

Pensacola

Sun 5/10

7:30 pm-11:59 pm

1 stop4h 29m

$237

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Thu 7/9

9:30 am-2:23 pm

1 stop4h 53m

Pensacola

Sat 7/11

5:45 pm-11:55 pm

1 stop6h 10m

$237

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Mon 4/6

5:59 pm-10:04 pm

1 stop4h 05m

Pensacola

Thu 4/9

7:34 pm-11:54 pm

1 stop4h 20m

$237

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Thu 5/28

11:18 am-6:23 pm

1 stop7h 05m

Pensacola

Mon 6/1

6:05 pm-11:59 pm

1 stop5h 54m

$237

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Sat 4/4

2:59 pm-8:29 pm

1 stop5h 30m

Pensacola

Mon 4/13

7:30 pm-11:59 pm

1 stop4h 29m

$237

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Mon 3/30

5:59 pm-11:13 pm

1 stop5h 14m

Pensacola

Wed 4/1

6:00 am-9:59 am

1 stop3h 59m

$237

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Tue 7/7

12:10 pm-4:32 pm

1 stop4h 22m

Pensacola

Sat 7/11

8:00 am-12:09 pm

1 stop4h 09m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

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 $278). 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.

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?

    Delta, American Airlines, and United Airlines can get you from Wisconsin to Pensacola in just under 4h 52m. Your travel time can differ by up to 7h. Wisconsin and Pensacola are separated by a distance of 882 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $99 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $105 and $279, respectively.

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

    Most travelers choose Chicago O'Hare Intl - Pensacola, Minneapolis St Paul - Pensacola or Appleton Intl - 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 $278). 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
Navarre Beach
Perdido Key
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 February 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$189Average$307FlexibilityNo cancel feeOn-time65%
DeltaCheapest$223Average$369FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$231Average$447FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$232Average$415FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$256Average$389FlexibilityNo cancel feeOn-time63%

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