$123+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MKE
Aug 5 — Aug 121
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 64 days in advance, depart on a Friday or Saturday and return on a Monday
Cheap flight deals from Clearwater to Milwaukee
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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 July 6, 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 July 6, 2026.
This Southwest deal was found by Cheapflights users on 7/3. 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 8/139:10 am
TPA
- MKE
1 stop7h 15m
Southwest
Mon 8/1711:45 am
MKE
- TPA
1 stop6h 30m
Southwest
Deal found 7/3![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 7/3. 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 8/88:05 am
TPA
- MKE
1 stop4h 15m
Southwest
Sat 9/57:30 am
MKE
- TPA
2 stops6h 20m
Southwest
Deal found 7/3![Southwest logo]()
$250
This Southwest deal was found by Cheapflights users on 7/1. 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 9/27:35 am
TPA
- MKE
1 stop4h 30m
Southwest
Tue 9/88:20 am
MKE
- TPA
2 stops10h 20m
Southwest
Deal found 7/1![Southwest logo]()
$256
This United Airlines deal was found by Cheapflights users on 6/30. 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 8/2912:17 pm
TPA
- MKE
1 stop6h 08m
United Airlines
Sat 9/510:19 am
MKE
- TPA
2 stops8h 44m
United Airlines
Deal found 6/30![United Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 7/2. 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 8/2511:40 am
TPA
- MKE
Nonstop2h 45m
Southwest
Thu 8/275:40 pm
MKE
- TPA
1 stop4h 05m
Southwest
Deal found 7/2![Southwest logo]()
$286
This American Airlines deal was found by Cheapflights users on 7/1. 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 8/204:15 pm
TPA
- MKE
1 stop6h 32m
American Airlines
Mon 8/242:49 pm
MKE
- TPA
1 stop7h 32m
American Airlines
Deal found 7/1![American Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 7/1. 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 8/47:01 am
MKE
- TPA
1 stop5h 03m
American Airlines
Deal found 7/1![American Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 6/30. 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 8/276:20 am
TPA
- MKE
1 stop4h 15m
Southwest
Sat 9/58:35 am
MKE
- TPA
2 stops9h 15m
Southwest
Deal found 6/30![Southwest logo]()
$295
This Southwest deal was found by Cheapflights users on 7/2. 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 8/16:30 pm
TPA
- MKE
1 stop4h 30m
Southwest
Tue 8/117:40 am
MKE
- TPA
2 stops6h 10m
Southwest
Deal found 7/2![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 7/2. 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 8/19:10 am
TPA
- MKE
1 stop5h 30m
Southwest
Sat 9/57:30 am
MKE
- TPA
2 stops6h 20m
Southwest
Deal found 7/2![Southwest logo]()
$301
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 July 6, 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 July 6, 2026.
This Southwest deal was found by Cheapflights users on 7/1. 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 9/236:25 am
TPA
- MKE
1 stop4h 15m
Southwest
Tue 9/298:10 am
MKE
- TPA
1 stop6h 30m
Southwest
Deal found 7/1![Southwest logo]()
$245
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Wed 9/235:47 pm
TPA
- MKE
1 stop6h 50m
United Airlines
Tue 9/296:15 am
MKE
- TPA
2 stops8h 01m
United Airlines
Deal found 7/2![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 7/5. 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.
Fri 9/41:44 pm
TPA
- MKE
1 stop7h 43m
Delta
Sat 9/122:55 pm
MKE
- TPA
1 stop4h 14m
Delta
Deal found 7/5![Delta logo]()
$418
This Southwest deal was found by Cheapflights users on 7/4. 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 8/298:15 am
TPA
- MKE
1 stop4h 55m
Southwest
Wed 9/210:50 am
MKE
- TPA
Nonstop2h 40m
Southwest
Deal found 7/4![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 7/2. 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 8/12:20 pm
TPA
- MKE
2 stops8h 30m
Southwest
Wed 8/57:40 am
MKE
- TPA
2 stops6h 10m
Southwest
Deal found 7/2![Southwest logo]()
$391
This Delta deal was found by Cheapflights users on 7/3. 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 12/193:20 pm
TPA
- MKE
1 stop6h 48m
Delta
Mon 12/285:45 am
MKE
- TPA
1 stop7h 26m
Delta
Deal found 7/3![Delta logo]()
$439
This Southwest deal was found by Cheapflights users on 7/1. 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 8/123:25 pm
TPA
- MKE
1 stop5h 30m
Southwest
Sun 8/165:45 am
MKE
- TPA
1 stop5h 15m
Southwest
Deal found 7/1![Southwest logo]()
$391
This Delta deal was found by Cheapflights users on 7/4. 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.
