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$125+ Cheap flights from Hobby (HOU) 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MKE
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
1 adult, Economy
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Cheap flight deals from Hobby to Milwaukee

Cheapest flights from Hobby to Milwaukee
Explore the most affordable flight options available from Hobby to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 30, 2025.

This Southwest deal was found by Cheapflights users on 12/29. 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 12/314:30 pmHOU - MKE
1 stop4h 05mSouthwest
Sun 1/49:10 amMKE - HOU
1 stop6h 45mSouthwest
Deal found 12/29$449
This Delta deal was found by Cheapflights users on 12/29. 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 12/316:00 amHOU - MKE
2 stops10h 30mDelta
Sun 1/41:08 pmMKE - HOU
2 stops10h 04mDelta
Deal found 12/29$1,886

Find flight deals from Hobby to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) 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 December 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Southwest)

One-way from

$125
(American Airlines)

Popular in

March

Cheapest in

October

Average price

$337
Provider with most accurate pricing for Houston Hobby-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Houston Hobby-Milwaukee-Mitchell flights.
Search Deals
From Houston Hobby to Milwaukee-Mitchell
Search Deals
One-way flight from Houston Hobby to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby 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 December 30, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Milwaukee that are best for you.

Fly from

Hobby

Fly to

Milwaukee

Route

Depart

Return

Price

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Tue 2/10

6:20 am-3:05 pm

1 stop8h 45m

Milwaukee-Mitchell

Sat 2/14

11:50 am-8:50 pm

1 stop9h 00m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 1/29

5:45 am-11:10 am

1 stop5h 25m

Milwaukee-Mitchell

Sun 2/1

3:42 pm-10:33 pm

1 stop6h 51m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Mon 1/26

2:35 pm-9:10 pm

1 stop6h 35m

Milwaukee-Mitchell

Thu 1/29

5:00 am-1:45 pm

1 stop8h 45m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Mon 2/2

5:04 pm-11:46 pm

1 stop6h 42m

Milwaukee-Mitchell

Sat 2/7

11:11 am-4:10 pm

1 stop4h 59m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Sun 2/1

4:00 pm-11:25 pm

1 stop7h 25m

Milwaukee-Mitchell

Tue 2/3

3:45 pm-8:25 pm

1 stop4h 40m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 2/5

5:45 am-11:10 am

1 stop5h 25m

Milwaukee-Mitchell

Sun 2/8

3:20 pm-10:33 pm

1 stop7h 13m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Sat 1/31

2:10 pm-8:30 pm

1 stop6h 20m

Milwaukee-Mitchell

Wed 2/4

4:00 pm-10:10 pm

1 stop6h 10m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 1/22

7:25 am-11:55 am

1 stop4h 30m

Milwaukee-Mitchell

Sun 1/25

5:25 am-11:15 am

1 stop5h 50m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 1/29

6:30 am-2:00 pm

2 stops7h 30m

Milwaukee-Mitchell

Sun 2/1

3:10 pm-8:25 pm

1 stop5h 15m

$254

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 1/22

2:00 pm-6:25 pm

1 stop4h 25m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 18 results
1
2

Compare providers for flights from Hobby 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 Hobby to Milwaukee in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
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 Houston Hobby Airport-Milwaukee flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Houston Hobby Airport-Milwaukee flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Houston Hobby Airport-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Houston Hobby Airport-Milwaukee flights, Cheapflights users trust eDreams the most. eDreams 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 Houston Hobby Airport-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 Hobby to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Hobby 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 Houston Hobby Airport to Milwaukee

How far ahead should I book a flight from Houston Hobby Airport to Milwaukee?

Use this chart to determine the optimal time to book a round-trip flight from Hobby to Milwaukee. Price data was last updated on December 26, 2025.

The price you pay for your flight from Houston Hobby Airport to Milwaukee may vary depending on when you book. For the best chance of a lower fare, look to book 39 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Houston Hobby Airport to Milwaukee?

Currently, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Milwaukee (average of $53). Flying from Houston Hobby Airport to Milwaukee in April is currently the most expensive (average of $120). 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 December 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Houston Hobby Airport to Milwaukee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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
8,014 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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
9,121 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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
11,074 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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 Hobby to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Milwaukee from Houston Hobby?

    Milwaukee-Mitchell (MKE) is the airport you will fly into if you book a flight from Houston Hobby to Milwaukee. You should not have trouble finding flights to Milwaukee-Mitchell from Houston Hobby; the airport handles an average of 0 inbound flights from Houston Hobby per day. You should also have plenty of airline options to choose from since 4 airlines have flights to the Milwaukee airport from Houston Hobby. It is only a 6.4 mi journey from Milwaukee-Mitchell (MKE) to Milwaukee’s city center.

  • How long is the flight from Houston Hobby Airport to Milwaukee?

    Southwest and Delta can get you from Houston Hobby Airport to Milwaukee in just under 5h 25m. Your travel time can differ by up to 3h 20m. Airlines will cover a distance of 1005 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Houston Hobby Airport to Milwaukee round-trip?

    Cheapflights users have booked flights from Houston Hobby Airport to Milwaukee round-trip from $124. Other airlines that can offer you cheap pricing are American Airlines, from $136, and Southwest, from $189. These flights start at 63% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Houston Hobby Airport to Milwaukee one-way?

    The cheapest airlines for a one-way flight from Houston Hobby Airport to Milwaukee are Frontier ($79), Delta ($118), and American Airlines ($119).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hobby 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 Houston Hobby Airport to Milwaukee?

    Currently, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Milwaukee (average of $53). Flying from Houston Hobby Airport to Milwaukee in April is currently the most expensive (average of $120). 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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Top 4 airlines flying from Hobby to Milwaukee

Discover the top 4 airlines that operate flights from Hobby 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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$124Average$308FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$136Average$308FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$189Average$283FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$229Average$376FlexibilityNo cancel feeOn-time69%

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