$121+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MKE
Sep 15 — Sep 221
Round-trip
1 adult, Economy
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Find cheap flights from Clearwater to Milwaukee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Clearwater to Milwaukee-Mitchell are usually found in October or May, booked 49 days in advance, depart on a Saturday or Friday and return on a Friday
Cheap flight deals from Clearwater to Milwaukee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Clearwater to MilwaukeeExplore 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 August 16, 2026.
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 August 16, 2026.
This Southwest deal was found by Cheapflights users on 8/11. 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 10/19:10 pm -
Nonstop2h 50m
Mon 10/53:45 pm -
Nonstop2h 40m
Deal found 8/11![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sat 9/128:15 am -
1 stop4h 55m
Mon 9/145:40 pm -
1 stop4h 10m
Deal found 8/13![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sat 9/198:15 am -
1 stop4h 55m
Mon 9/214:20 pm -
1 stop6h 10m
Deal found 8/12![Southwest logo]()
$253
This Southwest deal was found by Cheapflights users on 8/12. 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.
Fri 9/112:25 pm -
Nonstop2h 45m
Mon 9/144:25 pm -
1 stop6h 05m
Deal found 8/12![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 8/12. 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.
Tue 9/155:15 am -
1 stop4h 51m
Tue 9/292:55 pm -
1 stop4h 13m
Deal found 8/12![Delta logo]()
$257
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/36:23 am -
1 stop5h 34m
Mon 9/76:28 am -
1 stop6h 37m
Deal found 8/12![American Airlines logo]()
$258
This Southwest deal was found by Cheapflights users on 8/12. 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.
Tue 10/139:20 am -
Nonstop2h 50m
Thu 10/151:05 pm -
1 stop10h 20m
Deal found 8/12![Southwest logo]()
$259
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sat 9/2612:30 pm -
2 stops7h 00m
Wed 9/307:50 am -
2 stops8h 15m
Deal found 8/12![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 10/144:30 pm -
2 stops6h 45m
Thu 10/151:05 pm -
1 stop10h 20m
Deal found 8/12![Southwest logo]()
$268
Best flights from Clearwater to MilwaukeeDiscover carefully curated flight deals from Clearwater to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 16, 2026.
Discover carefully curated flight deals from Clearwater to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 16, 2026.
This Southwest deal was found by Cheapflights users on 8/13. 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 11/166:00 am -
1 stop4h 40m
Wed 11/1810:45 am -
Nonstop2h 45m
Deal found 8/13![Southwest logo]()
$254
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 10/712:36 pm -
1 stop6h 04m
Sat 10/106:30 pm -
1 stop4h 48m
Deal found 8/12![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 8/15. 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 10/311:54 pm -
1 stop4h 49m
Wed 11/48:00 am -
1 stop8h 33m
Deal found 8/15![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 8/11. 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.
Tue 10/206:35 pm -
1 stop4h 45m
Thu 10/221:05 pm -
1 stop10h 20m
Deal found 8/11![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 8/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/212:25 pm -
Nonstop2h 45m
Sat 9/268:35 am -
2 stops9h 20m
Deal found 8/15![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 8/13. 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 8/312:00 pm -
1 stop5h 08m
Thu 9/245:30 am -
1 stop5h 00m
Deal found 8/13![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 8/11. 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 10/19:10 pm -
Nonstop2h 50m
Sun 10/48:15 pm -
Nonstop2h 40m
Deal found 8/11![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 8/12. 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 11/196:25 pm -
Nonstop2h 50m
Sun 11/2212:10 pm -
1 stop10h 35m
Deal found 8/12![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 8/11. 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 12/317:35 am -
1 stop5h 25m
Tue 1/510:45 am -
Nonstop2h 45m
Deal found 8/11![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sat 10/175:25 pm -
1 stop5h 00m
Mon 10/197:20 am -
2 stops10h 50m
Deal found 8/13![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:30 am -
2 stops10h 55m
Mon 9/214:20 pm -
1 stop6h 10m
Deal found 8/14![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 10/210:10 am -
2 stops9h 00m
Sun 10/45:50 pm -
1 stop4h 20m
Deal found 8/11![Southwest logo]()
$368
Last-minute flights from Clearwater to MilwaukeeDiscover last-minute flight deals from Clearwater to Milwaukee. Data last updated August 16, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Milwaukee. Data last updated August 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/36:23 am -
1 stop5h 34m
Mon 9/76:28 am -
1 stop6h 37m
Deal found 8/12![American Airlines logo]()
$258
This Southwest deal was found by Cheapflights users on 8/11. 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.
Wed 9/911:40 am -
Nonstop2h 45m
Wed 9/1610:50 am -
Nonstop2h 40m
Deal found 8/11![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 8/13. 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.
Thu 9/105:15 am -
1 stop7h 25m
Thu 9/176:37 pm -
1 stop4h 51m
Deal found 8/13![Delta logo]()
$272
This Southwest deal was found by Cheapflights users on 8/12. 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.
Fri 9/112:25 pm -
Nonstop2h 45m
Mon 9/144:25 pm -
1 stop6h 05m
Deal found 8/12![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sat 9/128:15 am -
1 stop4h 55m
Mon 9/145:40 pm -
1 stop4h 10m
Deal found 8/12![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 8/12. 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.
