RSW - MKE

$111 Find Cheap Flights from Fort Myers to Milwaukee

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 7/10. 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.
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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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Flights Deals

Cheap Flights from Fort Myers to Milwaukee

 
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.

Recent round-trip flight deals from Fort Myers to Milwaukee

KAYAK's recommended round-trip deals from the most popular airlines that fly from Fort Myers to Milwaukee.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
7:55 pm - 6:40 amRSW-MKE
11h 45m1 stop
Spirit Airlines Logo
7:45 am - 7:00 pmMKE-RSW
10h 15m1 stop
$222Spirit Airlines
Find Deal
Thu, Sep 11 - Mon, Sep 15
 Logo
7:55 pm - 6:40 amRSW-MKE
11h 45m1 stop
 Logo
6:23 pm - 10:42 amMKE-RSW
15h 19m1 stop
Thu, Jul 17 - Sun, Jul 20
Sun Country Air Logo
6:55 am - 5:23 pmRSW-MKE
11h 28m1 stop
Sun Country Air Logo
6:41 pm - 10:42 amMKE-RSW
15h 01m1 stop
$260Sun Country Air
Find Deal
Thu, Jun 26 - Sun, Jun 29
Sun Country Air Logo
8:00 am - 5:11 pmRSW-MKE
10h 11m1 stop
Sun Country Air Logo
6:35 pm - 10:36 amMKE-RSW
15h 01m1 stop
$265Sun Country Air
Find Deal
Thu, Jun 12 - Sun, Jun 15
Delta Logo
11:50 am - 7:46 pmRSW-MKE
8h 56m1 stop
Delta Logo
1:08 pm - 9:48 pmMKE-RSW
7h 40m1 stop
$317Delta
Find Deal
Thu, May 15 - Tue, May 20
Southwest Logo
12:00 pm - 2:00 pmRSW-MKE
3h 00mnonstop
Southwest Logo
9:00 am - 12:45 pmMKE-RSW
2h 45mnonstop
$321Southwest
Find Deal
Wed, Jun 18 - Tue, Jun 24
Southwest Logo
7:05 am - 10:40 amRSW-MKE
4h 35m1 stop
Southwest Logo
9:00 am - 12:45 pmMKE-RSW
2h 45mnonstop
$324Southwest
Find Deal
Wed, Jun 18 - Tue, Jun 24
American Airlines Logo
11:33 am - 5:36 pmRSW-MKE
7h 03m1 stop
American Airlines Logo
7:07 am - 12:54 pmMKE-RSW
4h 47m1 stop
$327American Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
American Airlines Logo
6:00 am - 2:02 pmRSW-MKE
9h 02m2 stops
American Airlines Logo
6:00 am - 1:45 pmMKE-RSW
6h 45m1 stop
$332American Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
Delta Logo
6:45 am - 11:30 amRSW-MKE
5h 45m1 stop
Delta Logo
4:56 pm - 12:45 amMKE-RSW
6h 49m1 stop
$399Delta
Find Deal
Mon, Jul 28 - Thu, Jul 31
Expert advice

Expert advice for your flight from Fort Myers to Milwaukee

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Southwest

Southwest offers two free checked bags up to 50 pounds each, ideal for family travel.


Download the Southwest app for easy flight check-in and updates.

Read more about Southwestby Blane Bachelor
Sun Country Air

Sun Country's Best seats offer 34 inches of legroom and preferred boarding.


Use the Sun Country app for simple check-in and mobile boarding passes.

Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

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.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on Sun Country Air

Daniel Scheffler

Daniel Scheffler

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.

Read more
Useful Info

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.

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, Tuesday is the most expensive day to fly from Fort Myers to Milwaukee. For your return ticket, we recommend flying on a Sunday 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 February, where tickets cost $296 (return) on average. On the other hand, the most expensive months are October and November, where the average cost of round-trip tickets is $691 and $447 respectively.

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. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonFebruary
High seasonAugust
Cheapest flight$111
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 17% 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 3 days, the lowest price for a flight from Fort Myers to Milwaukee was $111 for a one-way ticket and $222 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 737-800 Passenger/BBJ2 (winglets) is the aircraft model that flies most regularly on the Fort Myers to Milwaukee flight route.

  • On which days can I fly direct from Fort Myers to Milwaukee?