Fri 7/245:15 am
TPA
- MKE
1 stop4h 51m
Delta
Mon 7/274:14 pm
MKE
- TPA
1 stop7h 15m
Delta
Deal found 7/4![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 7/4. 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 8/11:55 pm
TPA
- MKE
2 stops9h 05m
Southwest
Sat 8/85:45 am
MKE
- TPA
2 stops8h 05m
Southwest
Deal found 7/4![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 7/4. 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 7/286:35 am
TPA
- MKE
2 stops10h 00m
Southwest
Mon 8/37:00 am
MKE
- TPA
2 stops7h 15m
Southwest
Deal found 7/4![Southwest logo]()
$429
This Southwest deal was found by Cheapflights users on 7/4. 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 11/167:20 am
TPA
- MKE
1 stop4h 45m
Southwest
Fri 11/2012:45 pm
MKE
- TPA
1 stop6h 55m
Southwest
Deal found 7/4![Southwest logo]()
$439
This Southwest deal was found by Cheapflights users on 7/3. 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 7/3![Southwest logo]()
$456
Last-minute flights from Clearwater to MilwaukeeDiscover last-minute flight deals from Clearwater to Milwaukee. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Milwaukee. Data last updated July 6, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/1. 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 8/47:01 am
MKE
- TPA
1 stop5h 03m
American Airlines
Deal found 7/1![American Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 7/2. 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 7/305:05 pm
TPA
- MKE
Nonstop2h 45m
Southwest
Tue 8/411:45 am
MKE
- TPA
1 stop4h 40m
Southwest
Deal found 7/2![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 7/2. 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 7/309:45 am
TPA
- MKE
1 stop8h 10m
Southwest
Thu 8/69:30 am
MKE
- TPA
1 stop6h 50m
Southwest
Deal found 7/2![Southwest logo]()
$321
This Southwest deal was found by Cheapflights users on 7/2. 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 8/16:30 pm
TPA
- MKE
1 stop4h 30m
Southwest
Tue 8/117:40 am
MKE
- TPA
2 stops6h 10m
Southwest
Deal found 7/2![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 7/2. 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 8/19:10 am
TPA
- MKE
1 stop5h 30m
Southwest
Sat 9/57:30 am
MKE
- TPA
2 stops6h 20m
Southwest
Deal found 7/2![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 7/3. 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 8/88:05 am
TPA
- MKE
1 stop4h 15m
Southwest
Sat 9/57:30 am
MKE
- TPA
2 stops6h 20m
Southwest
Deal found 7/3![Southwest logo]()
$250
This Southwest deal was found by Cheapflights users on 7/3. 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 8/139:10 am
TPA
- MKE
1 stop7h 15m
Southwest
Mon 8/1711:45 am
MKE
- TPA
1 stop6h 30m
Southwest
Deal found 7/3![Southwest logo]()
$245
This American Airlines deal was found by Cheapflights users on 7/1. 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 8/204:15 pm
TPA
- MKE
1 stop6h 32m
American Airlines
Mon 8/242:49 pm
MKE
- TPA
1 stop7h 32m
American Airlines
Deal found 7/1![American Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/2512:17 pm
TPA
- MKE
1 stop4h 53m
United Airlines
Thu 8/275:00 am
MKE
- TPA
2 stops9h 28m
United Airlines
Deal found 7/2![United Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 6/30. 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 8/276:20 am
TPA
- MKE
1 stop4h 15m
Southwest
Sat 9/58:35 am
MKE
- TPA
2 stops9h 15m
Southwest
Deal found 6/30![Southwest logo]()
$295
This United Airlines deal was found by Cheapflights users on 6/30. 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 8/2912:17 pm
TPA
- MKE
1 stop6h 08m
United Airlines
Sat 9/510:19 am
MKE
- TPA
2 stops8h 44m
United Airlines
Deal found 6/30![United Airlines logo]()
$285
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 July 6, 2026.
