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$79+ Cheap flights from Hobby (HOU) to Wisconsin

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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MKE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Hobby to Wisconsin

Keep the following information in mind while searching for Hobby to Wisconsin flight deals. Data was last updated September 15, 2025.

Round-trip from

$165
(Southwest)

One-way from

$79
(Southwest)

Popular in

December

Cheapest in

August

Average price

$309
From Houston Hobby to Wisconsin
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One-way flight from Houston Hobby to Wisconsin
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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. 2% potential price decrease ($7 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 Wisconsin

Cheapest flights from Hobby to Wisconsin
Explore the most affordable flight options available from Hobby to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Southwest deal was found by Cheapflights users on 9/12. 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.
Wed 10/810:55 amHOU - ORD
1 stop5h 30mSouthwest
Thu 10/97:30 amORD - HOU
1 stop5h 15mSouthwest
Deal found 9/12$165
This Southwest deal was found by Cheapflights users on 9/14. 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 10/295:00 pmHOU - MKE
1 stop5h 00mSouthwest
Sat 11/17:00 amMKE - HOU
1 stop8h 15mSouthwest
Deal found 9/14$167
This Southwest deal was found by Cheapflights users on 9/12. 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.
Wed 10/226:00 amHOU - ORD
2 stops8h 00mSouthwest
Mon 10/273:10 pmORD - HOU
1 stop9h 25mSouthwest
Deal found 9/12$170
This Southwest deal was found by Cheapflights users on 9/14. 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 10/2210:55 amHOU - ORD
1 stop5h 30mSouthwest
Sat 10/251:30 pmORD - HOU
1 stop8h 45mSouthwest
Deal found 9/14$177
This Southwest deal was found by Cheapflights users on 9/14. 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 10/226:00 amHOU - ORD
2 stops8h 00mSouthwest
Thu 10/234:20 pmORD - HOU
1 stop5h 10mSouthwest
Deal found 9/14$182
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/97:55 amHOU - MKE
1 stop5h 10mSouthwest
Tue 10/142:05 pmMKE - HOU
1 stop7h 00mSouthwest
Deal found 9/14$183
This Southwest deal was found by Cheapflights users on 9/13. 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 10/164:40 pmHOU - MSP
1 stop5h 15mSouthwest
Mon 10/205:35 amMSP - HOU
1 stop5h 15mSouthwest
Deal found 9/13$189
This Southwest deal was found by Cheapflights users on 9/13. 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 10/145:05 pmHOU - ORD
1 stop6h 00mSouthwest
Fri 10/244:20 pmORD - HOU
1 stop5h 10mSouthwest
Deal found 9/13$197
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/146:00 amHOU - MSN
1 stop4h 35mAmerican Airlines
Tue 10/215:46 pmMSN - HOU
1 stop4h 28mAmerican Airlines
Deal found 9/13$199
This Southwest deal was found by Cheapflights users on 9/13. 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 10/1610:00 amHOU - MKE
1 stop7h 25mSouthwest
Sun 10/196:30 amMKE - HOU
1 stop4h 55mSouthwest
Deal found 9/13$199
This Southwest deal was found by Cheapflights users on 9/13. 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 10/174:00 pmHOU - ORD
1 stop5h 30mSouthwest
Mon 10/271:50 pmORD - HOU
2 stops7h 40mSouthwest
Deal found 9/13$202
This Southwest deal was found by Cheapflights users on 9/13. 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 10/155:00 pmHOU - MSP
1 stop5h 20mSouthwest
Mon 10/203:25 pmMSP - HOU
2 stops6h 05mSouthwest
Deal found 9/13$204

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby to Wisconsin 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 15, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Wisconsin that are best for you.

