$103+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MKE
Jul 27 — Aug 31
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 27, 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 27, 2026.
This American Airlines deal was found by Cheapflights users on 6/27. 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.
Sat 8/156:23 am
TPA
- MKE
1 stop7h 24m
American Airlines
Tue 8/182:49 pm
MKE
- TPA
1 stop5h 32m
American Airlines
Deal found 6/27![American Airlines logo]()
$205
This American Airlines deal was found by Cheapflights users on 6/24. 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 6/24![American Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 6/27. 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 8/158:05 am
TPA
- MKE
1 stop4h 15m
Southwest
Tue 8/187:10 am
MKE
- TPA
2 stops12h 15m
Southwest
Deal found 6/27![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 6/24. 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 8/118:10 am
TPA
- MKE
1 stop9h 30m
Southwest
Tue 8/257:40 am
MKE
- TPA
2 stops6h 10m
Southwest
Deal found 6/24![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 6/26. 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 8/158:05 am
TPA
- MKE
1 stop4h 15m
Southwest
Wed 8/198:10 am
MKE
- TPA
1 stop6h 30m
Southwest
Deal found 6/26![Southwest logo]()
$245
This United Airlines deal was found by Cheapflights users on 6/25. 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
Mon 12/146:00 am
MKE
- TPA
1 stop5h 41m
United Airlines
Deal found 6/25![United Airlines logo]()
$265
This United Airlines deal was found by Cheapflights users on 6/24. 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
Mon 8/316:15 am
MKE
- TPA
2 stops8h 13m
United Airlines
Deal found 6/24![United Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 6/26. 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 7/294:51 pm
TPA
- MKE
1 stop6h 03m
American Airlines
Wed 8/58:30 am
MKE
- TPA
1 stop5h 55m
American Airlines
Deal found 6/26![American Airlines logo]()
$271
This Southwest deal was found by Cheapflights users on 6/25. 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 8/206:20 am
TPA
- MKE
1 stop4h 15m
Southwest
Mon 8/245:40 pm
MKE
- TPA
1 stop4h 05m
Southwest
Deal found 6/25![Southwest logo]()
$272
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 27, 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 27, 2026.
This Southwest deal was found by Cheapflights users on 6/25. 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 9/198:05 am
TPA
- MKE
1 stop4h 15m
Southwest
Wed 9/237:10 am
MKE
- TPA
2 stops12h 15m
Southwest
Deal found 6/25![Southwest logo]()
$277
This United Airlines deal was found by Cheapflights users on 6/26. 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 8/157:00 am
TPA
- MKE
2 stops12h 55m
United Airlines
Tue 8/185:00 am
MKE
- TPA
2 stops9h 28m
United Airlines
Deal found 6/26![United Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 6/24. 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 8/282:25 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Tue 9/17:10 am
MKE
- TPA
2 stops12h 15m
Southwest
Deal found 6/24![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 6/23. 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 7/217:00 pm
TPA
- MKE
1 stop4h 30m
Southwest
Tue 7/289:25 am
MKE
- TPA
Nonstop2h 45m
Southwest
Deal found 6/23![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 6/22. 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 9/2212:00 pm
TPA
- MKE
2 stops8h 55m
Southwest
Fri 9/2512:30 pm
MKE
- TPA
1 stop5h 20m
Southwest
Deal found 6/22![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 6/22. 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 7/131:30 pm
TPA
- MKE
2 stops7h 00m
Southwest
Wed 7/1512:25 pm
MKE
- TPA
2 stops10h 10m
Southwest
Deal found 6/22![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 6/22. 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 7/235:05 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Thu 7/307:00 am
MKE
- TPA
2 stops7h 15m
Southwest
Deal found 6/22![Southwest logo]()
$392
This Southwest deal was found by Cheapflights users on 6/22. 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 7/245:05 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Fri 7/317:00 am
MKE
- TPA
2 stops7h 15m
Southwest
Deal found 6/22![Southwest logo]()
$412
This Southwest deal was found by Cheapflights users on 6/24. 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 7/228:30 am
TPA
- MKE
2 stops8h 05m
Southwest
Wed 7/2912:25 pm
MKE
- TPA
2 stops10h 10m
Southwest
Deal found 6/24![Southwest logo]()
$418
This Southwest deal was found by Cheapflights users on 6/23. 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 8/1410:35 am
TPA
- MKE
2 stops11h 05m
Southwest
Mon 8/175:45 am
MKE
- TPA
2 stops10h 25m
Southwest
Deal found 6/23![Southwest logo]()
$429
Last-minute flights from Clearwater to MilwaukeeDiscover last-minute flight deals from Clearwater to Milwaukee. Data last updated June 27, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Milwaukee. Data last updated June 27, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/23. 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 7/2110:00 am
TPA
- MKE
2 stops9h 15m
Southwest
Tue 7/287:45 am
MKE
- TPA
2 stops5h 55m
Southwest
Deal found 6/23![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 6/22. 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 7/224:00 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Tue 7/289:25 am
MKE
- TPA
Nonstop2h 45m
Southwest
Deal found 6/22![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 6/24. 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 7/275:05 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Wed 7/299:25 am
MKE
- TPA
Nonstop2h 45m
Southwest
Deal found 6/24![Southwest logo]()
$352
This American Airlines deal was found by Cheapflights users on 6/26. 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 7/294:51 pm
TPA
- MKE
1 stop6h 03m
American Airlines
Wed 8/58:30 am
MKE
- TPA
1 stop5h 55m
American Airlines
Deal found 6/26![American Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 6/24. 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 6/24![American Airlines logo]()
$282
This Southwest deal was found by Cheapflights users on 6/25. 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
Tue 8/411:45 am
MKE
- TPA
1 stop4h 40m
Southwest
Deal found 6/25![Southwest logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/24. 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 7/306:01 am
TPA
- MKE
1 stop7h 21m
American Airlines
Tue 8/41:40 pm
MKE
- TPA
1 stop7h 19m
American Airlines
Deal found 6/24![American Airlines logo]()
$312
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 27, 2026.