Tue 9/155:15 am -
1 stop4h 51m
Tue 9/292:55 pm -
1 stop4h 13m
Deal found 8/12![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sat 9/198:15 am -
1 stop4h 55m
Mon 9/214:20 pm -
1 stop6h 10m
Deal found 8/12![Southwest logo]()
$253
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sat 9/2612:30 pm -
2 stops7h 00m
Wed 9/307:50 am -
2 stops8h 15m
Deal found 8/12![Southwest logo]()
$267
One-way flights from Clearwater to MilwaukeeSearch for one-way flight options from Clearwater to Milwaukee. Find affordable one-way fares based on user searches. Data last updated August 16, 2026.
Search for one-way flight options from Clearwater to Milwaukee. Find affordable one-way fares based on user searches. Data last updated August 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Wed 9/22:25 pm -
2 stops21h 48m
Deal found 8/12![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Wed 11/117:00 am -
2 stops37h 08m
Deal found 8/12![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Wed 10/141:52 pm -
2 stops30h 23m
Deal found 8/12![Frontier logo]()
$123
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sat 9/128:15 am -
1 stop4h 55m
Deal found 8/13![Southwest logo]()
$124
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sat 9/198:15 am -
1 stop4h 55m
Deal found 8/12![Southwest logo]()
$125
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sat 10/316:45 am -
Nonstop2h 45m
Deal found 8/12![Southwest logo]()
$126
This Southwest deal was found by Cheapflights users on 8/12. 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.
Fri 9/112:25 pm -
Nonstop2h 45m
Deal found 8/12![Southwest logo]()
$128
This United Airlines deal was found by Cheapflights users on 8/13. 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 9/129:00 am -
2 stops10h 54m
Deal found 8/13![United Airlines logo]()
$134
This Southwest deal was found by Cheapflights users on 8/11. 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.
Sat 12/1210:35 am -
2 stops6h 35m
Deal found 8/11![Southwest logo]()
$135
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 August 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (Southwest) |
One-way from | $121 (Kiwi.com) |
Popular in | January |
Cheapest in | October |
Average price | $424 |
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 August 16, 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
Cheapest round-trip
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Mon 11/16
6:00 am-9:40 am
1 stop4h 40m
Milwaukee-Mitchell
Wed 11/18
10:45 am-2:30 pm
Nonstop2h 45m
$254
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Wed 10/7
12:36 pm-5:40 pm
1 stop6h 04m
Milwaukee-Mitchell
Sat 10/10
6:30 pm-12:18 am
1 stop4h 48m
$257
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Tue 10/20
6:35 pm-10:20 pm
1 stop4h 45m
Milwaukee-Mitchell
Thu 10/22
1:05 pm-12:25 am
1 stop10h 20m
$262
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Mon 9/21
2:25 pm-4:10 pm
Nonstop2h 45m
Milwaukee-Mitchell
Sat 9/26
8:35 am-6:55 pm
2 stops9h 20m
$287
Quickest round-trip
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Thu 10/1
9:10 pm-11:00 pm
Nonstop2h 50m
Milwaukee-Mitchell
Sun 10/4
8:15 pm-11:55 pm
Nonstop2h 40m
$324
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Thu 11/19
6:25 pm-8:15 pm
Nonstop2h 50m
Milwaukee-Mitchell
Sun 11/22
12:10 pm-11:45 pm
1 stop10h 35m
$324
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Thu 12/31
7:35 am-12:00 pm
1 stop5h 25m
Milwaukee-Mitchell
Tue 1/5
10:45 am-2:30 pm
Nonstop2h 45m
$324
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Sat 10/17
5:25 pm-9:25 pm
1 stop5h 00m
Milwaukee-Mitchell
Mon 10/19
7:20 am-7:10 pm
2 stops10h 50m
$352
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Fri 9/18
11:30 am-9:25 pm
2 stops10h 55m
Milwaukee-Mitchell
Mon 9/21
4:20 pm-11:30 pm
1 stop6h 10m
$353
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Mon 8/31
2:00 pm-6:08 pm
1 stop5h 08m
Milwaukee-Mitchell
Thu 9/24
5:30 am-11:30 am
1 stop5h 00m
$355
Showing 1-10 of 22 resultsSorted by cheapest first
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.
TPA-MKE
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
CL9-MKE
TPA-MKE
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 August 16, 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 in the afternoon could potentially save you up to 18% on airfare.
How much does it cost to fly round-trip from Clearwater to Milwaukee?
Airfare is below average for this route at the moment.
Clearwater to Milwaukee flights typically cost between $364 and $514 in October.The cheapest round-trip price found within the last 5 days was $251 on Southwest (Oct 1-Oct 5).
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 August 8, 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 at noon 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 August 16, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsSheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa
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Other flights to Milwaukee
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Clearwater and Milwaukee flights
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Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Clearwater to Milwaukee flights
Consider these flights traveling from Clearwater to Milwaukee.
Top 6 airlines flying from Clearwater to Milwaukee
Discover the top 6 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 August 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$226 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$69 | Average$148 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$104 | Average$397 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$133 | Average$403 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$167 | Average$355 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$249 | Average$426 | FlexibilityNo cancel fee | On-time63% |