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Fort Myers

$161+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — RSW
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
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 October, booked 42 days in advance, depart on a Monday or Sunday and return on a Thursday

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 July 23, 2026.

This Priceline deal was found by Cheapflights users on 7/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2010:07 am
MKE
-
RSW
Nonstop3h 06m
Sun Country Air
Sun 12/277:35 am
RSW
-
MKE
Nonstop3h 07m
Sun Country Air
Deal found 7/19$288
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:30 am
MKE
-
RSW
Nonstop2h 50m
Southwest
Sat 11/146:25 pm
RSW
-
MKE
Nonstop3h 05m
Southwest
Deal found 7/21$321
This Southwest deal was found by Cheapflights users on 7/20. 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 8/193:40 pm
MKE
-
RSW
1 stop5h 05m
Southwest
Wed 8/262:35 pm
RSW
-
MKE
1 stop6h 55m
Southwest
Deal found 7/20$341
This Southwest deal was found by Cheapflights users on 7/22. 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.
Thu 10/292:50 pm
MKE
-
RSW
Nonstop2h 50m
Southwest
Mon 11/28:05 pm
RSW
-
MKE
Nonstop3h 05m
Southwest
Deal found 7/22$353
This Southwest deal was found by Cheapflights users on 7/22. 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 10/172:50 pm
MKE
-
RSW
1 stop4h 35m
Southwest
Sat 10/242:20 pm
RSW
-
MKE
Nonstop3h 00m
Southwest
Deal found 7/22$363
This Sun Country Air deal was found by Cheapflights users on 7/22. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1910:52 am
MKE
-
RSW
Nonstop3h 06m
Sun Country Air
Sat 12/269:49 pm
RSW
-
MKE
Nonstop3h 07m
Sun Country Air
Deal found 7/22$368
This Sun Country Air deal was found by Cheapflights users on 7/18. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:15 pm
MKE
-
RSW
1 stop17h 26m
Sun Country Air
Wed 12/168:30 am
RSW
-
MKE
1 stop11h 44m
Sun Country Air
Deal found 7/18$375
This Southwest deal was found by Cheapflights users on 7/22. 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.
Thu 8/2012:30 pm
MKE
-
RSW
2 stops8h 30m
Southwest
Mon 8/247:20 am
RSW
-
MKE
2 stops9h 40m
Southwest
Deal found 7/22$378

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 July 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$321
(Southwest)

One-way from

$161
(Southwest)

Popular in

June

Cheapest in

January

Average price

$438
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 ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 23, 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
Quickest round-trip

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Thu 8/27

5:35 am-11:15 am

1 stop4h 40m

Fort Myers SW Florida Intl

Mon 8/31

5:25 pm-9:25 pm

1 stop5h 00m

$341

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Sun 9/6

7:18 am-2:36 pm

1 stop6h 18m

Fort Myers SW Florida Intl

Fri 9/11

9:15 am-3:11 pm

1 stop6h 56m

$341

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Thu 9/17

5:45 am-12:45 pm

1 stop6h 00m

Fort Myers SW Florida Intl

Wed 9/23

7:30 am-4:20 pm

2 stops9h 50m

$346

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Mon 10/5

12:20 pm-10:55 pm

2 stops9h 35m

Fort Myers SW Florida Intl

Tue 10/13

3:10 pm-9:30 pm

2 stops7h 20m

$351

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Sat 9/5

9:05 am-8:15 pm

2 stops10h 10m

Fort Myers SW Florida Intl

Wed 9/9

12:20 pm-8:30 pm

2 stops9h 10m

$351

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Thu 10/15

2:25 pm-10:55 pm

1 stop7h 30m

Fort Myers SW Florida Intl

Wed 10/21

2:35 pm-4:35 pm

Nonstop3h 00m

$390

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Tue 10/6

3:23 pm-11:09 pm

1 stop6h 46m

Fort Myers SW Florida Intl

Tue 10/13

2:10 pm-8:31 pm

1 stop7h 21m

$395

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Thu 8/13

1:19 pm-10:05 pm

1 stop7h 46m

Fort Myers SW Florida Intl

Mon 8/17

4:40 pm-10:36 pm

1 stop6h 56m

$395

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Thu 9/10

5:00 am-11:21 am

1 stop5h 21m

Fort Myers SW Florida Intl

Thu 9/17

9:15 am-3:11 pm

1 stop6h 56m

$395

MilwaukeeFort Myers

MKE - RSW

MKERSW

Milwaukee-Mitchell

Thu 9/24

4:50 pm-10:20 pm

1 stop4h 30m

Fort Myers SW Florida Intl

Fri 9/25

6:50 am-4:00 pm

2 stops10h 10m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
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

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

To ensure you get the cheapest price possible for a flight from Milwaukee to Fort Myers, you should look to book at least 41 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 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 June is currently the most expensive (average of $438). 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 July 23, 2026.

It’s typically best to fly out from Milwaukee to Fort Myers in the afternoon. Doing so could potentially save you 18% on the flight price compared to flying at noon, which is usually more expensive.

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

Airfare is below average for this route at the moment.

Milwaukee to Fort Myers flights typically cost between $382 and $538 in October.
The cheapest round-trip price found within the last 5 days was $321 on Southwest (Oct 6-Oct 10).

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 July 23, 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
4,238 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Delta
7.8
Good
8,479 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
United Airlines
7.4
Good
10,027 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
American Airlines
7.1
Good
11,834 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Sun Country Air
6.7
Okay
323 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

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 7 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 4h 40m. 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 65% 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 Sun Country Air, which is currently one of the cheapest options available, starting at $89. American Airlines flights start at $109 while deals on United Airlines start at $117 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 $368, our data indicates the cheapest price to be $169. The most popular route (Milwaukee-Mitchell - Fort Myers SW Florida Intl), is priced around $258.

  • 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 June is currently the most expensive (average of $438). 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
Sanibel
Lehigh Acres

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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 July 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$138Average$294FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$150Average$383FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$187Average$403FlexibilityNo cancel feeOn-time71%
DeltaCheapest$209Average$405FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$291Average$439FlexibilityNo cancel feeOn-time63%

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