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$138+ Cheap flights from Milwaukee to Fort Myers (MKE - RSW)

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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — RSW
May 22 — May 291
Fri 5/22
Fri 5/29
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Fort Myers SW Florida Intl are usually found in January or September, booked 42 days in advance, depart on a Monday or Sunday and return on a Sunday

Cheap flight deals from Milwaukee to Fort Myers

Cheapest flights from Milwaukee to Fort Myers
Explore the most affordable flight options available from Milwaukee to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2026.

This United Airlines deal was found by Cheapflights users on 4/20. 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.
Tue 5/126:49 am
MKE
-
RSW
1 stop5h 27m
United Airlines
Wed 5/205:15 pm
RSW
-
MKE
1 stop8h 04m
United Airlines
Deal found 4/20$292
This Southwest deal was found by Cheapflights users on 4/19. 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 5/122:45 pm
MKE
-
RSW
1 stop5h 45m
Southwest
Wed 5/206:15 pm
RSW
-
MKE
1 stop5h 00m
Southwest
Deal found 4/19$293
This United Airlines deal was found by Cheapflights users on 4/20. 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.
Tue 5/125:50 am
MKE
-
RSW
1 stop6h 26m
United Airlines
Wed 5/2712:59 pm
RSW
-
MKE
2 stops7h 52m
United Airlines
Deal found 4/20$297
This Delta deal was found by Cheapflights users on 4/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:55 pm
MKE
-
RSW
1 stop4h 49m
Delta
Wed 5/203:45 pm
RSW
-
MKE
1 stop6h 17m
Delta
Deal found 4/21$301
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 5/1911:23 am
MKE
-
RSW
1 stop7h 50m
American Airlines
Tue 5/2612:47 pm
RSW
-
MKE
1 stop9h 17m
American Airlines
Deal found 4/21$311
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Thu 5/288:12 am
MKE
-
RSW
1 stop7h 24m
American Airlines
Wed 6/107:00 am
RSW
-
MKE
1 stop6h 04m
American Airlines
Deal found 4/21$312
This Southwest deal was found by Cheapflights users on 4/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:50 am
MKE
-
RSW
Nonstop2h 50m
Southwest
Mon 6/86:55 pm
RSW
-
MKE
1 stop5h 55m
Southwest
Deal found 4/20$320
This Southwest deal was found by Cheapflights users on 4/19. 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 5/112:40 pm
MKE
-
RSW
Nonstop2h 50m
Southwest
Wed 5/206:15 pm
RSW
-
MKE
1 stop5h 00m
Southwest
Deal found 4/19$322
This American Airlines deal was found by Cheapflights users on 4/20. 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.
Sat 5/1611:13 am
MKE
-
RSW
1 stop5h 21m
American Airlines
Wed 5/201:50 pm
RSW
-
MKE
1 stop5h 01m
American Airlines
Deal found 4/20$323

Find flight deals from Milwaukee to Fort Myers

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Fort Myers (RSW). 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 April 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$292
(United Airlines)

One-way from

$138
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$427
Provider with most accurate pricing for Milwaukee-Mitchell-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Fort Myers SW Florida Intl flights.
Search Deals
From Milwaukee-Mitchell to Fort Myers SW Florida Intl
Search Deals
One-way flight from Milwaukee-Mitchell to Fort Myers SW Florida Intl
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($35 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 April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Fort Myers 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 April 22, 2026.
Use the filters below to find and compare flights from Milwaukee to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Tue 5/12

