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Pensacola

$153+ Cheap flights from Milwaukee to Pensacola (MKE - 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PNS
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Milwaukee to Pensacola

Cheapest flights from Milwaukee to Pensacola
Explore the most affordable flight options available from Milwaukee to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:11 pm
MKE
-
PNS
1 stop21h 31m
Multiple Airlines
Mon 3/26:37 pm
PNS
-
MKE
1 stop21h 07m
Multiple Airlines
Deal found 1/26$178
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Sun 3/16:39 pm
MKE
-
PNS
1 stop23h 03m
Multiple Airlines
Sun 3/86:37 pm
PNS
-
MKE
2 stops15h 26m
Multiple Airlines
Deal found 1/25$251
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Sun 3/89:01 pm
MKE
-
PNS
1 stop20h 41m
Multiple Airlines
Fri 3/137:00 am
PNS
-
MKE
1 stop13h 06m
Multiple Airlines
Deal found 1/25$277
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/34:39 pm
MKE
-
PNS
1 stop25h 03m
Multiple Airlines
Sun 3/86:37 pm
PNS
-
MKE
2 stops15h 26m
Multiple Airlines
Deal found 1/25$302
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:38 am
MKE
-
PNS
1 stop7h 04m
Multiple Airlines
Mon 3/26:37 pm
PNS
-
MKE
1 stop21h 07m
Multiple Airlines
Deal found 1/26$306
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 3/1612:26 pm
MKE
-
PNS
1 stop8h 48m
Multiple Airlines
Wed 3/187:00 am
PNS
-
MKE
1 stop10h 50m
Multiple Airlines
Deal found 1/24$309
This Southwest deal was found by Cheapflights users on 1/26. 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 3/45:40 am
MKE
-
PNS
1 stop4h 10m
Southwest
Tue 3/103:05 pm
PNS
-
MKE
1 stop6h 30m
Southwest
Deal found 1/26$311
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:29 pm
MKE
-
PNS
1 stop4h 42m
Delta
Wed 2/257:00 am
PNS
-
MKE
1 stop5h 31m
Delta
Deal found 1/26$317
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:37 pm
MKE
-
PNS
1 stop22h 05m
Multiple Airlines
Wed 3/116:37 pm
PNS
-
MKE
1 stop12h 53m
Multiple Airlines
Deal found 1/26$320

Find flight deals from Milwaukee to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Pensacola (PNS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$178
(Kiwi.com)

One-way from

$153
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$366
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 Milwaukee-Mitchell to Pensacola
Search Deals
One-way flight from Milwaukee-Mitchell to Pensacola
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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 January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 January 27, 2026.
Use the filters below to find and compare flights from Milwaukee to Pensacola that are best for you.

Fly from

Milwaukee

Fly to

Pensacola

Route

Depart

Return

Price

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Wed 3/4

5:30 am-3:15 pm

2 stops9h 45m

Pensacola

Tue 3/10

7:10 am-11:20 am

1 stop4h 10m

$316

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Wed 2/18

6:29 pm-11:11 pm

1 stop4h 42m

Pensacola

Wed 2/25

7:00 am-12:31 pm

1 stop5h 31m

$317

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Tue 3/3

9:00 am-2:13 pm

1 stop5h 13m

Pensacola

Wed 3/11

2:48 pm-8:25 pm

1 stop5h 37m

$327

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Tue 3/3

1:35 pm-6:42 pm

1 stop5h 07m

Pensacola

Wed 3/11

6:00 am-12:13 pm

1 stop6h 13m

$327

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Wed 4/22

5:33 pm-11:23 pm

1 stop5h 50m

Pensacola

Sat 4/25

7:02 am-11:27 am

1 stop4h 25m

$337

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Tue 3/24

6:45 pm-11:13 pm

1 stop4h 28m

Pensacola

Wed 4/8

6:00 am-12:13 pm

1 stop6h 13m

$337

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Mon 4/27

2:50 pm-6:44 pm

1 stop3h 54m

Pensacola

Sat 5/2

8:04 am-1:52 pm

1 stop5h 48m

$337

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 4/18

5:33 pm-11:23 pm

1 stop5h 50m

Pensacola

Wed 4/22

7:02 am-11:27 am

1 stop4h 25m

$337

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 4/11

7:00 am-11:11 am

1 stop4h 11m

Pensacola

Wed 4/15

7:02 am-11:27 am

1 stop4h 25m

$337

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Mon 4/20

6:50 pm-11:23 pm

1 stop4h 33m

Pensacola

Thu 4/23

11:07 am-3:18 pm

1 stop4h 11m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 22 results
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2
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Compare providers for flights from Milwaukee to Pensacola

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Pensacola in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milwaukee-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Pensacola flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Pensacola flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Pensacola flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Milwaukee to Pensacola

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

How far ahead should I book a flight from Milwaukee to Pensacola?

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Pensacola. Price data was last updated on January 23, 2026.

To ensure you get the cheapest price possible for a flight from Milwaukee to Pensacola, you should look to book at least 36 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, July is the cheapest month in which you can book a flight from Milwaukee to Pensacola (average of $81). Flying from Milwaukee to Pensacola in December is currently the most expensive (average of $209). 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 Pensacola

Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated January 27, 2026.
Read through reviews of airlines operating flights from Milwaukee to Pensacola, such as Southwest, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

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
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

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
8,119 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

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
11,198 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

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
Spirit Airlines
6.3
Okay
8,384 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

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 Milwaukee to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Milwaukee to Pensacola?

    A quick flight from Milwaukee to Pensacola can take about 4h 42m. Southwest provides one of the quickest options available for as low as $317. Milwaukee and Pensacola are separated by a distance of 862 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Milwaukee to Pensacola round-trip?

    Cheapflights users have booked flights from Milwaukee to Pensacola round-trip from $183. Other airlines that can offer you cheap pricing are American Airlines, from $231, and Delta, from $236. Spirit Airlines is currently priced 48% below the average price you’ll pay for this route.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Milwaukee to Pensacola (average of $81). Flying from Milwaukee to Pensacola in December is currently the most expensive (average of $209). 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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Top 4 airlines flying from Milwaukee to Pensacola

Discover the top 4 airlines that operate flights from Milwaukee 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$183Average$307FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$231Average$380FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$363FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$268Average$387FlexibilityNo cancel feeOn-time63%

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