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$106+ 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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — MKE
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$225
(JetBlue)

One-way from

$106
(Cheapflightsfares)

Popular in

October

Cheapest in

February

Average price

$379
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. 23% potential increase in price ($123 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:55 pmRSW - MKE
1 stop11h 45mSpirit Airlines
Mon 9/157:45 amMKE - RSW
1 stop10h 15mSpirit Airlines
Deal found 6/11$216
This JetBlue deal was found by Cheapflights users on 6/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/296:00 amRSW - MKE
1 stop10h 08mJetBlue
Thu 8/73:30 pmMKE - RSW
1 stop6h 40mJetBlue
Deal found 6/10$225
This Sun Country Air deal was found by Cheapflights users on 6/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1711:43 amRSW - MKE
1 stop6h 52mSun Country Air
Sun 7/206:35 pmMKE - RSW
1 stop15h 07mSun Country Air
Deal found 6/10$265
This Southwest deal was found by Cheapflights users on 6/10. 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 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
Wed 10/157:35 amMKE - RSW
1 stop6h 25mSouthwest
Deal found 6/10$319
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/259:14 amRSW - MKE
1 stop5h 02mAmerican Airlines
Mon 9/85:05 amMKE - RSW
1 stop4h 51mAmerican Airlines
Deal found 6/11$329
This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/107:00 amRSW - MKE
1 stop11h 29mMultiple Airlines
Sun 7/206:35 pmMKE - RSW
2 stops22h 50mMultiple Airlines
Deal found 6/9$333
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 7/3010:49 amRSW - MKE
1 stop7h 11mDelta
Sat 8/93:41 pmMKE - RSW
1 stop6h 21mDelta
Deal found 6/10$346
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/121:37 pmRSW - MKE
2 stops10h 08mUnited Airlines
Sun 7/135:15 amMKE - RSW
1 stop5h 05mUnited Airlines
Deal found 6/10$381

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 June 12, 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

Tue 7/29

6:00 am-3:08 pm

1 stop10h 08m

Milwaukee-Mitchell

Thu 8/7

3:30 pm-11:10 pm

1 stop6h 40m

$225

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Thu 7/17

11:43 am-5:35 pm

1 stop6h 52m

Milwaukee-Mitchell

Sun 7/20

6:35 pm-10:42 am

1 stop15h 07m

$265

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Mon 8/25

9:14 am-1:16 pm

1 stop5h 02m

Milwaukee-Mitchell

Mon 9/8

5:05 am-10:56 am

1 stop4h 51m

$329

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Thu 7/10

7:00 am-5:29 pm

1 stop11h 29m

Milwaukee-Mitchell

Sun 7/20

6:35 pm-6:25 pm

2 stops22h 50m

$333

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Tue 7/22

9:34 pm-1:56 pm

3 stops41h 22m

Milwaukee-Mitchell

Mon 7/28

9:45 am-6:25 pm

1 stop7h 40m

$340

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Wed 7/30

10:49 am-5:00 pm

1 stop7h 11m

Milwaukee-Mitchell

Sat 8/9

3:41 pm-11:02 pm

1 stop6h 21m

$346

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Thu 8/21

7:15 am-3:45 pm

2 stops9h 30m

Milwaukee-Mitchell

Sun 8/24

7:00 am-6:45 pm

2 stops10h 45m

$362

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Sat 7/12

1:37 pm-10:45 pm

2 stops10h 08m

Milwaukee-Mitchell

Sun 7/13

5:15 am-11:20 am

1 stop5h 05m

$381

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Sun 6/15

9:57 pm-7:11 pm

2 stops22h 14m

Milwaukee-Mitchell

Mon 6/23

7:56 pm-12:01 pm

2 stops15h 05m

$692

Fort MyersMilwaukee

RSW - MKE

RSWMKE

Fort Myers SW Florida Intl

Thu 8/14

7:55 pm-6:40 am

1 stop11h 45m

$106

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 17 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 June 9, 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 June 12, 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 June 8, 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.

Rainfall in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 June 12, 2025.
Get a feel of what it's like to fly with Southwest, Delta and United Airlines from Fort Myers to Milwaukee by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 5 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 JetBlue is currently your cheapest option to Milwaukee, with prices starting at $225. Additional round-trip tickets that might be worth considering are offered by Sun Country Air and American Airlines, with the lowest prices starting at $265 and $329, respectively. JetBlue is priced at 44% lower than the current average price of a flight leaving 3 months from now.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $106. JetBlue flights start at $123 while deals on Sun Country Air start at $133 one-way.

  • What are the most reliable airlines from Fort Myers to Milwaukee?

    The top 3 most reliable airlines when flying from Fort Myers to Milwaukee are Spirit Airlines (100%), Sun Country Air (80%) and Southwest (80%).

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

    While on average a flight from Fort Myers to Milwaukee is generally $311, our data shows the cheapest flight currently is $165. When looking at the most popular route, (Fort Myers SW Florida Intl - Milwaukee-Mitchell), you can expect to pay $216 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 Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Mequon
Sheboygan
Oak Creek
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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$58Average$221FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$148Average$294FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$202Average$378FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$372FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$236Average$436FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$288Average$452FlexibilityNo cancel feeOn-time63%

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