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$107+ Cheap flights from Cleveland to Milwaukee (CLE - 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MKE
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Cleveland to Milwaukee

Cheapest flights from Cleveland to Milwaukee
Explore the most affordable flight options available from Cleveland to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Orbitz deal was found by Cheapflights users on 1/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/212:08 pm
CLE
-
MKE
1 stop6h 58m
Frontier
Sat 3/75:47 pm
MKE
-
CLE
1 stop12h 13m
Frontier
Deal found 1/19$179
This Mytrip deal was found by Cheapflights users on 1/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/212:08 pm
CLE
-
MKE
1 stop6h 58m
Frontier
Thu 2/57:13 pm
MKE
-
CLE
1 stop14h 30m
Frontier
Deal found 1/19$190
This Mytrip deal was found by Cheapflights users on 1/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/278:00 am
CLE
-
MKE
1 stop10h 58m
Frontier
Thu 1/297:13 pm
MKE
-
CLE
1 stop14h 30m
Frontier
Deal found 1/19$212
This Expedia deal was found by Cheapflights users on 1/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/128:48 pm
CLE
-
MKE
1 stop23h 03m
Frontier
Mon 3/168:20 pm
MKE
-
CLE
1 stop10h 22m
Frontier
Deal found 1/20$218
This Expedia deal was found by Cheapflights users on 1/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/306:00 pm
CLE
-
MKE
1 stop17h 17m
Frontier
Mon 2/27:01 pm
MKE
-
CLE
1 stop18h 38m
Frontier
Deal found 1/20$236
This Expedia deal was found by Cheapflights users on 1/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/2412:30 pm
CLE
-
MKE
1 stop7h 23m
Frontier
Mon 1/2610:52 am
MKE
-
CLE
1 stop11h 19m
Frontier
Deal found 1/19$242
This Mytrip deal was found by Cheapflights users on 1/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/288:00 am
CLE
-
MKE
1 stop11h 01m
Frontier
Thu 1/297:13 pm
MKE
-
CLE
1 stop14h 30m
Frontier
Deal found 1/19$252
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:30 am
CLE
-
MKE
1 stop3h 21m
Delta
Thu 2/265:03 pm
MKE
-
CLE
1 stop5h 51m
Delta
Deal found 1/20$253
This Booking.com deal was found by Cheapflights users on 1/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/2612:08 pm
CLE
-
MKE
1 stop6h 58m
Frontier
Tue 1/276:53 pm
MKE
-
CLE
1 stop18h 46m
Frontier
Deal found 1/19$254
This Delta deal was found by Cheapflights users on 1/18. 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 2/266:30 am
CLE
-
MKE
1 stop3h 21m
Delta
Tue 3/106:33 pm
MKE
-
CLE
1 stop4h 17m
Delta
Deal found 1/18$255
This American Airlines deal was found by Cheapflights users on 1/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:00 am
CLE
-
MKE
1 stop3h 49m
American Airlines
Sat 2/284:47 pm
MKE
-
CLE
2 stops6h 47m
American Airlines
Deal found 1/18$258
This Southwest deal was found by Cheapflights users on 1/19. 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.
Mon 2/165:05 pm
CLE
-
MKE
1 stop6h 55m
Southwest
Mon 2/235:05 am
MKE
-
CLE
1 stop11h 10m
Southwest
Deal found 1/19$261

Find flight deals from Cleveland to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$179
(Orbitz)

One-way from

$107
(Expedia)

Popular in

April

Cheapest in

January

Average price

$273
Provider with most accurate pricing for Cleveland Hopkins Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Milwaukee-Mitchell flights.
Search Deals
From Cleveland Hopkins Intl to Milwaukee-Mitchell
Search Deals
One-way flight from Cleveland Hopkins Intl to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cleveland 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 January 21, 2026.
Use the filters below to find and compare flights from Cleveland to Milwaukee that are best for you.