2:45 pm-9:30 pm

1 stop5h 45m

Fort Myers SW Florida Intl

Wed 5/20

6:15 pm-10:15 pm

1 stop5h 00m

$293

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Tue 5/12

6:50 am-10:40 am

Nonstop2h 50m

Fort Myers SW Florida Intl

Sat 5/23

6:05 pm-10:55 pm

1 stop5h 50m

$329

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Tue 6/2

5:00 am-11:24 am

1 stop5h 24m

Fort Myers SW Florida Intl

Wed 6/3

7:00 am-2:14 pm

1 stop8h 14m

$373

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Sun 5/24

5:00 am-3:52 pm

2 stops9h 52m

Fort Myers SW Florida Intl

Wed 6/3

7:00 am-11:08 am

1 stop5h 08m

$390
Quickest round-trip

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Fri 5/29

4:50 pm-10:40 pm

1 stop4h 50m

Fort Myers SW Florida Intl

Mon 6/1

11:50 am-2:00 pm

Nonstop3h 10m

$393

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Sun 5/24

7:10 am-5:15 pm

2 stops9h 05m

Fort Myers SW Florida Intl

Wed 6/3

12:55 pm-9:55 pm

2 stops10h 00m

$415

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Sun 6/14

5:00 am-11:24 am

1 stop5h 24m

Fort Myers SW Florida Intl

Sat 6/20

7:00 am-11:08 am

1 stop5h 08m

$439

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Tue 6/23

8:00 am-3:52 pm

1 stop6h 52m

Fort Myers SW Florida Intl

Wed 6/24

4:34 pm-8:46 pm

1 stop5h 12m

$439

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Fri 5/15

2:55 pm-8:44 pm

1 stop4h 49m

Fort Myers SW Florida Intl

Fri 5/22

7:50 pm-11:53 pm

1 stop5h 03m

$454
Cheapest one-way

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Wed 5/20

12:43 pm-8:44 pm

1 stop7h 01m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Compare providers for flights from Milwaukee to Fort Myers

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 Fort Myers in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
MytripPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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-Fort Myers flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Fort Myers flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Fort Myers flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Fort Myers 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-Fort Myers 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 Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers 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 Fort Myers

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

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Fort Myers (average of $318). Flying from Milwaukee to Fort Myers in July is currently the most expensive (average of $454). 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 RSW?

Find hourly flight availability from Milwaukee to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 22, 2026.

It’s typically best to fly out from Milwaukee to Fort Myers in the afternoon. Doing so could potentially save you 17% on the flight price compared to flying in the evening, which is usually more expensive.

How much does it cost to fly round-trip from Milwaukee to Fort Myers?

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated April 22, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Milwaukee to Fort Myers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,327 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,327 reviews
Southwest
8.0
Very good
4,327 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,435 reviews
Southwest
8.0
Very good
4,327 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,635 reviews
Southwest
8.0
Very good
4,327 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,655 reviews
Southwest
8.0
Very good
4,327 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Sun Country Air
6.8
Okay
337 reviews
Southwest
8.0
Very good
4,327 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Fort Myers. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Milwaukee to Fort Myers flight route?

    This flight path from Milwaukee-Mitchell to Fort Myers SW Florida Intl was viewed by 6 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Milwaukee to Fort Myers?

    Departing from Milwaukee to Fort Myers will take you 5h 24m. Airlines will cover a distance of 1184 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 Fort Myers round-trip?

    Currently priced at $138, Sun Country Air will fly you from Milwaukee to Fort Myers and back. In addition to Sun Country Air, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from $150 and $187, respectively. You may be able to fly from Milwaukee to Fort Myers for 64% less than the average price by searching for these airlines.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $77. Sun Country Air flights start at $89 while deals on American Airlines start at $109 one-way.

  • What are the cheapest flights from Milwaukee to Fort Myers?

    Looking for the cheapest flight from Milwaukee to Fort Myers? While on average our users pay $416, our data indicates the cheapest price to be $149. The most popular route (Milwaukee-Mitchell - Fort Myers SW Florida Intl), is priced around $283.

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

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

  • How can I find direct flights from Milwaukee to Fort Myers?

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Fort Myers 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 Fort Myers?

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Fort Myers (average of $318). Flying from Milwaukee to Fort Myers in July is currently the most expensive (average of $454). 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 Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
North Fort Myers
Estero
Sanibel

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Top 5 airlines flying from Milwaukee to Fort Myers

Discover the top 5 airlines that operate flights from Milwaukee to Fort Myers. 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 April 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$138Average$292FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$150Average$380FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$187Average$389FlexibilityNo cancel feeOn-time71%
DeltaCheapest$208Average$384FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$285Average$434FlexibilityNo cancel feeOn-time63%

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