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$69+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MKE
Oct 30 — Nov 61
Thu 10/30
Thu 11/6
1 adult, Economy
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Cheapflights Tip: The best prices from Houston Hobby to Milwaukee-Mitchell are usually found in October or August, booked 39 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap 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 September 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(American Airlines)

One-way from

$69
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$309
Provider with most accurate pricing for Houston Hobby-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Houston Hobby-Milwaukee-Mitchell flights.
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From Houston Hobby to Milwaukee-Mitchell
Search Deals
One-way flight from Houston Hobby to Milwaukee-Mitchell
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Highest demand for flights based on searches. 8% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 30, 2025.

This American Airlines deal was found by Cheapflights users on 9/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:00 amHOU - MKE
1 stop4h 43mAmerican Airlines
Wed 10/811:33 amMKE - HOU
1 stop6h 34mAmerican Airlines
Deal found 9/30$137
This American Airlines deal was found by Cheapflights users on 9/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1310:11 amHOU - MKE
1 stop6h 54mAmerican Airlines
Sun 11/1612:00 pmMKE - HOU
1 stop7h 50mAmerican Airlines
Deal found 9/30$217
This Southwest deal was found by Cheapflights users on 9/30. 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.
Wed 10/2211:35 amHOU - MKE
1 stop4h 20mSouthwest
Fri 10/243:55 pmMKE - HOU
1 stop4h 20mSouthwest
Deal found 9/30$244
This Delta deal was found by Cheapflights users on 9/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:00 amHOU - MKE
1 stop5h 01mDelta
Sat 10/2512:06 pmMKE - HOU
1 stop5h 42mDelta
Deal found 9/30$249
This Southwest deal was found by Cheapflights users on 9/29. 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.
Thu 10/233:55 pmHOU - MKE
2 stops7h 30mSouthwest
Sun 10/2611:50 amMKE - HOU
1 stop6h 30mSouthwest
Deal found 9/29$254
This Southwest deal was found by Cheapflights users on 9/30. 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 10/233:55 pmHOU - MKE
2 stops7h 30mSouthwest
Fri 10/245:20 amMKE - HOU
2 stops7h 25mSouthwest
Deal found 9/30$259
This Delta deal was found by Cheapflights users on 9/29. 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.
Tue 10/146:00 amHOU - MKE
1 stop5h 01mDelta
Wed 10/225:22 pmMKE - HOU
1 stop5h 38mDelta
Deal found 9/29$264
This Delta deal was found by Cheapflights users on 9/29. 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.
Tue 10/146:00 amHOU - MKE
1 stop5h 01mDelta
Sat 10/185:59 pmMKE - HOU
1 stop5h 01mDelta
Deal found 9/29$279
This Delta deal was found by Cheapflights users on 9/29. 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.
Fri 11/146:48 pmHOU - MKE
1 stop5h 07mDelta
Mon 11/175:26 pmMKE - HOU
1 stop5h 41mDelta
Deal found 9/29$284
This Southwest deal was found by Cheapflights users on 9/30. 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.
Sat 12/276:10 amHOU - MKE
1 stop5h 05mSouthwest
Fri 1/24:45 pmMKE - HOU
1 stop7h 35mSouthwest
Deal found 9/30$289

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 September 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

Wed 10/22

11:35 am-3:55 pm

1 stop4h 20m

Milwaukee-Mitchell

Fri 10/24

3:55 pm-8:15 pm

1 stop4h 20m

$244

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 10/23

5:15 pm-12:20 am

1 stop7h 05m

Milwaukee-Mitchell

Fri 10/24

3:55 pm-8:15 pm

1 stop4h 20m

$244

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Wed 11/26

4:45 pm-11:50 pm

1 stop7h 05m

Milwaukee-Mitchell

Mon 12/1

7:40 pm-12:55 am

1 stop5h 15m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 10/23

3:05 pm-10:50 pm

1 stop7h 45m

Milwaukee-Mitchell

Sun 10/26

6:30 am-12:30 pm

1 stop6h 00m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 10/23

7:55 am-1:05 pm

1 stop5h 10m

Milwaukee-Mitchell

Sat 10/25

3:50 pm-10:20 pm

2 stops6h 30m

$254

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Sat 10/18

6:00 am-11:01 am

1 stop5h 01m

Milwaukee-Mitchell

Mon 10/20

4:46 pm-11:00 pm

1 stop6h 14m

$264

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Tue 10/14

6:00 am-11:01 am

1 stop5h 01m

Milwaukee-Mitchell

Wed 10/22

5:22 pm-11:00 pm

1 stop5h 38m

$264

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Wed 10/15

6:44 pm-11:55 pm

1 stop5h 11m

Milwaukee-Mitchell

Tue 10/21

5:22 pm-11:00 pm

1 stop5h 38m

$264

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Wed 10/15

6:00 am-11:01 am

1 stop5h 01m

Milwaukee-Mitchell

Wed 10/22

5:22 pm-11:00 pm

1 stop5h 38m

$264

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Wed 10/15

6:44 pm-11:55 pm

1 stop5h 11m

Milwaukee-Mitchell

Sat 10/18

5:59 pm-11:00 pm

1 stop5h 01m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/29

Showing 1-10 of 23 results
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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 September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Houston Hobby Airport-Milwaukee flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 September 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, February is the cheapest month in which you can book a flight from Houston Hobby Airport to Milwaukee (average of $280). Flying from Houston Hobby Airport to Milwaukee in June is currently the most expensive (average of $376). 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.

What is the cheapest time of day to fly from HOU to MKE?

Find hourly flight availability from Hobby 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 30, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 24% on flights from Houston Hobby Airport to Milwaukee by exploring options for tickets at noon.

What is the cheapest day to fly from Houston Hobby Airport to Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from Hobby to Milwaukee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Houston Hobby Airport to Milwaukee flight should consider departing on Thursday afternoons when fares are most often at their lowest. Monday evenings 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 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
4,248 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,931 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 can get you from Houston Hobby Airport to Milwaukee in just under 4h 20m. Your travel time can differ by up to . Airlines will cover a distance of 1005 mi.

  • 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 $189. Other airlines that can offer you cheap pricing are Delta, from $216, and United Airlines, from $229. These flights start at 44% lower than the current average price 3 months from now.

  • 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, February is the cheapest month in which you can book a flight from Houston Hobby Airport to Milwaukee (average of $280). Flying from Houston Hobby Airport to Milwaukee in June is currently the most expensive (average of $376). 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
Oak Creek
New Berlin
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 September 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$189Average$321FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$318FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$229Average$389FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$318FlexibilityNo cancel feeOn-time71%

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