RSW - MKE

$89 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 1/28. 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

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Everything you should know

Cheapest round-trip
$326
Typical prices: $340-$439
Southwest
Thu 10/15Tue 10/20
RSW - MKE • Non-stop
Cheapest non-stop
$374
Southwest
Fri 10/2Tue 10/6
RSW - MKE • Non-stop
Top airlines
Cheapest • from $326 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Top layover airports
Cheapest • Avg $359 (round-trip)
Shortest trip • 4h 25m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 28% compared to booking last minute.
Insights
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Insights
When to travel
Cheapest • 16% price drop
Most popular
Good to know
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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

Thu, Oct 15 - Tue, Oct 20
Southwest Logo
10:05 am - 12:05 pm
RSW
-
MKE
3h 00mnonstop
Southwest Logo
10:30 am - 5:05 pm
MKE
-
RSW
5h 35m
1 stop
$326Southwest
Thu, Oct 15 - Tue, Oct 20
American Airlines Logo
7:51 pm - 11:57 pm
RSW
-
MKE
5h 06m
1 stop
American Airlines Logo
8:45 am - 4:12 pm
MKE
-
RSW
6h 27m
1 stop
$331American Airlines
Thu, Jan 7 - Mon, Jan 11
Delta Logo
6:50 am - 11:15 am
RSW
-
MKE
5h 25m
1 stop
Delta Logo
6:40 pm - 12:35 am
MKE
-
RSW
4h 55m
1 stop
$331Delta
Tue, Sep 15 - Tue, Sep 22
Delta Logo
7:00 am - 11:40 am
RSW
-
MKE
5h 40m
1 stop
Delta Logo
6:30 am - 1:34 pm
MKE
-
RSW
6h 04m
1 stop
$331Delta
Thu, Sep 10 - Mon, Sep 14
Southwest Logo
5:25 pm - 9:25 pm
RSW
-
MKE
5h 00m
1 stop
Southwest Logo
4:25 pm - 10:05 pm
MKE
-
RSW
4h 40m
1 stop
$331Southwest
Tue, Sep 8 - Tue, Sep 15
American Airlines Logo
6:07 am - 10:57 am
RSW
-
MKE
5h 50m
1 stop
American Airlines Logo
2:02 pm - 9:50 pm
MKE
-
RSW
6h 48m
1 stop
$331American Airlines
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
12:15 pm - 9:00 pm
RSW
-
MKE
9h 45m
2 stops
United Airlines Logo
3:15 pm - 9:57 pm
MKE
-
RSW
5h 42m
1 stop
$336United Airlines
Thu, Oct 22 - Sun, Oct 25
Sun Country Air Logo
12:35 pm - 5:31 pm
RSW
-
MKE
5h 56m
1 stop
Sun Country Air Logo
6:35 pm - 10:46 am
MKE
-
RSW
15h 11m
1 stop
$385Sun Country Air
Fri, Oct 2 - Tue, Oct 6
United Airlines Logo
12:16 pm - 7:10 pm
RSW
-
MKE
7h 54m
2 stops
United Airlines Logo
6:15 am - 2:57 pm
MKE
-
RSW
7h 42m
1 stop
$389United Airlines
Wed, Nov 25 - Sun, Nov 29
Sun Country Air Logo
8:06 am - 5:38 pm
RSW
-
MKE
10h 32m
1 stop
Sun Country Air Logo
6:38 pm - 11:47 am
MKE
-
RSW
16h 09m
1 stop
$405Sun Country Air
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 October.

Flight prices are below average for this route right now.

Flights to Milwaukee from Fort Myers usually cost between $461 and $741 in October.
The lowest price found in the past 5 days was $326 on Southwest (Oct 15-Oct 20).

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 $558 and $490 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 1 stop layover the cheapest option at $412 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 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 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 season

January

Cheapest flight

$89
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 8% increase in price.
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 $89 for a one-way ticket and $326 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 $447 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $416 and an overall rating of 7.8.

  • 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

  • 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.
8.0
SouthwestOverall score based on 4229 reviews
8.1Boarding
7.5Entertainment
8.6Crew
7.0Food
8.0Comfort
Airline reviews

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

6.0 GoodVera, Jul 2026
MCO - BNA
Read more Southwest reviews

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

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

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!

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.

There were 20 wheel chairs to pre- board… suggestion for those that can walk to do so, and wouldn’t loose pre- board. Prob half of them walked. Our flight was over 45 minutes late, weather related we were told… hummm. We almost missed our connection in Baltimore. My A-27 boarding placement on Baltimore flight I paid $25 for had already gotten on plane. So lost that too. No time for lunch… no service on Baltimore to Hartford flight. No one checked that seat belts fastened etc. before that flight landed… The whole thing was just very stressful. I just don’t remember a Southwest experience being that way before.

very disappointed by plane having no power outlets for our electronics

I like SW’s approach to seating. This flight was about 1/2 hr late. The seats are uncomfortable. The snacks have too many ingredients to be food.

Noticed the width between seats seemed less. I wasn’t very comfortable. I’m of regular weight btw. We got graham cracker cookie snack, no choices. The bathrooms toilet roll was broken, and the light wouldn’t come on when I tried to close bathroom door.. I wasn’t sure it was locked?

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Wifi did not work and they only served water, coffee, or tea.

Great - This was the last flight before hurricane closures and did a quick turnaround to get the plane heading north. Much appreciated.

Had assistance at airport getting from arrivals gate to departure gate; I couldn't have managed without that extra help. Thank you Delta.

Crew was great! I need wheelchair assistance and they knew who I was and updated me that my chair was on its way and to just hang tight. There was some turbulence but the captain announced we would be going thru it and he handled the plane well. Landing was soft and his.

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

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.

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.

there are no options s for snack besides cookies would ve nice to have a salty option n

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

Very poor delay in dfw was really bad n long

I didn't like that my paid for seat was changed 2 hours before my flight.

The gate changed over 6 times in the 4 hours before this flight having us walking all over and back again. The agent told me that the American app and the airport monitors are not reliable and I should Google the flight number for accurate flight information! Shocking tip but the gate still kept changing anyway and then the flight was delayed an hour because of another maintenance issue. Not a great experience.

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.

I already filled out a survey for this flight. We booked through KAYAK with airfare assist, and airfare assist did not confirm or honor our flight. Therefore, we had to go to a different place with a different travel agency. I tried very hard with airfare assist, They also promoted this on cheapair.com, but it was a bait and switch in both instances.

No line to check my bag. Reasonable overweight fee. When the connection was late due to weather, the gate agent opened the door and let me on the second flight. The plane waited for my luggage transfer. My bag arrived on time at my final destination:)

I am upset with the hidden fees for bringing on an overhead carryon onto flight and also having to pay for my seat selection. This should all be part of the original price of the ticket. Very poor customer service

We were on a fairly long flight and they offered nothing for a snack (unless you paid) and then quickly gave you a drink and were never to be seen again. I would have loved a refill on my water but that was not an option. The flight attendants were standing on ther phone when we boarded and left and never even greeted us. Any other flight I have been on they would have welcomed us on the plane and again greeted us as we got off. Our landline transfer from MSP to Rochester on the other hand was FANTASTIC! We would highly recommend!

Our flight was delayed and there was no communication at the airport.

The worst from top to bottom. delayed flights, no help, had to spend extra money on shuttles to get me home because there was no support rom sun counrty, orbitz, or Kayak to help get me home.

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

Information on your arrival and departure airports