$111+ Cheap flights from Clearwater, FL to Milwaukee (MKE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MKE
Oct 8 — Oct 151
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 49 days in advance, depart on a Saturday or Friday and return on a Saturday
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 September 8, 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 September 8, 2026.
This Southwest deal was found by Cheapflights users on 9/7. 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 9/2911:40 am -
Nonstop2h 45m
Tue 10/65:10 pm -
Nonstop2h 45m
Deal found 9/7![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 9/3. 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.
Tue 10/139:20 am -
Nonstop2h 50m
Tue 10/204:30 pm -
1 stop4h 30m
Deal found 9/3![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 9/4. 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.
Thu 10/296:15 am -
1 stop4h 30m
Tue 11/38:10 am -
2 stops8h 00m
Deal found 9/4![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 9/8. 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 11/125:10 am -
1 stop5h 05m
Tue 11/175:20 am -
1 stop4h 55m
Deal found 9/8![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 9/3. 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.
Thu 9/247:59 pm -
1 stop4h 49m
Sat 9/262:55 pm -
1 stop4h 13m
Deal found 9/3![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 9/8. 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 10/239:10 pm -
Nonstop2h 55m
Mon 10/264:35 pm -
1 stop5h 50m
Deal found 9/8![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 9/8. 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 11/137:55 pm -
Nonstop2h 55m
Mon 11/166:20 am -
2 stops5h 50m
Deal found 9/8![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 9/3. 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.
Fri 9/255:15 am -
1 stop4h 51m
Mon 9/282:55 pm -
1 stop5h 32m
Deal found 9/3![Delta logo]()
$325
This American Airlines deal was found by Cheapflights users on 9/3. 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.
Fri 9/258:01 am -
1 stop5h 01m
Fri 10/25:53 pm -
1 stop4h 33m
Deal found 9/3![American Airlines logo]()
$327
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 September 8, 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 September 8, 2026.
This Sun Country Air deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:37 am -
1 stop7h 26m
Sun 11/156:25 pm -
1 stop15h 29m
Deal found 9/8![Sun Country Air logo]()
$345
This Southwest deal was found by Cheapflights users on 9/6. 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 12/106:35 am -
2 stops10h 05m
Mon 12/1410:45 am -
Nonstop2h 45m
Deal found 9/6![Southwest logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 pm -
1 stop5h 59m
Sat 10/38:00 am -
1 stop6h 56m
Deal found 9/4![United Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 9/7. 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 11/2611:20 am -
1 stop4h 39m
Sat 11/285:20 am -
1 stop6h 55m
Deal found 9/7![Delta logo]()
$415
This Southwest deal was found by Cheapflights users on 9/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:45 am -
2 stops12h 50m
Tue 10/65:10 pm -
Nonstop2h 45m
Deal found 9/5![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 9/4. 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.
Wed 11/2510:00 am -
1 stop7h 35m
Fri 11/2710:45 am -
Nonstop2h 40m
Deal found 9/4![Southwest logo]()
$375
This Delta deal was found by Cheapflights users on 9/3. 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.
Fri 10/232:00 pm -
1 stop5h 04m
Sun 10/256:30 am -
1 stop5h 34m
Deal found 9/3![Delta logo]()
$421
This Southwest deal was found by Cheapflights users on 9/6. 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 9/3012:00 pm -
2 stops9h 00m
Tue 10/66:10 am -
1 stop4h 15m
Deal found 9/6![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 9/7. 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 11/255:10 am -
1 stop7h 27m
Sat 11/2810:20 am -
1 stop4h 55m
Deal found 9/7![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 9/7. 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 10/99:10 pm -
Nonstop2h 55m
Mon 10/124:35 pm -
1 stop5h 50m
Deal found 9/7![Southwest logo]()
$424
This Southwest deal was found by Cheapflights users on 9/3. 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.
Sun 10/49:25 am -
Nonstop2h 50m
Sun 10/45:50 pm -
1 stop4h 25m
Deal found 9/3![Southwest logo]()
$437
Last-minute flights from Clearwater to MilwaukeeDiscover last-minute flight deals from Clearwater to Milwaukee. Data last updated September 8, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Milwaukee. Data last updated September 8, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/3. 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.
Thu 9/247:59 pm -
1 stop4h 49m
Sat 9/262:55 pm -
1 stop4h 13m
Deal found 9/3![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 9/3. 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.
