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$147+ 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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PNS
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Pensacola are usually found in August or September, booked 83 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap 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 October 28, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$271
(American Airlines)

One-way from

$147
(Booking.com)

Popular in

November

Cheapest in

August

Average price

$320
Provider with most accurate pricing for Milwaukee-Mitchell-Pensacola flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Pensacola flights.
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From Milwaukee-Mitchell to Pensacola
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One-way flight from Milwaukee-Mitchell to Pensacola
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Highest demand for flights based on searches. 7% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 28, 2025.

This Delta deal was found by Cheapflights users on 10/26. 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.
Thu 12/411:41 amMKE - PNS
1 stop4h 53mDelta
Thu 12/119:29 amPNS - MKE
1 stop6h 47mDelta
Deal found 10/26$313
This Southwest deal was found by Cheapflights users on 10/26. 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.
Sat 12/61:10 pmMKE - PNS
1 stop3h 50mSouthwest
Sat 12/1310:10 amPNS - MKE
1 stop7h 45mSouthwest
Deal found 10/26$317
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:01 amMKE - PNS
2 stops8h 04mAmerican Airlines
Thu 12/116:03 amPNS - MKE
1 stop6h 01mAmerican Airlines
Deal found 10/26$318
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:00 amMKE - PNS
2 stops8h 58mUnited Airlines
Sat 12/137:00 amPNS - MKE
2 stops8h 08mUnited Airlines
Deal found 10/26$327
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:30 amMKE - PNS
1 stop3h 50mSouthwest
Sun 12/77:20 amPNS - MKE
1 stop3h 55mSouthwest
Deal found 10/28$350
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/254:00 pmMKE - PNS
1 stop5h 22mUnited Airlines
Tue 12/22:15 pmPNS - MKE
1 stop7h 32mUnited Airlines
Deal found 10/26$352
This Southwest deal was found by Cheapflights users on 10/26. 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.
Mon 11/245:00 amMKE - PNS
1 stop4h 10mSouthwest
Wed 11/268:30 pmPNS - MKE
1 stop4h 00mSouthwest
Deal found 10/26$359
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:35 pmMKE - PNS
2 stops18h 14mMultiple Airlines
Wed 12/35:54 pmPNS - MKE
1 stop15h 45mMultiple Airlines
Deal found 10/27$385

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 October 28, 2025.
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

Thu 12/4

11:41 am-4:34 pm

1 stop4h 53m

Pensacola

Thu 12/11

9:29 am-4:16 pm

1 stop6h 47m

$313

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 12/6

1:10 pm-5:00 pm

1 stop3h 50m

Pensacola

Sat 12/13

10:10 am-5:55 pm

1 stop7h 45m

$317

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Thu 12/4

6:01 am-2:05 pm

2 stops8h 04m

Pensacola

Thu 12/11

6:03 am-12:04 pm

1 stop6h 01m

$318

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 12/6

5:00 am-1:58 pm

2 stops8h 58m

Pensacola

Sat 12/13

7:00 am-3:08 pm

2 stops8h 08m

$327

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Wed 12/3

5:30 am-9:20 am

1 stop3h 50m

Pensacola

Sun 12/7

7:20 am-11:15 am

1 stop3h 55m

$350

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Fri 12/12

6:00 am-1:16 pm

1 stop7h 16m

Pensacola

Mon 12/15

2:15 pm-9:47 pm

1 stop7h 32m

$350

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Tue 11/25

4:00 pm-9:22 pm

1 stop5h 22m

Pensacola

Tue 12/2

2:15 pm-9:47 pm

1 stop7h 32m

$352

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Mon 11/24

5:00 am-9:10 am

1 stop4h 10m

Pensacola

Wed 11/26

8:30 pm-12:30 am

1 stop4h 00m

$359

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Fri 12/12

5:50 am-3:50 pm

2 stops10h 00m

Pensacola

Mon 12/15

1:25 pm-8:35 pm

2 stops7h 10m

$393

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 11/22

7:54 pm-6:26 pm

1 stop22h 32m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 19 results
1
2

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice 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 Justfly.com to be most consistent on Cheapflights vs. Justfly.com Users can find the same prices on Milwaukee-Pensacola flight deals on Cheapflights vs. Justfly.com >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 Justfly.com the most. Justfly.com 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 October 24, 2025.

To ensure you get the cheapest price possible for a flight from Milwaukee to Pensacola, you should look to book at least 83 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 $195). 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 MKE to PNS?

Find hourly flight availability from Milwaukee 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 October 28, 2025.

When flying from Milwaukee to Pensacola, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 18% versus a flight in the afternoon.

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 October 28, 2025.
Read through reviews of airlines operating flights from Milwaukee to Pensacola, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,001 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 3h 50m. Delta 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 United Airlines, from $231, and American Airlines, from $246. Spirit Airlines is currently priced 51% 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 $195). 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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Top 5 airlines flying from Milwaukee to Pensacola

Discover the top 5 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$183Average$309FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$231Average$456FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$246Average$393FlexibilityNo cancel feeOn-time71%
DeltaCheapest$252Average$366FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$268Average$406FlexibilityNo cancel feeOn-time63%

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