RSW - MKE

$138 Find Cheap Flights from Fort Myers to Milwaukee - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Fort Myers to Milwaukee departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Milwaukee, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$283
Typical prices: $438-$335
Delta
Tue 9/8Tue 9/15
RSW - MKE • 1 stop
Cheapest non-stop
$425
Typical prices: $399-$303
Southwest
Wed 10/7Tue 10/13
RSW - MKE • Non-stop
Top airlines
Cheapest • from $283 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
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Top layover airports
Cheapest • Avg $362 (round-trip)
Shortest trip • 4h 25m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 49% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
Good to know
+1
+1
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+1
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Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Fort Myers to Milwaukee (RSW-MKE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Fort Myers to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Fort Myers to Milwaukee

Tue, Sep 8 - Tue, Sep 15
Delta Logo
3:06 pm - 7:04 pm
RSW
-
MKE
4h 58m
1 stop
Delta Logo
12:48 pm - 9:15 pm
MKE
-
RSW
7h 27m
1 stop
$283Delta
Tue, Sep 15 - Sat, Sep 19
American Airlines Logo
11:56 am - 4:03 pm
RSW
-
MKE
5h 07m
1 stop
American Airlines Logo
8:03 am - 2:04 pm
MKE
-
RSW
5h 01m
1 stop
$312American Airlines
Tue, Sep 15 - Sat, Sep 19
United Airlines Logo
5:14 pm - 10:39 pm
RSW
-
MKE
6h 25m
1 stop
United Airlines Logo
5:00 am - 3:55 pm
MKE
-
RSW
9h 55m
2 stops
$317United Airlines
Wed, Oct 7 - Tue, Oct 13
Southwest Logo
1:25 pm - 3:20 pm
RSW
-
MKE
2h 55mnonstop
Southwest Logo
4:30 pm - 10:10 pm
MKE
-
RSW
4h 40m
1 stop
$331Southwest
Wed, Oct 7 - Tue, Oct 13
Southwest Logo
1:25 pm - 3:20 pm
RSW
-
MKE
2h 55mnonstop
Southwest Logo
11:25 am - 10:00 pm
MKE
-
RSW
9h 35m
2 stops
$336Southwest
Tue, Sep 8 - Tue, Sep 15
Delta Logo
10:57 am - 5:32 pm
RSW
-
MKE
7h 35m
1 stop
Delta Logo
6:50 am - 1:34 pm
MKE
-
RSW
5h 44m
1 stop
$341Delta
Tue, Jul 21 - Tue, Jul 28
Southwest Logo
11:25 am - 5:15 pm
RSW
-
MKE
6h 50m
1 stop
Southwest Logo
9:35 am - 9:15 pm
MKE
-
RSW
10h 40m
2 stops
$346Southwest
Tue, Jul 21 - Tue, Jul 28
Southwest Logo
1:05 pm - 9:55 pm
RSW
-
MKE
9h 50m
2 stops
Southwest Logo
6:00 am - 4:40 pm
MKE
-
RSW
9h 40m
2 stops
$351Southwest
Wed, Jul 1 - Tue, Jul 7
Delta Logo
7:00 am - 11:17 am
RSW
-
MKE
5h 17m
1 stop
Delta Logo
5:45 am - 12:11 pm
MKE
-
RSW
5h 26m
1 stop
$356Delta
Wed, Jul 1 - Tue, Jul 7
Southwest Logo
7:35 am - 11:50 am
RSW
-
MKE
5h 15m
1 stop
Southwest Logo
10:15 am - 9:55 pm
MKE
-
RSW
10h 40m
2 stops
$361Southwest
Booking Insights

KAYAK's insights & trends for Fort Myers to Milwaukee flights

Get data-powered insights and trends into flights from Fort Myers to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Fort Myers to Milwaukee?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Fort Myers to Milwaukee departing in September.

What’s the cheapest day of the week to fly from Fort Myers to Milwaukee?