Fri 9/255:15 am -
1 stop4h 51m
Mon 9/282:55 pm -
1 stop5h 32m
Deal found 9/3![Delta logo]()
$325
This American Airlines deal was found by Cheapflights users on 9/3. 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.
Fri 9/258:01 am -
1 stop5h 01m
Fri 10/25:53 pm -
1 stop4h 33m
Deal found 9/3![American Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 9/7. 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 9/2911:40 am -
Nonstop2h 45m
Tue 10/65:10 pm -
Nonstop2h 45m
Deal found 9/7![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 9/7. 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 9/293:16 pm -
1 stop6h 38m
Thu 10/14:49 pm -
1 stop6h 39m
Deal found 9/7![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 9/3. 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.
Tue 10/139:20 am -
Nonstop2h 50m
Tue 10/204:30 pm -
1 stop4h 30m
Deal found 9/3![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 9/8. 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 10/239:10 pm -
Nonstop2h 55m
Mon 10/264:35 pm -
1 stop5h 50m
Deal found 9/8![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 9/3. 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 10/289:20 am -
Nonstop2h 50m
Sun 11/16:25 pm -
1 stop5h 10m
Deal found 9/3![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 9/4. 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.
Thu 10/296:15 am -
1 stop4h 30m
Tue 11/38:10 am -
2 stops8h 00m
Deal found 9/4![Southwest logo]()
$292
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 September 8, 2026.
Search for one-way flight options from Clearwater to Milwaukee. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 pm -
2 stops40h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:15 am -
2 stops26h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$138
This Southwest deal was found by Cheapflights users on 9/3. 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 10/19:10 pm -
Nonstop2h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Tue 11/35:11 pm -
2 stops41h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:08 am -
2 stops27h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 11/105:11 pm -
2 stops41h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$151
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/61:50 pm -
2 stops8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/29:10 pm -
2 stops20h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$160
This Southwest deal was found by Cheapflights users on 9/8. 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 10/99:10 pm -
Nonstop2h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Southwest logo]()
$164
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 September 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $277 (Southwest) |
One-way from | $109 (Kiwi.com) |
Popular in | January |
Cheapest in | October |
Average price | $525 |
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 7,457,451 searches. Data last updated September 8, 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
Wed 12/2
6:25 pm-8:15 pm
Nonstop2h 50m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$139
Quickest round-trip
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Tue 9/29
11:40 am-1:25 pm
Nonstop2h 45m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$139
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Tue 12/1
5:10 am-9:13 am
1 stop5h 03m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$144
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Sat 11/7
4:41 pm-8:57 pm
1 stop5h 16m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Wed 3/3
3:55 pm-10:10 pm
2 stops7h 15m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$169
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Tue 10/6
7:26 am-1:43 pm
1 stop7h 17m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$187
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Fri 11/6
9:15 am-3:20 pm
1 stop7h 05m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$187
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Thu 12/3
8:30 am-5:03 pm
2 stops9h 33m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$192
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Tue 12/1
2:00 pm-9:55 pm
2 stops8h 55m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$194
TampaMilwaukee
TPA Tampa - MKE Milwaukee-Mitchell
TPAMKE
Tampa
Wed 3/3
4:20 pm-9:08 pm
1 stop5h 48m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$197
Showing 1-10 of 21 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 September 8, 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.
Weekly flight availability from Clearwater to Milwaukee
Explore weekly flight availability from Clearwater to Milwaukee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 8, 2026.
The most flights from CL9 to MKE are scheduled on a Thursday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
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 $397 and $598 in September.The cheapest round-trip price found within the last 5 days was $277 on Southwest (Sep 29-Oct 6).
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 September 5, 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. Monday 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 September 8, 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.
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
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 locationsPort Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa
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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 September 8, 2026.
Clearwater and Milwaukee flights
Browse other Clearwater and Milwaukee flight options. Last updated on September 8, 2026.
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Clearwater to Milwaukee flights
Consider these flights traveling from Clearwater to Milwaukee.
Top 5 airlines flying from Clearwater to Milwaukee
Discover the top 5 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 7,457,451 searches. Data last updated September 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$225 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$154 | Average$406 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$167 | Average$362 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$194 | Average$397 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$237 | Average$429 | FlexibilityNo cancel fee | On-time63% |