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$69+ Cheap flights from Fort Myers to Milwaukee (RSW - MKE)

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 12/26. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MKE
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Fort Myers SW Florida Intl to Milwaukee-Mitchell are usually found in February or January, booked 35 days in advance, depart on a Sunday or Thursday and return on a Sunday

Cheap flight deals from Fort Myers to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) to Milwaukee (MKE). 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 August 14, 2025.

Round-trip from

$214
(Cheapflightsfares)

One-way from

$69
(Sun Country Air)

Popular in

October

Cheapest in

February

Average price

$397
From Fort Myers SW Florida Intl to Milwaukee-Mitchell
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One-way flight from Fort Myers SW Florida Intl to Milwaukee-Mitchell
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Highest demand for flights based on searches. 13% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Fort Myers to Milwaukee

Cheapest flights from Fort Myers to Milwaukee
Explore the most affordable flight options available from Fort Myers to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:30 pmRSW - MKE
Nonstop3h 07mSun Country Air
Fri 1/23:28 pmMKE - RSW
Nonstop3h 01mSun Country Air
Deal found 8/14$214
This Southwest deal was found by Cheapflights users on 8/12. 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 10/1511:30 amRSW - MKE
Nonstop3h 00mSouthwest
Wed 10/2212:20 pmMKE - RSW
1 stop7h 40mSouthwest
Deal found 8/12$231
This Delta deal was found by Cheapflights users on 8/14. 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 9/37:00 amRSW - MKE
1 stop4h 42mDelta
Wed 9/105:25 amMKE - RSW
1 stop6h 08mDelta
Deal found 8/14$241
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 9/32:42 pmRSW - MKE
1 stop8h 10mAmerican Airlines
Wed 9/1011:25 amMKE - RSW
2 stops10h 08mAmerican Airlines
Deal found 8/12$246
This Southwest deal was found by Cheapflights users on 8/12. 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 10/1610:05 amRSW - MKE
Nonstop2h 55mSouthwest
Wed 10/2912:20 pmMKE - RSW
1 stop7h 40mSouthwest
Deal found 8/12$263
This Delta deal was found by Cheapflights users on 8/12. 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.
Mon 9/296:15 pmRSW - MKE
1 stop6h 33mDelta
Wed 10/110:09 amMKE - RSW
1 stop7h 13mDelta
Deal found 8/12$268
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 10/89:13 amRSW - MKE
2 stops8h 16mAmerican Airlines
Tue 10/143:06 pmMKE - RSW
1 stop6h 32mAmerican Airlines
Deal found 8/13$273
This Delta deal was found by Cheapflights users on 8/14. 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 10/86:58 amRSW - MKE
1 stop5h 03mDelta
Sat 10/111:10 pmMKE - RSW
1 stop7h 02mDelta
Deal found 8/14$275
This Southwest deal was found by Cheapflights users on 8/13. 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 10/811:30 amRSW - MKE
Nonstop3h 00mSouthwest
Fri 10/105:50 amMKE - RSW
Nonstop2h 50mSouthwest
Deal found 8/13$277
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 10/154:44 pmRSW - MKE
2 stops8h 12mAmerican Airlines
Wed 10/225:26 amMKE - RSW
2 stops9h 28mAmerican Airlines
Deal found 8/12$278
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Wed 10/82:33 pmRSW - MKE
1 stop8h 41mAmerican Airlines
Sat 10/112:18 pmMKE - RSW
2 stops8h 15mAmerican Airlines
Deal found 8/14$280

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers to Milwaukee 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 August 14, 2025.
Use the filters below to find and compare flights from Fort Myers to Milwaukee that are best for you.

Fly from

Fort Myers

Fly to

Milwaukee

Route

Depart

Return

Price

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Mon 12/22

8:30 pm-10:37 pm

Nonstop3h 07m

Milwaukee-Mitchell

Fri 1/2

3:28 pm-7:29 pm

Nonstop3h 01m

$214

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Wed 10/15

11:30 am-1:30 pm

Nonstop3h 00m

Milwaukee-Mitchell

Wed 10/22

12:20 pm-9:00 pm

1 stop7h 40m

$231

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Wed 9/3

9:00 am-1:49 pm

1 stop5h 49m

Milwaukee-Mitchell

Wed 9/10

4:00 pm-11:09 pm

1 stop6h 09m

$241

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Wed 9/3

8:05 am-11:30 am

1 stop4h 25m

Milwaukee-Mitchell

Wed 9/10

4:30 pm-10:05 pm

1 stop4h 35m

$241

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Tue 10/14

8:14 am-1:09 pm

1 stop5h 55m

Milwaukee-Mitchell

Tue 10/21

5:22 pm-12:39 am

1 stop6h 17m

$241

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Fri 12/26

9:50 pm-11:57 pm

Nonstop3h 07m

$69

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Mon 12/22

8:30 pm-10:37 pm

Nonstop3h 07m

$79

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Sun 12/21

7:00 am-9:07 am

Nonstop3h 07m

$79

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Sun 1/25

7:15 am-9:28 am

Nonstop3h 13m

$79

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Sun 12/28

7:30 am-9:37 am

Nonstop3h 07m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 11 results
1
2

Best time to book a flight from Fort Myers to Milwaukee

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

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

Use this chart to determine the optimal time to book a round-trip flight from Fort Myers to Milwaukee. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from Fort Myers to Milwaukee, you should look to book at least 35 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 Fort Myers to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Fort Myers to Milwaukee (average of $280). Flying from Fort Myers to Milwaukee in June is currently the most expensive (average of $376). 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 RSW to MKE?

Find hourly flight availability from Fort Myers to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 31% on flights from Fort Myers to Milwaukee by exploring options for tickets in the evening.

What is the cheapest day to fly from Fort Myers to Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Milwaukee. Price data was last updated on August 10, 2025.

Travelers seeking maximum savings on their Fort Myers to Milwaukee flight should consider departing on Thursday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated August 14, 2025.
See what other customers who have flown with Southwest, Delta, and American Airlines from Fort Myers to Milwaukee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Sun Country Air
6.9
Okay
333 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,046 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Fort Myers to Milwaukee. 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 Fort Myers to Milwaukee flight route?

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

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

    Flying on Spirit Airlines is currently your cheapest option to Milwaukee, with prices starting at $58. Additional round-trip tickets that might be worth considering are offered by Sun Country Air and American Airlines, with the lowest prices starting at $148 and $213, respectively. Spirit Airlines is priced at 85% lower than the current average price of a flight leaving 3 months from now.

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

    While on average a flight from Fort Myers to Milwaukee is generally $223, our data shows the cheapest flight currently is $77. When looking at the most popular route, (Fort Myers SW Florida Intl - Milwaukee-Mitchell), you can expect to pay $168 for that flight.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Fort Myers to Milwaukee (average of $280). Flying from Fort Myers to Milwaukee in June is currently the most expensive (average of $376). 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
Wauwatosa

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Top 6 airlines flying from Fort Myers to Milwaukee

Discover the top 6 airlines that operate flights from Fort Myers to Milwaukee. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$58Average$221FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$148Average$295FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$213Average$423FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$236Average$436FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$287Average$447FlexibilityNo cancel feeOn-time63%
DeltaCheapest$296Average$441FlexibilityNo cancel feeOn-timeN/A

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