$114+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MKE
Jul 22 — Jul 291
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
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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 64 days in advance, depart on a Friday or Wednesday and return on a Monday
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 June 22, 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 June 22, 2026.
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/134:15 pm
TPA
- MKE
1 stop6h 32m
American Airlines
Wed 8/1911:32 am
MKE
- TPA
1 stop5h 16m
American Airlines
Deal found 6/21![American Airlines logo]()
$227
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Mon 8/104:30 pm
TPA
- MKE
1 stop5h 26m
United Airlines
Wed 8/195:00 am
MKE
- TPA
2 stops9h 28m
United Airlines
Deal found 6/20![United Airlines logo]()
$232
This Southwest deal was found by Cheapflights users on 6/20. 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 9/99:45 am
TPA
- MKE
2 stops11h 20m
Southwest
Tue 9/154:25 pm
MKE
- TPA
1 stop4h 30m
Southwest
Deal found 6/20![Southwest logo]()
$277
This American Airlines deal was found by Cheapflights users on 6/21. 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 7/293:28 pm
TPA
- MKE
1 stop7h 26m
American Airlines
Tue 8/48:43 am
MKE
- TPA
1 stop7h 42m
American Airlines
Deal found 6/21![American Airlines logo]()
$282
This Southwest deal was found by Cheapflights users on 6/20. 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 9/237:35 am
TPA
- MKE
1 stop4h 30m
Southwest
Mon 9/285:45 am
MKE
- TPA
2 stops10h 20m
Southwest
Deal found 6/20![Southwest logo]()
$283
This Southwest deal was found by Cheapflights users on 6/19. 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 7/298:30 am
TPA
- MKE
2 stops8h 05m
Southwest
Wed 8/54:25 pm
MKE
- TPA
1 stop4h 30m
Southwest
Deal found 6/19![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 6/20. 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 8/102:25 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Wed 8/194:25 pm
MKE
- TPA
1 stop4h 30m
Southwest
Deal found 6/20![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 6/20. 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 10/227:26 am
TPA
- MKE
1 stop5h 04m
United Airlines
Mon 10/263:48 pm
MKE
- TPA
1 stop7h 07m
United Airlines
Deal found 6/20![United Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 6/19. 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 8/202:25 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Tue 8/257:10 am
MKE
- TPA
2 stops12h 15m
Southwest
Deal found 6/19![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 6/19. 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 8/197:35 am
TPA
- MKE
1 stop4h 30m
Southwest
Sun 8/233:35 pm
MKE
- TPA
Nonstop2h 35m
Southwest
Deal found 6/19![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Fri 9/41:43 pm
TPA
- MKE
1 stop5h 47m
American Airlines
Sat 9/128:03 am
MKE
- TPA
1 stop5h 05m
American Airlines
Deal found 6/21![American Airlines logo]()
$322
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 June 22, 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 June 22, 2026.
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Tue 8/255:23 pm
TPA
- MKE
1 stop6h 16m
United Airlines
Fri 8/2810:19 am
MKE
- TPA
2 stops8h 49m
United Airlines
Deal found 6/21![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 6/20. 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 8/102:25 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Wed 8/1910:50 am
MKE
- TPA
Nonstop2h 40m
Southwest
Deal found 6/20![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 6/18. 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 8/132:00 pm
TPA
- MKE
1 stop7h 18m
Delta
Wed 8/197:03 am
MKE
- TPA
1 stop7h 24m
Delta
Deal found 6/18![Delta logo]()
$383
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Tue 9/157:00 am
TPA
- MKE
2 stops9h 11m
United Airlines
Wed 9/166:00 am
MKE
- TPA
2 stops8h 28m
United Airlines
Deal found 6/21![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 6/19. 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 7/2910:00 am
TPA
- MKE
1 stop7h 50m
Southwest
Wed 8/57:40 am
MKE
- TPA
2 stops9h 05m
Southwest
Deal found 6/19![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 6/20. 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 9/175:25 pm
TPA
- MKE
1 stop5h 00m
Southwest
Sun 9/203:35 pm
MKE
- TPA
Nonstop2h 35m
Southwest
Deal found 6/20![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 6/17. 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 7/910:00 am
TPA
- MKE
1 stop4h 50m
Delta
Sun 7/125:45 am
MKE
- TPA
1 stop5h 54m
Delta
Deal found 6/17![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 6/21. 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 10/169:50 am
TPA
- MKE
1 stop8h 00m
Southwest
Mon 10/197:30 pm
MKE
- TPA
1 stop9h 40m
Southwest
Deal found 6/21![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 6/17. 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 7/175:05 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Fri 7/243:15 pm
MKE
- TPA
Nonstop2h 40m
Southwest
Deal found 6/17![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 6/19. 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 8/279:30 am
TPA
- MKE
2 stops9h 10m
Southwest
Mon 9/76:45 am
MKE
- TPA
1 stop7h 05m
Southwest
Deal found 6/19![Southwest logo]()
$402
Last-minute flights from Clearwater to MilwaukeeDiscover last-minute flight deals from Clearwater to Milwaukee. Data last updated June 22, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Milwaukee. Data last updated June 22, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/20. 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 7/187:45 am
TPA
- MKE
2 stops17h 00m
Southwest
Sat 7/256:00 am
MKE
- TPA
1 stop7h 05m
Southwest
Deal found 6/20![Southwest logo]()
$348
This Southwest deal was found by Cheapflights users on 6/19. 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 7/252:15 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Wed 7/296:45 am
MKE
- TPA
1 stop5h 35m
Southwest
Deal found 6/19![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 6/19. 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 7/252:15 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Mon 7/273:15 pm
MKE
- TPA
Nonstop2h 40m
Southwest
Deal found 6/19![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 6/20. 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 7/284:55 pm
TPA
- MKE
1 stop7h 20m
Southwest
Sat 8/812:05 pm
MKE
- TPA
Nonstop2h 40m
Southwest
Deal found 6/20![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 6/19. 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 7/294:00 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Wed 8/54:25 pm
MKE
- TPA
1 stop4h 30m
Southwest
Deal found 6/19![Southwest logo]()
$277
This American Airlines deal was found by Cheapflights users on 6/21. 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 7/293:28 pm
TPA
- MKE
1 stop7h 26m
American Airlines
Tue 8/48:43 am
MKE
- TPA
1 stop7h 42m
American Airlines
Deal found 6/21![American Airlines logo]()
$282
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 June 22, 2026.
