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$49+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MKE
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
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 Saturday or Monday 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 December 16, 2025.

This Expedia deal was found by Cheapflights users on 12/15. 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 12/265:45 amTPA - MKE
1 stop5h 08mMultiple Airlines
Sun 1/48:15 pmMKE - TPA
2 stops12h 43mMultiple Airlines
Deal found 12/15$308
This Sun Country Air deal was found by Cheapflights users on 12/15. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:15 amTPA - MKE
1 stop11h 18mSun Country Air
Sun 1/48:14 pmMKE - TPA
1 stop13h 24mSun Country Air
Deal found 12/15$325
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:03 pmTPA - MKE
2 stops23h 17mMultiple Airlines
Sun 1/48:14 pmMKE - TPA
1 stop13h 24mMultiple Airlines
Deal found 12/14$356
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/1811:20 amTPA - MKE
1 stop6h 41mAmerican Airlines
Tue 1/612:07 pmMKE - TPA
1 stop6h 52mAmerican Airlines
Deal found 12/16$360
This Orbitz deal was found by Cheapflights users on 12/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/208:31 amTPA - MKE
2 stops11h 49mMultiple Airlines
Mon 1/1910:43 amMKE - TPA
1 stop6h 46mMultiple Airlines
Deal found 12/15$385
This Expedia deal was found by Cheapflights users on 12/14. 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.
Sun 12/288:31 amTPA - MKE
2 stops11h 49mSpirit Airlines
Sun 1/48:15 pmMKE - TPA
2 stops12h 43mSpirit Airlines
Deal found 12/14$388
This Sun Country Air deal was found by Cheapflights users on 12/15. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:11 pmTPA - MKE
1 stop26h 04mSun Country Air
Fri 1/24:49 pmMKE - TPA
1 stop16h 21mSun Country Air
Deal found 12/15$395
This Expedia deal was found by Cheapflights users on 12/15. 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 12/268:31 amTPA - MKE
2 stops11h 49mSpirit Airlines
Sun 1/48:15 pmMKE - TPA
2 stops12h 43mSpirit Airlines
Deal found 12/15$423
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:00 amTPA - MKE
1 stop8h 52mUnited Airlines
Mon 1/195:00 amMKE - TPA
1 stop5h 08mUnited Airlines
Deal found 12/15$425
This Booking.com deal was found by Cheapflights users on 12/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:45 amTPA - MKE
1 stop5h 08mFrontier
Mon 12/2910:48 amMKE - TPA
1 stop7h 02mFrontier
Deal found 12/16$435
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1812:35 pmTPA - MKE
1 stop7h 18mUnited Airlines
Tue 1/610:30 amMKE - TPA
2 stops10h 28mUnited Airlines
Deal found 12/14$445

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 December 16, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$98
(Priceline)

One-way from

$49
(Frontier)

Popular in

December

Cheapest in

March

Average price

$506
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. 18% potential increase in price ($85 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 16, 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

Thu 1/15

9:36 am-1:53 pm

1 stop5h 17m

Milwaukee-Mitchell

Mon 1/19

5:00 am-11:08 am

1 stop5h 08m

$213

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Wed 2/25

5:39 pm-11:42 pm

1 stop7h 03m

Milwaukee-Mitchell

Wed 3/4

6:00 am-12:39 pm

1 stop5h 39m

$213

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Wed 1/7

5:15 pm-10:59 pm

1 stop6h 44m

Milwaukee-Mitchell

Wed 1/14

11:30 am-7:38 pm

1 stop7h 08m

$213

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Thu 1/29

9:36 am-1:53 pm

1 stop5h 17m

Milwaukee-Mitchell

Sat 1/31

7:50 am-5:57 pm

1 stop9h 07m

$213

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Thu 1/22

4:30 pm-10:56 pm

1 stop7h 26m

Milwaukee-Mitchell

Sat 1/24

10:30 am-5:48 pm

1 stop6h 18m

$213

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Wed 2/4

4:30 pm-10:56 pm

1 stop7h 26m

Milwaukee-Mitchell

Sat 2/7

10:59 am-6:25 pm

1 stop6h 26m

$213

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Sat 1/17

4:30 pm-8:48 pm

1 stop5h 18m

Milwaukee-Mitchell

Sat 1/24

6:00 am-3:29 pm

2 stops8h 29m

$218

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Wed 2/25

9:45 am-2:05 pm

1 stop5h 20m

Milwaukee-Mitchell

Wed 3/4

6:00 am-3:25 pm

2 stops8h 25m

$218

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Wed 1/28

4:30 pm-9:59 pm

1 stop6h 29m

Milwaukee-Mitchell

Thu 1/29

5:00 am-11:08 am

1 stop5h 08m

$275

TampaMilwaukee

TPA - MKE

TPAMKE

Tampa

Thu 1/22

7:30 am-1:53 pm

1 stop7h 23m

Milwaukee-Mitchell

Mon 1/26

6:00 am-6:54 pm

2 stops11h 54m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 18 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 December 12, 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 $30). 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 December 16, 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 6% 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 December 13, 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 December 16, 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
7.9
Good
4,250 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,049 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,186 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,082 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 5h 17m. United Airlines provides one of the quickest options available for as low as $213. 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 $39. Spirit Airlines flights start at $45 while deals on American Airlines start at $88 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: Spirit Airlines (96%), Southwest (76%), Frontier (71%).

  • What are the cheapest flights from Clearwater to Milwaukee?

    While on average a flight from Clearwater to Milwaukee is generally $160, our data shows the cheapest flight currently is $40. When looking at the most popular route, (Tampa - Milwaukee-Mitchell), you can expect to pay $196 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 $30). 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$186FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$76Average$178FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$79Average$148FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$158Average$400FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$194Average$352FlexibilityNo cancel feeOn-time69%
DeltaCheapest$196Average$384FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$238Average$410FlexibilityNo cancel feeOn-time63%

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