RSW - MKE

$89 Find Cheap Flights from Fort Myers to Milwaukee - Compare and Save

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Everything you should know

Cheapest round-trip
$277
Typical prices: $357-$524
Sun Country Air
Sun 2/18Wed 2/21
RSW - MKE • Non-stop
Cheapest one-way
$89
Typical prices: $166-$309
Sun Country Air
Sat 12/29
RSW - MKE • Non-stop
Nonstop flights
You can fly direct with Southwest and Sun Country Air. Average duration is 3h 08m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 11 weeks in advance save around 40% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 17% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $366 (round-trip)
Shortest trip • 4h 41m (one-way)
Insights
Insights
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Expert advice
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Fort Myers to Milwaukee

Thu, Feb 18 - Sun, Feb 21
Sun Country Air Logo
6:45 am - 8:54 amRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
3h 09mnonstop
Sun Country Air Logo
11:10 am - 3:08 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
2h 58mnonstop
$277Sun Country Air
Sat, Jan 16 - Sat, Jan 30
Southwest Logo
7:30 am - 9:40 amRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
3h 10mnonstop
Southwest Logo
5:30 pm - 9:25 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
2h 55mnonstop
$277Southwest
Sat, Dec 12 - Mon, Dec 14
Southwest Logo
7:40 am - 9:40 amRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
3h 00mnonstop
Southwest Logo
7:15 am - 11:10 amMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
2h 55mnonstop
$277Southwest
Thu, Jan 7 - Mon, Jan 11
Delta Logo
4:24 pm - 9:27 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
6h 03m1 stop Minneapolis St Paul
Delta Logo
7:00 am - 1:00 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
5h 00m1 stop Atlanta Hartsfield-Jackson
$287Delta
Tue, Dec 1 - Thu, Dec 10
Delta Logo
5:20 am - 9:13 amRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
4h 53m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:53 pm - 6:51 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
4h 58m1 stop Atlanta Hartsfield-Jackson
$287Delta
Fri, Dec 4 - Mon, Dec 7
American Airlines Logo
8:37 am - 2:21 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
6h 44m1 stop Chicago O'Hare Intl
American Airlines Logo
11:47 am - 6:33 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
5h 46m1 stop Chicago O'Hare Intl
$287American Airlines
Wed, Jan 20 - Fri, Jan 29
United Airlines Logo
6:10 pm - 10:31 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
5h 21m1 stop Chicago O'Hare Intl
United Airlines Logo
8:40 am - 5:07 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
7h 27m1 stop Chicago O'Hare Intl
$287United Airlines
Sat, Jan 16 - Sat, Jan 30
United Airlines Logo
7:19 am - 2:00 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
7h 41m1 stop Chicago O'Hare Intl
United Airlines Logo
10:35 am - 5:03 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
5h 28m1 stop Chicago O'Hare Intl
$287United Airlines
Mon, Dec 21 - Thu, Dec 31
Sun Country Air Logo
9:00 pm - 11:12 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
3h 12mnonstop
Sun Country Air Logo
10:35 am - 2:41 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
3h 06mnonstop
$357Sun Country Air
Mon, Dec 21 - Thu, Dec 31
American Airlines Logo
1:41 pm - 5:56 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
5h 15m1 stop Charlotte Douglas
American Airlines Logo
2:07 pm - 11:06 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
7h 59m1 stop Chicago O'Hare Intl
$393American Airlines
Booking Insights

Price, demand and travel trends for Fort Myers to Milwaukee flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Fort Myers to Milwaukee typically range from $357 to $524. The lowest price found in the past 5 days was $277, on Sun Country Air.

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

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Fort Myers to Milwaukee. It’s 9% cheaper than the average day, while Friday is the most expensive, with prices 8% higher.

What’s the cheapest month to fly from Fort Myers to Milwaukee?

•February and September are the cheapest months to fly from Fort Myers to Milwaukee at $366 round-trip.
•August ($546) and May ($531) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 49% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Fort Myers to Milwaukee the cheapest?

Flights from Fort Myers to Milwaukee are cheapest 11 weeks before departure. Booking in this window typically costs about 40% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Fort Myers to Milwaukee

 
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.

Key details for Fort Myers to Milwaukee flights

Low season

July

Cheapest flight

$89
Beat the crowds with an average 30% drop in travelers.
The most popular month to fly with an average 28% increase in travelers.
One-way 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

Your Fort Myers to Milwaukee flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Fort Myers to Milwaukee?

    These are the earliest and latest flight times available from Fort Myers to Milwaukee:

    • Earliest: departs at 5:00 am and lands at 8:08 am
    • Latest: departs at 9:50 pm and lands at 12:58 am.

    The flight takes about 3h 08m.

  • What cabin classes can I book on flights from Fort Myers to Milwaukee?

    Only Economy Class is available on flights from Fort Myers to Milwaukee.

  • How long is a flight from Fort Myers to Milwaukee?

    A nonstop flight from Fort Myers to Milwaukee takes 3h 08m, covering 1,184 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Fort Myers to Milwaukee flight?

    Round-trip flights from Fort Myers to Milwaukee range from $357 to $524, with an average of $443 over the past 12 months. Anything below $357 counts as a good deal.