    There are nonstop flights from Fort Myers to Milwaukee on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Fort Myers to Milwaukee are Delta and Southwest. With an average price for the route of $369 and an overall rating of 8.0, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $462 and an overall rating of 8.0.

  • 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 $146 or less one-way and $355 or less round-trip.
  • 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.

Prefer to fly direct from Fort Myers to Milwaukee?

Find which airlines fly direct from Fort Myers SW Florida Intl Airport to Milwaukee-Mitchell Airport, which days they fly and book direct flights.

Direct departures

Fort Myers SW Florida Intl to Milwaukee-Mitchell

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Milwaukee-Mitchell to Fort Myers SW Florida Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top 5 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 4293 reviews
8.2Boarding
8.6Crew
7.6Entertainment
7.1Food
8.0Comfort
Airline reviews

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

6.0 GoodJennifer, Apr 2025FLL - RDU
Read more Southwest reviews

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

Easy to book and to get check in and get on and off.

Everything worked well. Crew was as entertaining as is possible on a plane flight. Southwest still has good legroom:

Glad flight made it out. So many delays due to hurricane. everyone did a great job.

The flight was delayed about 20 minutes, but this was an evening flight, so it comes as no surprise. This flight came a good 1.5 days ahead of hurricane Helene which was still far out in the gulf. However, the flight never removed the seated buckle light. The staff announced from the beginning that due to the bad weather (I suppose the hurricane a day and a half away) they would have to do an abbreviated service with water and a snack. I am fine with their water and snack offering, but this was one of the smoothest flights I've had in years. If Southwest believes a flight like this requires everyone to remain seated, then all of their flights should remain buckled for the entire flight. I cannot help but wonder if things like this are a sneaky way to cut back on expenses since the airline is currently under a lot of pressure to reduce costs.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

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?

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

A bit rush for transit. Food and entertainment are not available

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Food and flight attendents with positive dispositions and friendly behavior, more professional attitudes

We paid extra for the seats with extra leg room. But we were not allocated the seats with extra leg room nor refunded the money we paid for the seats.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

I liked all the informational texts. I always knew where to go and when .

Liked the hospitality . The ight took us 6 hrs to get from fort myers to ewr.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Crew professional. Easy bag drop off. On time. Good entertainment.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Per usual, flight status, staff courtesy and professionalism were excellent

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

We almost missed our return flight. We got to the gate one minute from closing the cabin door, and the agent got us aboard the plane! We are so very grateful!!!!!

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.

Flight was delayed in phoenix by 1 hour. When Kenny got to minneapolis st paul, Kenny missed his connecting flight to Duluth on Sun country air. Sun country customer service did nothing to help Kenny get home to Duluth. We will not fly with sun country ever again.

When we landed in Minneapolis from Providence, the ground crew was unable to move the jet bridge to meet our plane because the wheels were frozen. We waited patiently on the plane for about 45 minutes while they tried to solve this problem. It was mind boggling that this would not be more quickly resolved, or anticipated, in a place where sever winter weather is the norm. We stressed about meeting our connecting flight to Portland, which we assumed would be our only option for that day. Fortunately, when we finally raced from our gate to the next one, that Sun Country flight had been delayed so we didn't miss it. We decided not to take anything but direct flights from now on, no matter how much cheaper.

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 had paid for a seat assignment at the time of reservation but when I checked in the night before it wasn’t there. Had to purchase another seat.

So unprofessional. They changed my connecting flight to a time that made it literally impossible to make the flight with no way to contact them or reject the changes. When I missed the flight as expected, there was no one to be found at their ticketing counter and the phone support put me on hold for an indefinite time. Since they didn't have another flight that day, all sun country air personell had left the airport (this was at 7pm) and my only options were to get a hotel for the night and come back the next afternoon to hopefully get rescheduled or buy a flight with another airline.

I purchased an aisle seat but was put in the middle seat surrounded by families with small sick children (3). That can happen anytime and I was prepared. The ticket agent questioned why I hadn’t paid for my luggage and had to explain that 2 pieces were included with my ticket. I hate that nickel and diming attitude. Please inform your staff better.

I know the airline has been open for 40 years and the flight crew looked just as old. The flight attendants were not friendly and rude. They should think of retiring this crew.

The crew was friendly, but I only got a drink, no food.

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

Information on your arrival and departure airports

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