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$110+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MKE
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Houston Hobby to Milwaukee-Mitchell are usually found in August or September, 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 August 14, 2025.

Round-trip from

$249
(Southwest)

One-way from

$110
(Southwest)

Popular in

October

Cheapest in

August

Average price

$263
From Houston Hobby to Milwaukee-Mitchell
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One-way flight from Houston Hobby to Milwaukee-Mitchell
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 14, 2025.

This Southwest deal was found by Cheapflights users on 8/12. 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 9/217:25 amHOU - MKE
1 stop4h 40mSouthwest
Tue 9/2312:50 pmMKE - HOU
1 stop4h 30mSouthwest
Deal found 8/12$234
This Delta deal was found by Cheapflights users on 8/11. 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 9/181:13 pmHOU - MKE
1 stop7h 36mDelta
Sat 9/2010:29 amMKE - HOU
1 stop7h 11mDelta
Deal found 8/11$243
This Southwest deal was found by Cheapflights users on 8/14. 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 9/65:30 amHOU - MKE
1 stop5h 45mSouthwest
Mon 9/85:25 pmMKE - HOU
1 stop5h 50mSouthwest
Deal found 8/14$249
This Southwest deal was found by Cheapflights users on 8/14. 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 9/38:05 amHOU - MKE
1 stop8h 55mSouthwest
Sun 9/146:00 amMKE - HOU
1 stop5h 00mSouthwest
Deal found 8/14$264
This Southwest deal was found by Cheapflights users on 8/12. 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 8/2810:00 amHOU - MKE
1 stop4h 45mSouthwest
Mon 9/15:30 amMKE - HOU
1 stop5h 45mSouthwest
Deal found 8/12$279
This Southwest deal was found by Cheapflights users on 8/12. 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 8/285:10 amHOU - MKE
1 stop6h 35mSouthwest
Tue 9/212:15 pmMKE - HOU
2 stops7h 30mSouthwest
Deal found 8/12$284
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/46:00 amHOU - MKE
1 stop4h 31mAmerican Airlines
Sun 9/76:15 amMKE - HOU
1 stop7h 46mAmerican Airlines
Deal found 8/12$289
This Southwest deal was found by Cheapflights users on 8/12. 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 9/54:20 pmHOU - MKE
1 stop6h 40mSouthwest
Mon 9/86:00 amMKE - HOU
2 stops8h 05mSouthwest
Deal found 8/12$294

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 August 14, 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

Fri 9/5

5:10 am-11:45 am

1 stop6h 35m

Milwaukee-Mitchell

Mon 9/8

5:25 pm-11:15 pm

1 stop5h 50m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Tue 9/16

1:13 pm-8:49 pm

1 stop7h 36m

Milwaukee-Mitchell

Tue 9/23

7:05 am-12:18 pm

1 stop5h 13m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 9/4

5:10 am-11:45 am

1 stop6h 35m

Milwaukee-Mitchell

Sun 9/7

6:00 am-11:00 am

1 stop5h 00m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 9/18

10:00 am-2:45 pm

1 stop4h 45m

Milwaukee-Mitchell

Fri 9/19

3:15 pm-9:40 pm

1 stop6h 25m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 11/13

4:20 pm-11:00 pm

1 stop6h 40m

Milwaukee-Mitchell

Sun 11/16

1:45 pm-8:10 pm

1 stop6h 25m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Sat 9/6

5:30 am-11:15 am

1 stop5h 45m

Milwaukee-Mitchell

Mon 9/8

5:25 pm-11:15 pm

1 stop5h 50m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Fri 9/12

1:45 pm-6:25 pm

1 stop4h 40m

Milwaukee-Mitchell

Fri 9/19

4:20 pm-10:50 pm

1 stop6h 30m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 10/2

7:55 am-1:05 pm

1 stop5h 10m

Milwaukee-Mitchell

Thu 10/9

4:25 pm-11:25 pm

1 stop7h 00m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Wed 9/3

8:05 am-5:00 pm

1 stop8h 55m

Milwaukee-Mitchell

Sun 9/14

6:00 am-11:00 am

1 stop5h 00m

$264

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Tue 9/30

3:30 pm-9:50 pm

1 stop6h 20m

$110

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 13 results
1
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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 August 8, 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 August 14, 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 August 14, 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
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,217 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 6 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.

  • 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 $83. Other airlines that can offer you cheap pricing are Frontier, from $84, and Southwest, from $189. These flights start at 76% 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
Mequon
Oak Creek
Sheboygan
Wauwatosa

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Top 6 airlines flying from Hobby to Milwaukee

Discover the top 6 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$255FlexibilityNo cancel feeOn-time65%
FrontierCheapest$84Average$132FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$189Average$364FlexibilityNo cancel feeOn-time63%
DeltaCheapest$198Average$308FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$218Average$318FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$269Average$424FlexibilityNo cancel feeOn-time69%

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