Search for one-way flight options from Clearwater to Milwaukee. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This American Airlines deal was found by Cheapflights users on 7/3. 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 8/56:23 am
TPA
- MKE
1 stop7h 24m
American Airlines
Deal found 7/3![American Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 7/277:00 am
TPA
- MKE
2 stops25h 58m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 7/2![Frontier logo]()
$154
This United Airlines deal was found by Cheapflights users on 7/3. 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 8/87:00 am
TPA
- MKE
2 stops9h 36m
United Airlines
Deal found 7/3![United Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/318:07 pm
TPA
- MKE
2 stops16h 06m
Frontier
Deal found 7/2![Frontier logo]()
$163
This Southwest deal was found by Cheapflights users on 7/2. 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 9/3011:40 am
TPA
- MKE
Nonstop2h 45m
Southwest
Deal found 7/2![Southwest logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/95:40 pm
TPA
- MKE
2 stops39h 18m
Frontier
Deal found 7/1![Frontier logo]()
$165
This American Airlines deal was found by Cheapflights users on 7/2. 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 8/294:15 pm
TPA
- MKE
1 stop7h 44m
American Airlines
Deal found 7/2![American Airlines logo]()
$168
This Delta deal was found by Cheapflights users on 7/2. 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 7/2811:14 am
TPA
- MKE
1 stop6h 17m
Delta
Deal found 7/2![Delta logo]()
$169
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/297:00 am
TPA
- MKE
2 stops11h 25m
United Airlines
Deal found 7/2![United Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Sat 10/312:54 pm
TPA
- MKE
2 stops31h 21m
Frontier
Deal found 7/5![Frontier logo]()
$175
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 July 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $245 (Southwest) |
One-way from | $123 (American Airlines) |
Popular in | January |
Cheapest in | October |
Average price | $489 |
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 July 6, 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
Wed 9/23
6:25 am-9:40 am
1 stop4h 15m
Milwaukee-Mitchell
Tue 9/29
8:10 am-3:40 pm
1 stop6h 30m
$245
Quickest round-trip
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Sat 8/29
8:15 am-12:10 pm
1 stop4h 55m
Milwaukee-Mitchell
Wed 9/2
10:50 am-2:30 pm
Nonstop2h 40m
$383
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Wed 9/23
5:47 pm-11:37 pm
1 stop6h 50m
Milwaukee-Mitchell
Tue 9/29
6:15 am-3:16 pm
2 stops8h 01m
$385
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Sat 8/1
2:20 pm-9:50 pm
2 stops8h 30m
Milwaukee-Mitchell
Wed 8/5
7:40 am-2:50 pm
2 stops6h 10m
$391
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Wed 8/12
3:25 pm-7:55 pm
1 stop5h 30m
Milwaukee-Mitchell
Sun 8/16
5:45 am-12:00 pm
1 stop5h 15m
$391
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Sat 8/1
1:55 pm-10:00 pm
2 stops9h 05m
Milwaukee-Mitchell
Sat 8/8
5:45 am-2:50 pm
2 stops8h 05m
$407
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Fri 9/4
1:44 pm-8:27 pm
1 stop7h 43m
Milwaukee-Mitchell
Sat 9/12
2:55 pm-8:09 pm
1 stop4h 14m
$418
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Tue 7/28
6:35 am-3:35 pm
2 stops10h 00m
Milwaukee-Mitchell
Mon 8/3
7:00 am-3:15 pm
2 stops7h 15m
$429
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Sat 12/19
3:20 pm-9:08 pm
1 stop6h 48m
Milwaukee-Mitchell
Mon 12/28
5:45 am-2:11 pm
1 stop7h 26m
$439
TampaMilwaukee
TPA - MKE
TPAMKE
Tampa
Mon 11/16
7:20 am-11:05 am
1 stop4h 45m
Milwaukee-Mitchell
Fri 11/20
12:45 pm-8:40 pm
1 stop6h 55m
$439
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 July 6, 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 July 4, 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 July 6, 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
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
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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Alternative routes for Clearwater to Milwaukee
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Complete your trip
Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Clearwater to Milwaukee by cabin class
Find flights from Clearwater to Milwaukee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 6, 2026.
Clearwater and Milwaukee flights
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Popular flight searches
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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 July 6, 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$418 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$167 | Average$355 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$207 | Average$419 | FlexibilityNo cancel fee | On-time63% |