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$55+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MKE
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to Milwaukee-Mitchell are usually found in March or April, booked 39 days in advance, depart on a Friday or Tuesday and return on a Monday

Cheap flight deals from Clearwater to Milwaukee

Keep the following information in mind while searching for Clearwater to Milwaukee flight deals. Data was last updated November 10, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$177
(American Airlines)

One-way from

$55
(Priceline)

Popular in

November

Cheapest in

March

Average price

$462
Provider with most accurate pricing for Tampa-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Tampa-Milwaukee-Mitchell flights.
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From Clearwater to Milwaukee-Mitchell
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One-way flight from Clearwater to Milwaukee-Mitchell
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Highest demand for flights based on searches. 7% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 10, 2025.

This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:24 amTPA - MKE
1 stop8h 37mAmerican Airlines
Wed 12/103:45 pmMKE - TPA
1 stop6h 30mAmerican Airlines
Deal found 11/10$177
This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:20 amTPA - MKE
1 stop6h 44mAmerican Airlines
Mon 12/85:00 amMKE - TPA
1 stop6h 30mAmerican Airlines
Deal found 11/10$184
This American Airlines deal was found by Cheapflights users on 11/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/41:53 pmTPA - MKE
1 stop5h 05mAmerican Airlines
Mon 12/88:53 amMKE - TPA
1 stop5h 48mAmerican Airlines
Deal found 11/8$192
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:30 amTPA - MKE
1 stop4h 58mDelta
Sat 12/137:00 amMKE - TPA
1 stop6h 57mDelta
Deal found 11/10$197
This American Airlines deal was found by Cheapflights users on 11/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:20 amTPA - MKE
1 stop6h 44mAmerican Airlines
Thu 12/186:05 amMKE - TPA
1 stop5h 52mAmerican Airlines
Deal found 11/8$235
This Southwest deal was found by Cheapflights users on 11/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/410:40 amTPA - MKE
2 stops10h 40mSouthwest
Mon 12/85:05 amMKE - TPA
1 stop7h 25mSouthwest
Deal found 11/8$236
This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:20 amTPA - MKE
1 stop6h 44mAmerican Airlines
Sat 12/135:00 amMKE - TPA
2 stops6h 57mAmerican Airlines
Deal found 11/10$240
This Southwest deal was found by Cheapflights users on 11/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/82:15 pmTPA - MKE
1 stop7h 05mSouthwest
Thu 12/1812:10 pmMKE - TPA
2 stops8h 00mSouthwest
Deal found 11/8$276

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 November 10, 2025.
Use the filters below to find and compare flights from Clearwater to Milwaukee that are best for you.

Fly from

Clearwater

Fly to

Milwaukee

Route

Depart

Return

Price

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Mon 12/8

2:15 pm-8:20 pm

1 stop7h 05m

Milwaukee-Mitchell

Thu 12/18

12:10 pm-9:10 pm

2 stops8h 00m

$276

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Wed 12/3

1:35 pm-3:25 pm

Nonstop2h 50m

Milwaukee-Mitchell

Wed 12/10

3:50 pm-10:40 pm

1 stop5h 50m

$284

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Wed 1/7

10:00 am-5:00 pm

1 stop8h 00m

Milwaukee-Mitchell

Sun 1/11

3:10 pm-10:35 pm

1 stop6h 25m

$288

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Sat 12/6

9:30 am-3:25 pm

1 stop6h 55m

Milwaukee-Mitchell

Sun 12/7

5:50 am-11:15 am

1 stop4h 25m

$295

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Fri 11/21

10:29 pm-7:09 pm

1 stop21h 40m

Milwaukee-Mitchell

Tue 11/25

7:54 pm-5:54 pm

1 stop21h 00m

$331

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Thu 11/27

7:15 am-2:30 pm

2 stops8h 15m

Milwaukee-Mitchell

Wed 12/3

4:05 pm-9:30 pm

1 stop4h 25m

$347

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Fri 12/5

8:40 am-5:30 pm

2 stops9h 50m

Milwaukee-Mitchell

Sat 12/6

6:15 am-4:40 pm

2 stops9h 25m

$379

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Tue 2/3

7:55 am-6:25 pm

2 stops11h 30m

$94

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Tue 1/20

9:30 am-3:56 pm

2 stops7h 26m

$94

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Thu 1/15

9:30 am-3:20 pm

1 stop6h 50m

$96

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 16 results
1
2

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 November 7, 2025.

The best time to book flights from Clearwater to Milwaukee is 39 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, January is the cheapest month in which you can book a flight from Clearwater to Milwaukee (average of $31). Flying from Clearwater to Milwaukee in June is currently the most expensive (average of $107). 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 November 10, 2025.

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 afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 11% 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 November 2, 2025.

Travelers seeking maximum savings on their Clearwater to Milwaukee flight should consider departing on Saturday evenings 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.

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 November 10, 2025.
See what other customers who have flown with Southwest, Delta, and American 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
4,235 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,007 reviews
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,045 reviews
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,136 reviews
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,113 reviews
Southwest
8.0
Very good
4,235 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 7h 05m. Southwest provides one of the quickest options available for as low as $276. Clearwater and Milwaukee are separated by a distance of 1076 mi.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $94. American Airlines flights start at $94 while deals on Delta start at $99 one-way.

  • What are the cheapest flights from Clearwater to Milwaukee?

    While on average a flight from Clearwater to Milwaukee is generally $232, our data shows the cheapest flight currently is $54. When looking at the most popular route, (Tampa - Milwaukee-Mitchell), you can expect to pay $273 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, January is the cheapest month in which you can book a flight from Clearwater to Milwaukee (average of $31). Flying from Clearwater to Milwaukee in June is currently the most expensive (average of $107). 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
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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$76Average$181FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$79Average$148FlexibilityNo cancel feeOn-time83%
FrontierCheapest$98Average$182FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$401FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$194Average$352FlexibilityNo cancel feeOn-time69%
DeltaCheapest$196Average$393FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$252Average$409FlexibilityNo cancel feeOn-time63%

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