  • How expensive are last-minute Fort Myers to Milwaukee flights?

    Last-minute fares on this route (booked within two weeks of departure) run 24% above the $443 route average. Book 11 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Fort Myers to Milwaukee?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $366 round-trip via Lambert-St Louis (STL), compared to $425 for nonstop.

  • What is the standard checked-bag allowance on flights from Fort Myers to Milwaukee?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Fort Myers to Milwaukee?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest. Other aircraft seen on the route include Boeing 737-800 Passenger/BBJ2 (winglets) variants.

  • How are flight departures from Fort Myers to Milwaukee spread across the day?

    Morning is the busiest departure period on Fort Myers to Milwaukee flights, with 50% of flights leaving in that window. Evening departures account for 50%, afternoon flights for 0%, and night flights for 0%.

  • Have flight prices from Fort Myers to Milwaukee changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $277 to $2,523. That means the highest observed fare was about 9x higher than the lowest one.

  • Which airlines offer Wi-Fi on Fort Myers to Milwaukee flights?

    JetBlue is the only airline on the Fort Myers to Milwaukee route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Fort Myers to Milwaukee looking right now?

    One-way fares from Fort Myers to Milwaukee are currently lower than usual. Average one-way flight prices are about $132, which is 42% below the typical average for this route.

  • What car rental options are available at Milwaukee-Mitchell Airport (MKE)?

    Milwaukee-Mitchell Airport (MKE) hosts 5 major car rental companies, with daily rates averaging $67 for economy cars. Top options include:

    • Dollar
    • Budget
    • Hertz
    • Alamo
    • Sixt

  • Which airports can I use when flying from Fort Myers to Milwaukee?

    Flights from Fort Myers to Milwaukee usually depart from Fort Myers SW Florida Intl (RSW) and arrive at Milwaukee-Mitchell (MKE).

  • Which airports do connecting flights from Fort Myers to Milwaukee pass through?

    One-stop flights from Fort Myers to Milwaukee most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 51% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 22% of one-stop connections
    • Charlotte Douglas (CLT) - 16% of one-stop connections
    • Chicago Midway (MDW) - 7% of one-stop connections

  • Can I save money by using flexible dates for flights from Fort Myers to Milwaukee?

    Yes. Flexible dates can save you up to 16% on flights from Fort Myers to Milwaukee. Thursday is the cheapest departure day at $406 round-trip on average, while Friday is the most expensive at $479, a difference of $73.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Fort Myers to Milwaukee?

    2 airlines operate flights between Fort Myers and Milwaukee. The airlines offering nonstop flights on this route include:

    • Southwest
    • Sun Country Air

  • How much time can I save by choosing a different layover airport from Fort Myers to Milwaukee?

    Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 4h 29m, compared with 4h 41m via Chicago Midway (MDW) and 5h 01m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Fort Myers and Milwaukee?

    Milwaukee is 1 hour behind Fort Myers (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Milwaukee?

    Some of the most popular sights in Milwaukee are Fiserv Forum, Riverside Theater and Pabst Theater. These are among the most viewed places in Milwaukee on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Fort Myers to Milwaukee flights?

    Among airlines operating Fort Myers to Milwaukee flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Fort Myers to Milwaukee flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag in Economy Class class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • 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.

Your guide to booking Fort Myers to Milwaukee flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Friday. On this route, Thursday flights average $406, about $73 less than Friday fares (15% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 11 weeks before you fly. On this route, that window historically saves about 40% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Fort Myers to Milwaukee trip for February. Fares historically average $366 round-trip in that month - typically $180 less than the most expensive month, which is August (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Lambert-St Louis Airport (STL) can be cheaper than flying direct. The cheapest layover option averages $366 round-trip on this route - about $59 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Milwaukee-Mitchell Airport.

    • Best Western Plus Milwaukee Airport Hotel & Conference Center
    • Hampton Inn Milwaukee-Airport
    • Super 8 by Wyndham Milwaukee Airport
  • 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,Sun Country Air

Southwest,Sun Country Air

Tuesday

Southwest,Sun Country Air

Southwest,Sun Country Air

Wednesday

Southwest,Sun Country Air

Southwest,Sun Country Air

Thursday

Southwest,Sun Country Air

Southwest,Sun Country Air

Friday

Southwest,Sun Country Air

Southwest,Sun Country Air

Saturday

Southwest,Sun Country Air

Southwest,Sun Country Air

Sunday

Southwest,Sun Country Air

Southwest,Sun Country Air

See more direct flights

Direct returns

Milwaukee-Mitchell to Fort Myers SW Florida Intl

Monday

Southwest,Sun Country Air

Southwest,Sun Country Air

Tuesday

Southwest,Sun Country Air

Southwest,Sun Country Air

Wednesday

Southwest,Sun Country Air

Southwest,Sun Country Air

Thursday

Southwest,Sun Country Air

Southwest,Sun Country Air

Friday

Southwest,Sun Country Air

Southwest,Sun Country Air

Saturday

Southwest,Sun Country Air

Southwest,Sun Country Air

Sunday

Southwest,Sun Country Air

Southwest,Sun Country Air

See more direct flights

More options for your flight from Fort Myers to Milwaukee

Complete your trip to Milwaukee with a hotel stay or car rental