Search for one-way flight options from Clearwater to Milwaukee. Find affordable one-way fares based on user searches. Data last updated June 22, 2026.
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/62:57 pm
TPA
- MKE
1 stop7h 50m
American Airlines
Deal found 6/21![American Airlines logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Mon 9/77:05 am
TPA
- MKE
2 stops25h 53m
Frontier
Deal found 6/21![Frontier logo]()
$128
This United Airlines deal was found by Cheapflights users on 6/21. 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 12/128:55 am
TPA
- MKE
1 stop5h 48m
United Airlines
Deal found 6/21![United Airlines logo]()
$151
This United Airlines deal was found by Cheapflights users on 6/19. 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 8/157:30 am
TPA
- MKE
1 stop8h 03m
United Airlines
Deal found 6/19![United Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Tue 9/157:00 am
TPA
- MKE
2 stops9h 11m
United Airlines
Deal found 6/19![United Airlines logo]()
$164
This Delta deal was found by Cheapflights users on 6/19. 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.
Sat 7/185:58 pm
TPA
- MKE
1 stop6h 45m
Delta
Deal found 6/19![Delta logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Mon 8/175:40 pm
TPA
- MKE
2 stops18h 33m
Frontier
Deal found 6/21![Frontier logo]()
$174
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Mon 10/55:18 pm
TPA
- MKE
1 stop6h 27m
United Airlines
Deal found 6/19![United Airlines logo]()
$177
This Southwest deal was found by Cheapflights users on 6/18. 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 8/156:20 am
TPA
- MKE
2 stops7h 20m
Southwest
Deal found 6/18![Southwest logo]()
$179
This Southwest deal was found by Cheapflights users on 6/20. 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 7/187:45 am
TPA
- MKE
2 stops17h 00m
Southwest
Deal found 6/20![Southwest logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 10/49:58 pm
TPA
- MKE
2 stops22h 17m
Frontier
Deal found 6/19![Frontier logo]()
$181
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 June 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $227 (American Airlines) |
One-way from | $114 (United Airlines) |
Popular in | January |
Cheapest in | October |
Average price | $487 |
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 June 22, 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 - MKE
TPAMKE
Tampa
Tue 8/25
5:23 pm-10:39 pm
1 stop6h 16m
Milwaukee-Mitchell
Fri 8/28
10:19 am-8:08 pm
2 stops8h 49m
$327
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Tue 9/15
7:00 am-3:11 pm
2 stops9h 11m
Milwaukee-Mitchell
Wed 9/16
6:00 am-3:28 pm
2 stops8h 28m
$327
Quickest round-trip
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Mon 8/10
2:25 pm-4:10 pm
Nonstop2h 45m
Milwaukee-Mitchell
Wed 8/19
10:50 am-2:30 pm
Nonstop2h 40m
$352
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Wed 7/29
10:00 am-4:50 pm
1 stop7h 50m
Milwaukee-Mitchell
Wed 8/5
7:40 am-5:45 pm
2 stops9h 05m
$352
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Thu 9/17
5:25 pm-9:25 pm
1 stop5h 00m
Milwaukee-Mitchell
Sun 9/20
3:35 pm-7:10 pm
Nonstop2h 35m
$357
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Fri 10/16
9:50 am-4:50 pm
1 stop8h 00m
Milwaukee-Mitchell
Mon 10/19
7:30 pm-6:10 am
1 stop9h 40m
$378
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Thu 8/13
2:00 pm-8:18 pm
1 stop7h 18m
Milwaukee-Mitchell
Wed 8/19
7:03 am-3:27 pm
1 stop7h 24m
$383
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Fri 7/17
5:05 pm-6:50 pm
Nonstop2h 45m
Milwaukee-Mitchell
Fri 7/24
3:15 pm-6:55 pm
Nonstop2h 40m
$397
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Thu 8/27
9:30 am-5:40 pm
2 stops9h 10m
Milwaukee-Mitchell
Mon 9/7
6:45 am-2:50 pm
1 stop7h 05m
$402
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Thu 7/9
10:00 am-1:50 pm
1 stop4h 50m
Milwaukee-Mitchell
Sun 7/12
5:45 am-12:39 pm
1 stop5h 54m
$407
Showing 1-10 of 19 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 June 22, 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 19% on airfare.
How much does it cost to fly round-trip from Clearwater to Milwaukee?
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 June 20, 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 June 22, 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.
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
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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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 June 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$60 | Average$222 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$69 | Average$148 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$104 | Average$439 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$133 | Average$409 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$167 | Average$355 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$207 | Average$421 | FlexibilityNo cancel fee | On-time63% |