Fly from

Cleveland

Fly to

Milwaukee

Route

Depart

Return

Price

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Mon 2/2

12:08 pm-6:06 pm

1 stop6h 58m

Milwaukee-Mitchell

Sat 3/7

5:47 pm-7:00 am

1 stop12h 13m

$179

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Mon 2/2

12:08 pm-6:06 pm

1 stop6h 58m

Milwaukee-Mitchell

Thu 2/5

7:13 pm-10:43 am

1 stop14h 30m

$190

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Tue 1/27

8:00 am-5:58 pm

1 stop10h 58m

Milwaukee-Mitchell

Thu 1/29

7:13 pm-10:43 am

1 stop14h 30m

$212

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Thu 3/12

8:48 pm-6:51 pm

1 stop23h 03m

Milwaukee-Mitchell

Mon 3/16

8:20 pm-7:42 am

1 stop10h 22m

$218

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Fri 1/30

6:00 pm-10:17 am

1 stop17h 17m

Milwaukee-Mitchell

Mon 2/2

7:01 pm-2:39 pm

1 stop18h 38m

$236

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Sat 1/24

12:30 pm-6:53 pm

1 stop7h 23m

Milwaukee-Mitchell

Mon 1/26

10:52 am-11:11 pm

1 stop11h 19m

$242

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Tue 2/24

9:00 am-3:44 pm

1 stop7h 44m

Milwaukee-Mitchell

Thu 2/26

7:37 pm-7:46 am

1 stop11h 09m

$242

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Thu 2/26

6:30 am-8:51 am

1 stop3h 21m

Milwaukee-Mitchell

Sat 2/28

5:00 pm-11:45 pm

1 stop5h 45m

$253

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Tue 2/24

4:06 pm-8:21 pm

1 stop5h 15m

Milwaukee-Mitchell

Thu 2/26

5:03 pm-11:54 pm

1 stop5h 51m

$253

ClevelandMilwaukee

CLE - MKE

CLEMKE

Cleveland Hopkins Intl

Thu 2/26

6:30 am-8:51 am

1 stop3h 21m

Milwaukee-Mitchell

Tue 3/10

6:33 pm-11:50 pm

1 stop4h 17m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 22 results
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Compare providers for flights from Cleveland to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cleveland to Milwaukee in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Cleveland-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cleveland-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cleveland-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cleveland-Milwaukee flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cleveland-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Cleveland to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Cleveland with our price prediction graph.
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 Cleveland to Milwaukee

What is the cheapest month to book a flight from Cleveland to Milwaukee?

Currently, November is the cheapest month in which you can book a flight from Cleveland to Milwaukee (average of $53). Flying from Cleveland to Milwaukee in February is currently the most expensive (average of $137). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 January 21, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from Cleveland 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.
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,089 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,191 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,174 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Cleveland to Milwaukee?

    Departing from Cleveland to Milwaukee will take you 6h 58m. Cleveland and Milwaukee are separated by a distance of 327 mi.

  • What are the cheapest airlines flying from Cleveland to Milwaukee round-trip?

    Our cheapest airline available from Cleveland to Milwaukee is Southwest. Our recent data shows that you can find tickets from as low as $198 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $198 and $220 round-trip. Southwest is priced at 43% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Cleveland to Milwaukee one-way?

    The cheapest airlines for a one-way flight from Cleveland to Milwaukee are Southwest ($95), Delta ($116), and American Airlines ($140).

  • Can I find deals for flights from Cleveland to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Cleveland to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cleveland to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Milwaukee.

  • Can I find deals for business class flights from Cleveland to Milwaukee?

    Yes. Cheapflights offers flight deals from Cleveland to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cleveland to Milwaukee?

    Currently, November is the cheapest month in which you can book a flight from Cleveland to Milwaukee (average of $53). Flying from Cleveland to Milwaukee in February is currently the most expensive (average of $137). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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Alternative routes for Cleveland to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Cleveland to Milwaukee

Discover the top 4 airlines that operate flights from Cleveland 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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$198Average$364FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$198Average$375FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$220Average$379FlexibilityNo cancel feeOn-time69%
DeltaCheapest$226Average$326FlexibilityNo cancel feeOn-timeN/A

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