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$86+ Cheap flights from Clearwater, FL to Milwaukee (MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MKE
May 7 — May 141
Thu 5/7
Thu 5/14
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to Milwaukee-Mitchell are usually found in October or August, booked 48 days in advance, depart on a Friday or Wednesday and return on a Monday

Cheap flight deals from Clearwater to Milwaukee

Cheapest flights from Clearwater to Milwaukee
Explore the most affordable flight options available from Clearwater to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 7, 2026.

This Priceline deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:02 am
TPA
-
MKE
1 stop8h 26m
Frontier
Mon 5/46:23 pm
MKE
-
TPA
1 stop5h 03m
Frontier
Deal found 4/4$160
This Expedia deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:30 am
TPA
-
MKE
1 stop11h 58m
Frontier
Mon 4/206:23 pm
MKE
-
TPA
1 stop5h 03m
Frontier
Deal found 4/3$200
This Frontier deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:45 am
TPA
-
MKE
1 stop10h 25m
Frontier
Fri 4/246:29 pm
MKE
-
TPA
1 stop10h 03m
Frontier
Deal found 4/5$255
This Frontier deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:20 am
TPA
-
MKE
1 stop11h 21m
Frontier
Mon 4/134:32 pm
MKE
-
TPA
1 stop6h 54m
Frontier
Deal found 4/4$256

Find flight deals from Clearwater to Milwaukee

Keep the following information in mind while searching for Clearwater to Milwaukee flight deals. Data was last updated April 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(Priceline)

One-way from

$86
(Frontier)

Popular in

January

Cheapest in

October

Average price

$450
Provider with most accurate pricing for Tampa-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-Milwaukee-Mitchell flights.
Search Deals
From Clearwater to Milwaukee-Mitchell
Search Deals
One-way flight from Clearwater to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Clearwater to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 7, 2026.
Use the filters below to find and compare flights from Clearwater to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Tue 5/19

9:55 am-4:05 pm

2 stops7h 10m

Milwaukee-Mitchell

Thu 5/21

4:50 pm-12:05 am

1 stop6h 15m

$416
Quickest round-trip

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Sun 5/31

7:56 pm-11:53 pm

1 stop4h 57m

Milwaukee-Mitchell

Sat 6/6

4:02 pm-9:57 pm

1 stop4h 55m

$442

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Sun 5/3

4:20 pm-11:40 pm

1 stop8h 20m

Milwaukee-Mitchell

Thu 5/7

4:50 pm-12:05 am

1 stop6h 15m

$447

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Fri 7/10

7:45 pm-12:09 am

1 stop5h 24m

Milwaukee-Mitchell

Tue 7/14

12:05 pm-6:20 pm

1 stop5h 15m

$449

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Thu 8/20

6:55 am-11:11 am

1 stop5h 16m

Milwaukee-Mitchell

Sun 8/23

4:15 pm-12:20 am

1 stop7h 05m

$451

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Thu 7/9

9:45 am-4:55 pm

1 stop8h 10m

Milwaukee-Mitchell

Mon 7/13

4:30 pm-12:15 am

1 stop6h 45m

$451

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Thu 7/16

7:20 am-1:50 pm

1 stop7h 30m

Milwaukee-Mitchell

Sun 7/19

10:11 am-5:49 pm

1 stop6h 38m

$451

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Thu 4/30

6:44 pm-10:33 pm

1 stop4h 49m

Milwaukee-Mitchell

Sun 5/3

5:10 am-3:28 pm

2 stops9h 18m

$452

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Sun 6/21

7:27 pm-11:59 pm

1 stop5h 32m

Milwaukee-Mitchell

Thu 7/2

6:05 am-3:15 pm

2 stops8h 10m

$456

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Tue 5/5

4:50 pm-8:48 pm

1 stop4h 58m

Milwaukee-Mitchell

Wed 5/6

3:25 pm-10:17 pm

1 stop5h 52m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 21 resultsSorted by cheapest first
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Best time to book a flight from Clearwater to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Clearwater with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Clearwater to Milwaukee

How far ahead should I book a flight from Clearwater to Milwaukee?

Use this chart to determine the optimal time to book a round-trip flight from Clearwater to Milwaukee. Price data was last updated on April 3, 2026.

The best time to book flights from Clearwater to Milwaukee is 48 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Clearwater to Milwaukee?

Currently, September is the cheapest month in which you can book a flight from Clearwater to Milwaukee (average of $46). Flying from Clearwater to Milwaukee in June is currently the most expensive (average of $100). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CL9 to MKE?

Find hourly flight availability from Clearwater to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 7, 2026.

One of the essential ways to save on airfare from Clearwater to Milwaukee is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 15% on airfare.

What is the cheapest day to fly from Clearwater to Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from Clearwater to Milwaukee. Price data was last updated on April 4, 2026.

Travelers seeking maximum savings on their Clearwater to Milwaukee flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Clearwater to Milwaukee?

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated April 7, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Clearwater to Milwaukee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,338 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,338 reviews
Southwest
8.0
Very good
4,338 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,384 reviews
Southwest
8.0
Very good
4,338 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,546 reviews
Southwest
8.0
Very good
4,338 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,598 reviews
Southwest
8.0
Very good
4,338 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
3,000 reviews
Southwest
8.0
Very good
4,338 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Clearwater to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Milwaukee from Clearwater?

    Most people fly into Milwaukee-Mitchell (MKE) if they book a flight to Milwaukee from Clearwater. On average, Milwaukee-Mitchell has 0 inbound flights from Clearwater per day from 7 airlines. Milwaukee-Mitchell is conveniently located just 6.4 mi from Milwaukee’s city center.

  • How long is the flight from Clearwater to Milwaukee?

    A quick flight from Clearwater to Milwaukee can take about 2h 45m. Southwest provides one of the quickest options available for as low as $369. Clearwater and Milwaukee are separated by a distance of 1076 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Clearwater to Milwaukee one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $75. American Airlines flights start at $88 while deals on Delta start at $116 one-way.

  • What are the most reliable airlines from Clearwater to Milwaukee?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Clearwater to Milwaukee on time: Frontier (83%), Volaris (78%), Sun Country Air (63%).

  • What are the cheapest flights from Clearwater to Milwaukee?

    While on average a flight from Clearwater to Milwaukee is generally $284, our data shows the cheapest flight currently is $99. When looking at the most popular route, (Tampa - Milwaukee-Mitchell), you can expect to pay $295 for that flight.

  • Can I find deals for flights from Clearwater to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Clearwater to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Clearwater to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Clearwater to Milwaukee.

  • Can I find deals for business class flights from Clearwater to Milwaukee?

    Yes. Cheapflights offers flight deals from Clearwater to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Clearwater to Milwaukee?

    Currently, September is the cheapest month in which you can book a flight from Clearwater to Milwaukee (average of $46). Flying from Clearwater to Milwaukee in June is currently the most expensive (average of $100). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa

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Alternative routes for Clearwater to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Clearwater to Milwaukee

Discover the top 7 airlines that operate flights from Clearwater to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$221FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$60Average$178FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$69Average$148FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$104Average$439FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$388FlexibilityNo cancel feeOn-time71%
DeltaCheapest$187Average$411FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$207Average$419FlexibilityNo cancel feeOn-time63%

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