Fly from

Hobby

Fly to

Wisconsin

Route

Depart

Return

Price

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Wed 10/29

5:00 pm-10:00 pm

1 stop5h 00m

Milwaukee-Mitchell

Sat 11/1

7:00 am-3:15 pm

1 stop8h 15m

$167

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 10/22

10:55 am-4:25 pm

1 stop5h 30m

Chicago O'Hare Intl

Sat 10/25

7:00 am-1:05 pm

1 stop6h 05m

$177

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 11/4

7:15 am-12:15 pm

1 stop5h 00m

Chicago O'Hare Intl

Tue 11/4

1:45 pm-7:50 pm

2 stops6h 05m

$182

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Tue 10/14

5:00 pm-10:00 pm

1 stop5h 00m

Milwaukee-Mitchell

Sun 10/19

8:00 pm-12:40 am

1 stop4h 40m

$183

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Thu 10/9

7:55 am-1:05 pm

1 stop5h 10m

Milwaukee-Mitchell

Tue 10/14

5:45 am-10:00 am

1 stop4h 15m

$183

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Sat 11/22

4:05 pm-10:20 pm

1 stop6h 15m

Milwaukee-Mitchell

Mon 11/24

6:05 am-1:15 pm

1 stop7h 10m

$183

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Mon 10/27

5:15 am-11:00 am

1 stop5h 45m

Milwaukee-Mitchell

Mon 11/3

8:10 am-4:20 pm

1 stop8h 10m

$199

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Sun 11/23

4:45 pm-11:25 pm

1 stop6h 40m

Milwaukee-Mitchell

Fri 11/28

5:55 pm-12:30 am

1 stop6h 35m

$199

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 10/17

4:00 pm-9:30 pm

1 stop5h 30m

Chicago O'Hare Intl

Mon 10/27

1:50 pm-9:30 pm

2 stops7h 40m

$202

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 10/3

6:37 pm-11:54 pm

1 stop5h 17m

Chicago O'Hare Intl

Mon 10/6

9:42 am-5:48 pm

1 stop8h 06m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 60 results
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Best time to book a flight from Hobby to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin 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 Wisconsin

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

Currently, February is the cheapest month in which you can book a flight from Houston Hobby Airport to Wisconsin (average of $280). Flying from Houston Hobby Airport to Wisconsin 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 WI?

Find hourly flight availability from Hobby to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Houston Hobby Airport to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated September 15, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Houston Hobby Airport to Wisconsin to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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
7,956 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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
4,245 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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
4,245 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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
Frontier
5.8
Fair
3,173 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

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 Wisconsin. 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 Houston Hobby Airport to Wisconsin?

    Airlines like Southwest, American Airlines, and Delta fly from Houston Hobby Airport to Wisconsin in about 4h 43m. The time it takes to get you to your destination can typically vary by up to 51m. There are 987 mi between Houston Hobby Airport and Wisconsin. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $79 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $159 and $175, respectively.

  • What are the most popular routes from Houston Hobby Airport to Wisconsin?

    The most popular route from Houston Hobby Airport to Wisconsin is Houston Hobby - Chicago O'Hare Intl. You may also consider Houston Hobby - Minneapolis St Paul or Houston Hobby - Milwaukee-Mitchell.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hobby to Wisconsin 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 Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Houston Hobby Airport to Wisconsin (average of $280). Flying from Houston Hobby Airport to Wisconsin 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

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Alternative routes for Hobby to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
Hobby to John F Kennedy Intl flights
Hobby to LaGuardia flights
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George Bush Intcntl to John F Kennedy Intl flights
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Hobby to Atlanta flights
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Hobby to Dulles Intl flights
Hobby to Ontario flights
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Hobby to Sky Harbor Intl flights
Hobby to Nashville flights
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Hobby to Minneapolis flights
George Bush Intcntl to Atlanta flights
Hobby to Fort Lauderdale flights
George Bush Intcntl to Midway flights
George Bush Intcntl to Nashville flights
George Bush Intcntl to Dulles Intl flights
George Bush Intcntl to Honolulu flights
George Bush Intcntl to Sky Harbor Intl flights
George Bush Intcntl to Baltimore flights
George Bush Intcntl to Minneapolis flights
George Bush Intcntl to Fort Lauderdale flights
Hobby to Portland flights

Top 5 airlines flying from Hobby to Wisconsin

Discover the top 5 airlines that operate flights from Hobby to Wisconsin. 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 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$132FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$189Average$333FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$198Average$401FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$208Average$445FlexibilityNo cancel feeOn-time69%
DeltaCheapest$218Average$388FlexibilityNo cancel feeOn-timeN/A

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