The average price of all round-trip flights from Fort Myers to Milwaukee clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Milwaukee on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Fort Myers to Milwaukee. For your return ticket, we recommend flying on a Monday and avoiding Saturdays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Fort Myers to Milwaukee, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Fort Myers to Milwaukee is October, where tickets cost $363 (return) on average. On the other hand, the most expensive months are August and March, where the average cost of round-trip tickets is $489 and $482 respectively.

Can I save money by flying with a layover from Fort Myers to Milwaukee?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $408 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Fort Myers to Milwaukee, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Fort Myers to Milwaukee, you should book around 4 weeks before departure, which saves you about 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Expert advice

Expert advice for your flight from Fort Myers to Milwaukee

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Daniel Scheffler

Daniel Scheffler

Expert on Sun Country Air

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Good to know

Low seasonJanuary
Cheapest flight$138
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Fort Myers to Milwaukee

When to book flights from Fort Myers to Milwaukee

Are your dates flexible? Find out the best times to travel from Fort Myers to Milwaukee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Fort Myers to Milwaukee

  • What flight options do I have from Fort Myers to Milwaukee?

    Connecting flights from Fort Myers to Milwaukee are available with at least one layover. Airlines such as Delta Air Lines, Southwest Airlines, United Airlines, American Airlines, and Sun Country Airlines offer flights on this route through their hub cities. The hub cities for these airlines include Atlanta, St. Louis, Chicago, Charlotte, and Minneapolis, respectively.

  • Which airline is ideal for unaccompanied minors traveling from Fort Myers to Milwaukee?

    Southwest Airlines is ideal for unaccompanied minors traveling from Fort Myers to Milwaukee. This airline has a dedicated cabin to ensure the safety and comfort of unaccompanied minors. Unaccompanied children will also be supervised by the airline's flight attendants, who provide necessary assistance during the trip.

  • Which airline should passengers in a wheelchair fly with?

    American Airlines is the ideal airline for passengers in a wheelchair. The airline offers assistance at the departure airport regarding getting around, check-ins, security gates, and boarding. Also, passengers in a wheelchair flying with American Airlines will be offered assistance when transferring between gates at connecting airports. We recommend notifying the airline in advance if you need help during your flight.

  • Which airline should I fly with, Southwest Florida International Airport?

    Delta Air Lines guarantees you comfortable and reliable flights from Fort Myers to Milwaukee. This airline features spacious seating, exceptional customer service, modern fleets with onboard amenities, and extensive entertainment. Delta Air Lines is committed to its customers' safety, guaranteeing a smooth and enjoyable travel experience.

  • What is the cheapest flight from Fort Myers to Milwaukee?

    In the last 5 days, the lowest price for a flight from Fort Myers to Milwaukee was $138 for a one-way ticket and $283 for a round-trip.

  • Do I need a passport to fly between Fort Myers and Milwaukee?

    No

  • Which airports will I be using when flying from Fort Myers to Milwaukee?

    Fort Myers airport is called Fort Myers SW Florida Intl and the only airport in Milwaukee is Milwaukee-Mitchell.

  • Which airlines offer Wi-Fi service onboard planes from Fort Myers to Milwaukee?

    Only American Airlines offers inflight Wi-Fi service on the Fort Myers to Milwaukee flight route.

  • Which aircraft models fly most regularly from Fort Myers to Milwaukee?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Fort Myers to Milwaukee flight route.

  • Which airline alliances offer flights from Fort Myers to Milwaukee?

    oneworld, and SkyTeam are the airline alliances operating flights between Fort Myers and Milwaukee, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Fort Myers to Milwaukee, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Fort Myers to Milwaukee are Southwest and Delta. With an average price for the route of $445 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $445 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Fort Myers to Milwaukee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Fort Myers to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Fort Myers to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from Fort Myers is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Fort Myers to Milwaukee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Milwaukee with an airline and back to Fort Myers with another airline. Booking your flights between Fort Myers and MKE can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Fort Myers to Milwaukee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Milwaukee from Fort Myers up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Fort Myers to Milwaukee

