RSW - MKE

$79 Find Cheap Flights from Fort Myers to Milwaukee - Compare and Save

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Everything you should know

Cheapest round-trip
$178
Typical prices: $344-$528
Sun Country Air
Sun 1/21Wed 1/31
RSW - MKE • Non-stop
Cheapest one-way
$79
Typical prices: $165-$307
Sun Country Air
Sun 3/11
RSW - MKE • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 3h 04m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 24 weeks in advance save around 36% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $321 (round-trip)
Shortest trip • 4h 29m (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, Jan 21 - Sun, Jan 31
Sun Country Air Logo
1:40 pm - 3:57 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
3h 17mnonstop
Sun Country Air Logo
11:10 am - 3:10 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
3h 00mnonstop
$178Sun Country Air
Fri, Dec 25 - Thu, Jan 7
Sun Country Air Logo
9:50 pm - 11:57 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
3h 07mnonstop
Sun Country Air Logo
10:25 am - 2:25 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
3h 00mnonstop
$208Sun Country Air
Mon, Nov 16 - Mon, Nov 16
Southwest Logo
6:35 am - 12:00 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
6h 25m1 stop Baltimore/Washington
Southwest Logo
2:45 pm - 6:40 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
2h 55mnonstop
$282Southwest
Mon, Nov 16 - Mon, Nov 16
Southwest Logo
6:35 am - 12:00 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
6h 25m1 stop Baltimore/Washington
Southwest Logo
2:45 pm - 6:40 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
2h 55mnonstop
$282Southwest
Sat, Oct 17 - Sat, Oct 24
United Airlines Logo
2:14 pm - 9:25 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
8h 11m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 am - 11:11 amMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
5h 11m1 stop Chicago O'Hare Intl
$287United Airlines
Wed, Oct 14 - Sat, Oct 17
United Airlines Logo
2:14 pm - 7:10 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
5h 56m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 am - 11:11 amMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
5h 11m1 stop Chicago O'Hare Intl
$287United Airlines
Sat, Dec 5 - Sat, Dec 12
Delta Logo
7:00 am - 11:48 amRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
5h 48m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:50 pm - 11:11 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
6h 21m1 stop Minneapolis St Paul
$297Delta
Mon, Nov 16 - Mon, Nov 16
Delta Logo
5:30 am - 9:15 amRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
4h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:19 pm - 9:34 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
5h 15m1 stop Atlanta Hartsfield-Jackson
$297Delta
Sat, Oct 17 - Sat, Oct 24
American Airlines Logo
7:51 pm - 11:57 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
5h 06m1 stop Charlotte Douglas
American Airlines Logo
2:58 pm - 10:52 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
6h 54m1 stop Chicago O'Hare Intl
$297American Airlines
Sat, Oct 17 - Sat, Oct 24
American Airlines Logo
7:51 pm - 11:57 pmRSW  Fort Myers SW Florida Intl-MKE Milwaukee-Mitchell
5h 06m1 stop Charlotte Douglas
American Airlines Logo
10:54 am - 7:01 pmMKE  Milwaukee-Mitchell-RSW Fort Myers SW Florida Intl
7h 07m1 stop Charlotte Douglas
$301American 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 from Fort Myers to Milwaukee with more confidence.

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

Round-trip flights from Fort Myers to Milwaukee start at $178. Prices are below average for this route right now, with typical round-trip fares ranging from $344 to $528. The lowest price found in the past 5 days was $178 on Sun Country Air.

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

Thursday is the cheapest day of the week to fly from Fort Myers to Milwaukee, it is 14% cheaper than the average day. Saturday is the most expensive day with flight prices 19% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•October is the cheapest month to fly from Fort Myers to Milwaukee at $347 round-trip.
•August ($546) and May ($490) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 57% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Fort Myers to Milwaukee the cheapest?

Flights from Fort Myers to Milwaukee are cheapest 24 weeks before departure. Booking in this window typically costs about 36% 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

$79
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 4% 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

Your Fort Myers to Milwaukee flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • 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.

  • What airlines are available from Fort Myers to Milwaukee?

    Only Southwest operates flights between Fort Myers and Milwaukee.

  • 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 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

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

  • 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 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 $321 round-trip via Charlotte Douglas (CLT), compared to $419 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 $45–$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.

  • 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) - 54% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 20% of one-stop connections
    • Charlotte Douglas (CLT) - 12% of one-stop connections
    • Chicago Midway (MDW) - 6% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 28% on the Fort Myers to Milwaukee route. Thursday is the cheapest departure day at $375 round-trip on average, while Saturday is the most expensive at $519, a difference of $144. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • What popular places can I visit in Milwaukee?

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

  • 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 8:04 am
    • Latest: departs at 9:50 pm and lands at 12:54 am.

    The flight takes about 3h 04m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 26% above the route average of $435. Book 24 weeks before departure for the lowest fares.

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

    A nonstop flight from Fort Myers to Milwaukee takes 3h 04m, 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 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 $133, which is 41% below the typical average for this route.

  • 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 40m 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 car rental options are available at Milwaukee-Mitchell Airport (MKE)?

    Milwaukee-Mitchell Airport (MKE) hosts 5 major car rental companies, with daily rates starting from around $25 for economy cars. Top options include:
    • Dollar
    • Budget
    • Alamo
    • Hertz
    • Sixt

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

    Round-trip flights from Fort Myers to Milwaukee range from $344 to $528, with an average of $435 over the past 12 months. Anything below $344 counts as a good deal.

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 can be flexible, aim for a Thursday departure instead of Saturday. On this route, Thursday flights average $375 - about $144 less than Saturday (28% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 24 weeks before you fly. On this route, that window historically saves about 36% 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 October. Fares historically average $347 round-trip in that month - typically $199 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 Charlotte Douglas Airport (CLT) can be cheaper than flying direct. The cheapest layover option averages $321 round-trip on this route - about $98 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
    - Hyatt Place Milwaukee Airport
    - Holiday Inn & Suites Milwaukee Airport By IHG
  • 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

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Wednesday

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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

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Tuesday

Southwest

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Wednesday

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Thursday

Southwest

Southwest

Friday

Southwest

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Saturday

Southwest

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Sunday

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Southwest

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