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$77+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PNS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Pensacola are usually found in August or October, 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 September 11, 2025.

Round-trip from

$154
(Southwest)

One-way from

$77
(Southwest)

Popular in

November

Cheapest in

August

Average price

$346
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. 3% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/282:05 pmMKE - PNS
1 stop5h 00mSouthwest
Wed 11/57:20 amPNS - MKE
1 stop4h 40mSouthwest
Deal found 9/11$154
This Southwest deal was found by Cheapflights users on 9/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/295:45 amMKE - PNS
1 stop8h 00mSouthwest
Wed 10/294:15 pmPNS - MKE
1 stop6h 10mSouthwest
Deal found 9/11$159
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/46:14 amMKE - PNS
1 stop6h 14mAmerican Airlines
Sat 10/113:59 pmPNS - MKE
1 stop6h 31mAmerican Airlines
Deal found 9/10$197
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/185:47 amMKE - PNS
1 stop7h 05mDelta
Thu 10/237:00 amPNS - MKE
1 stop6h 09mDelta
Deal found 9/10$206
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:44 pmMKE - PNS
1 stop4h 30mDelta
Thu 10/238:00 amPNS - MKE
1 stop5h 09mDelta
Deal found 9/10$215
This Southwest deal was found by Cheapflights users on 9/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:30 amMKE - PNS
1 stop6h 10mSouthwest
Thu 10/307:35 pmPNS - MKE
1 stop3h 50mSouthwest
Deal found 9/11$216
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/175:47 amMKE - PNS
1 stop4h 52mDelta
Sat 10/258:00 amPNS - MKE
1 stop5h 09mDelta
Deal found 9/10$218
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Tue 11/46:15 amMKE - PNS
1 stop4h 56mAmerican Airlines
Tue 11/115:14 pmPNS - MKE
1 stop6h 28mAmerican Airlines
Deal found 9/9$219

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 September 11, 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

Wed 10/29

5:45 am-1:45 pm

1 stop8h 00m

Pensacola

Wed 10/29

4:15 pm-10:25 pm

1 stop6h 10m

$159

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Tue 10/28

10:35 am-3:05 pm

1 stop4h 30m

Pensacola

Sat 11/8

7:00 am-11:01 am

1 stop4h 01m

$206

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 10/18

5:47 am-12:52 pm

1 stop7h 05m

Pensacola

Tue 10/28

7:00 am-1:09 pm

1 stop6h 09m

$206

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 10/18

5:47 am-12:52 pm

1 stop7h 05m

Pensacola

Wed 10/22

7:00 am-11:01 am

1 stop4h 01m

$206

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 10/25

2:04 pm-7:17 pm

1 stop5h 13m

Pensacola

Tue 11/4

7:00 am-1:09 pm

1 stop6h 09m

$206

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 10/18

2:04 pm-7:17 pm

1 stop5h 13m

Pensacola

Mon 10/27

6:09 pm-11:55 pm

1 stop5h 46m

$206

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Sat 10/25

5:47 am-10:39 am

1 stop4h 52m

Pensacola

Mon 11/3

8:00 am-1:09 pm

1 stop5h 09m

$206

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Tue 10/21

5:47 am-12:37 pm

1 stop6h 50m

Pensacola

Thu 10/23

1:51 pm-8:42 pm

1 stop6h 51m

$215

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Mon 10/20

6:44 pm-11:14 pm

1 stop4h 30m

Pensacola

Thu 10/23

1:51 pm-8:42 pm

1 stop6h 51m

$215

MilwaukeePensacola

MKE - PNS

MKEPNS

Milwaukee-Mitchell

Mon 10/27

4:46 pm-9:17 pm

1 stop4h 31m

Pensacola

Wed 11/5

6:00 am-11:01 am

1 stop5h 01m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 18 results
1
2

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 August 29, 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, September is the cheapest month in which you can book a flight from Milwaukee to Pensacola (average of $303). Flying from Milwaukee to Pensacola in March is currently the most expensive (average of $415). 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 September 11, 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 19% 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 September 11, 2025.
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
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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 4h 30m. Southwest provides one of the quickest options available for as low as $206. 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 Delta, from $256, and Southwest, from $277. Spirit Airlines is currently priced 51% below the average price you’ll pay for this route.

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

    One-way options have recently been found by users for as low as $77 on Southwest. Other airlines that offer cheap prices include Delta from $108 and American Airlines from $113 one-way.

  • 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, September is the cheapest month in which you can book a flight from Milwaukee to Pensacola (average of $303). Flying from Milwaukee to Pensacola in March is currently the most expensive (average of $415). 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 Milwaukee to Pensacola

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$183Average$309FlexibilityNo cancel feeOn-time65%
DeltaCheapest$256Average$366FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$277Average$409FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$296Average$402FlexibilityNo cancel feeOn-time71%

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