  • Looking for a cheap flight? 25% of our users found flights on this route for $186 or less one-way.
  • Your departure airport on your trip from Fort Myers to Milwaukee will be Southwest Florida International Airport (RSW). This airport is the main airport serving the Florida area and is approximately 16 miles from Downtown Fort Myers. You can conveniently get to Southwest Florida International Airport from downtown by taxi or ride-sharing services that connect directly to the airport terminal.
  • If you must fly out of Southwest Florida International Airport early in the morning, consider staying at a hotel nearby. You will conveniently catch your early morning flight on time if you stay at Embassy Suites by Hilton Fort Myers. This hotel is near the airport and offers complimentary airport services to guests. Courtyard by Marriott Fort Myers Airport and Four Points by Sheraton Fort Myers Airport will also be ideal options for you.
  • You will land at Milwaukee Mitchell International Airport (MKE) from Fort Myers to Milwaukee. This airport is the busiest and primary airport serving the Milwaukee Metropolitan Area and is approximately 5 miles from Downtown Milwaukee. The most convenient way to get downtown from the airport is by rental car, taxi, or ride-sharing services.
  • We recommend booking your accommodation with Hyatt Place Milwaukee Airport if you land late at Hyatt Place Milwaukee Airport. This hotel is close to the airport and offers complimentary airport shuttle services for its guests. Other hotels that would be ideal for you include Hilton Garden Inn Milwaukee Airport, Courtyard by Marriott Milwaukee Airport, Holiday Inn Milwaukee Airport, and Candlewood Suites Milwaukee Airport.
  • Sun Country Airlines offers connecting flights between Fort Myers and Milwaukee via Minneapolis and is focused on providing environmentally sustainable services. This airline strives to reduce its carbon footprint through fuel efficiency, waste reduction, energy efficiency, and creating sustainability awareness in the industry and beyond.

Reviews of the top 4 airlines serving from Fort Myers to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying from Fort Myers to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Fort Myers to Milwaukee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4237 reviews
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
8.1Boarding
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

Five hour delays every hour, I wish it were all at once

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Aside from a completely packed plane, I really have no complaints.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

We had several flights and they were all on-time and flawless

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

Boarding and crew were great, but seats are terribly uncomfortable. No food or entertainment options.

Everything went very smoothly! Thanks for a great first experience flying with small children!

Crew members great. Everything else a 0! Got on plane at 530am. Got de boarded for mechanical issue. Supposed to leave by 830 am. Zero communication from gate agents. Then supposed to leave by 230pm. Then delayed till 330pm. Still zero communication with gate agents. All they would say is if you have an issue call the 1800 number. You call and sit on hold minimum 45 minutes for zero answer. Finally board at 345pm didn’t take off till after 4pm! Sat in airport for 11 hours with 4 adults and 3 kids. Finally offered a $100 (we are sorry) voucher for next trip. Missed whole day in Florida had to change reservations in Florida! Absolute joke of an airline! And I usually really like sun country.

Booked through Kayak for $236. They canceled the flight unknown to me; retaining $100 for canceling it. Found out when I went to check in. Rebooked the same flight for $400. Incredibly disappointed. The Sun Country part was as to be expected. Crowded, no food, no arm room but got me where I wanted to go.

3 seperate extremely rude unhelpful staff. Delayed flight. Lost my bag

Sat between 2 big men. I was uncomfortable. Flight was delayed twice. About 2 hours altogether.

It was a good experience. I do wish the seats were roomier. Also, I did not like being charged for my carry on bag

Exceptional take off and landing in snow and wind…thank you to the well skilled pilots!

I liked entertainment system being downloaded on my iPad. The selections were limited but I appreciated being able to use my own screen. The flight was just fine. My only issue was both terminals being far from the main airport. Especially stoning at LAX near midnight and having to wait for a bus to take us to baggage pickup. Very inconvenient.

Just fine but comfort is always an issue since the seats are so close

Everything you need to know for your flight from Fort Myers to Milwaukee

Information on your arrival and departure airports