Search for one-way flight options from Clearwater to Milwaukee. Find affordable one-way fares based on user searches. Data last updated June 27, 2026.
This American Airlines deal was found by Cheapflights users on 6/26. 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 9/247:21 am
TPA
- MKE
1 stop6h 30m
American Airlines
Deal found 6/26![American Airlines logo]()
$103
This American Airlines deal was found by Cheapflights users on 6/25. 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.
Sat 8/89:30 am
TPA
- MKE
1 stop5h 34m
American Airlines
Deal found 6/25![American Airlines logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 9/236:23 pm
TPA
- MKE
2 stops25h 52m
Frontier
Deal found 6/24![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 8/248:07 pm
TPA
- MKE
2 stops16h 06m
Frontier
Deal found 6/24![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 9/206:23 pm
TPA
- MKE
2 stops25h 52m
Frontier
Deal found 6/24![Frontier logo]()
$132
This American Airlines deal was found by Cheapflights users on 6/27. 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 8/244:15 pm
TPA
- MKE
1 stop7h 44m
American Airlines
Deal found 6/27![American Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 8/197:05 am
TPA
- MKE
2 stops29h 08m
Frontier
Deal found 6/24![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 6/23. 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.
Thu 9/177:00 am
TPA
- MKE
2 stops13h 15m
Frontier
Deal found 6/23![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 7/207:00 am
TPA
- MKE
2 stops25h 58m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 7/2011:45 am
TPA
- MKE
2 stops21h 13m
Frontier
Deal found 6/24![Frontier logo]()
$146
This American Airlines deal was found by Cheapflights users on 6/27. 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.
Sat 8/226:23 am
TPA
- MKE
1 stop7h 24m
American Airlines
Deal found 6/27![American Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 7/267:49 pm
TPA
- MKE
2 stops37h 09m
Frontier
Deal found 6/26![Frontier logo]()
$151
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 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (American Airlines) |
One-way from | $103 (American 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 27, 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
Sat 9/19
8:05 am-11:20 am
1 stop4h 15m
Milwaukee-Mitchell
Wed 9/23
7:10 am-8:25 pm
2 stops12h 15m
$277
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Fri 8/28
2:25 pm-4:10 pm
Nonstop2h 45m
Milwaukee-Mitchell
Tue 9/1
7:10 am-8:25 pm
2 stops12h 15m
$317
Quickest round-trip
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Tue 7/21
7:00 pm-10:30 pm
1 stop4h 30m
Milwaukee-Mitchell
Tue 7/28
9:25 am-1:10 pm
Nonstop2h 45m
$332
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Tue 9/22
12:00 pm-7:55 pm
2 stops8h 55m
Milwaukee-Mitchell
Fri 9/25
12:30 pm-6:50 pm
1 stop5h 20m
$372
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Mon 7/13
1:30 pm-7:30 pm
2 stops7h 00m
Milwaukee-Mitchell
Wed 7/15
12:25 pm-11:35 pm
2 stops10h 10m
$377
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Thu 7/23
5:05 pm-6:50 pm
Nonstop2h 45m
Milwaukee-Mitchell
Thu 7/30
7:00 am-3:15 pm
2 stops7h 15m
$392
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Sat 8/15
7:00 am-6:55 pm
2 stops12h 55m
Milwaukee-Mitchell
Tue 8/18
5:00 am-3:28 pm
2 stops9h 28m
$410
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Fri 7/24
5:05 pm-6:50 pm
Nonstop2h 45m
Milwaukee-Mitchell
Fri 7/31
7:00 am-3:15 pm
2 stops7h 15m
$412
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Wed 7/22
8:30 am-3:35 pm
2 stops8h 05m
Milwaukee-Mitchell
Wed 7/29
12:25 pm-11:35 pm
2 stops10h 10m
$418
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Fri 8/14
10:35 am-8:40 pm
2 stops11h 05m
Milwaukee-Mitchell
Mon 8/17
5:45 am-5:10 pm
2 stops10h 25m
$429
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 June 27, 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 27, 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 27, 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.
Food
7.0
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Comfort
8.0
Crew
8.6
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.
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Book flights to Milwaukee if you plan to visit one of these locationsSheboygan
Port Washington
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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 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$60 | Average$223 | 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$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% |