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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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MKE
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Round-trip from

$197
(Delta)

One-way from

$79
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$340
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. 7% potential increase in price ($27 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 November 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 November 3, 2025.

This Delta deal was found by Cheapflights users on 11/2. 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.
Mon 11/246:48 pmHOU - ORD
1 stop5h 14mDelta
Thu 11/275:23 amORD - HOU
1 stop8h 05mDelta
Deal found 11/2$197
This Delta deal was found by Cheapflights users on 11/1. 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.
Mon 11/246:00 amHOU - MSN
1 stop4h 38mDelta
Wed 12/35:14 pmMSN - HOU
1 stop5h 34mDelta
Deal found 11/1$199
This Delta deal was found by Cheapflights users on 11/2. 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 12/106:00 amHOU - ORD
1 stop6h 03mDelta
Sun 12/145:30 amORD - HOU
1 stop7h 58mDelta
Deal found 11/2$207
This Delta deal was found by Cheapflights users on 10/31. 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 12/126:47 pmHOU - ORD
1 stop5h 14mDelta
Sun 12/146:45 amORD - HOU
1 stop6h 43mDelta
Deal found 10/31$217
This Southwest deal was found by Cheapflights users on 10/31. 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 12/37:15 amHOU - ORD
1 stop5h 00mSouthwest
Thu 12/41:45 pmORD - HOU
2 stops6h 05mSouthwest
Deal found 10/31$222
This Southwest deal was found by Cheapflights users on 11/2. 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 12/46:00 amHOU - ORD
1 stop7h 00mSouthwest
Thu 12/116:05 amORD - HOU
2 stops11h 40mSouthwest
Deal found 11/2$228
This Southwest deal was found by Cheapflights users on 11/1. 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 12/138:45 amHOU - ORD
2 stops13h 50mSouthwest
Tue 12/161:45 pmORD - HOU
2 stops6h 05mSouthwest
Deal found 11/1$233
This Southwest deal was found by Cheapflights users on 11/2. 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 12/46:00 amHOU - ORD
1 stop7h 00mSouthwest
Mon 12/86:05 amORD - HOU
1 stop6h 40mSouthwest
Deal found 11/2$237
This Delta deal was found by Cheapflights users on 11/1. 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.
Mon 11/246:00 amHOU - MSN
1 stop4h 38mDelta
Tue 12/25:14 pmMSN - HOU
1 stop5h 34mDelta
Deal found 11/1$239
This American Airlines deal was found by Cheapflights users on 10/31. 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 12/95:44 amHOU - ORD
1 stop6h 03mAmerican Airlines
Sat 12/133:14 pmORD - HOU
1 stop5h 04mAmerican Airlines
Deal found 10/31$249
This Delta deal was found by Cheapflights users on 11/1. 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.
Mon 11/246:48 pmHOU - MKE
1 stop5h 07mDelta
Tue 12/27:00 amMKE - HOU
1 stop6h 28mDelta
Deal found 11/1$249
This Southwest deal was found by Cheapflights users on 11/2. 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 12/212:55 pmHOU - MSP
1 stop6h 40mSouthwest
Thu 12/43:50 pmMSP - HOU
1 stop6h 35mSouthwest
Deal found 11/2$249

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 November 3, 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

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 1/6

11:09 am-4:43 pm

1 stop5h 34m

Chicago O'Hare Intl

Tue 1/13

9:53 am-4:12 pm

1 stop6h 19m

$197

HoustonMadison

HOU - MSN

HOUMSN

Houston Hobby

Mon 11/24

6:00 am-10:38 am

1 stop4h 38m

Madison Truax Field

Wed 12/3

5:14 pm-10:48 pm

1 stop5h 34m

$199

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 12/3

7:15 am-12:15 pm

1 stop5h 00m

Chicago O'Hare Intl

Thu 12/4

1:45 pm-7:35 pm

1 stop5h 50m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 12/12

6:47 pm-12:01 am

1 stop5h 14m

Chicago O'Hare Intl

Sun 12/14

5:30 am-1:28 pm

1 stop7h 58m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 12/4

6:00 am-1:00 pm

1 stop7h 00m

Chicago O'Hare Intl

Mon 12/8

6:05 am-12:45 pm

1 stop6h 40m

$237

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 1/6

12:40 pm-10:35 pm

2 stops9h 55m

Chicago O'Hare Intl

Tue 1/13

11:55 am-7:40 pm

1 stop7h 45m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Tue 11/25

6:48 pm-11:55 pm

1 stop5h 07m

Milwaukee-Mitchell

Wed 12/3

3:17 pm-10:48 pm

1 stop7h 31m

$249

HoustonMinneapolis

HOU - MSP

HOUMSP

Houston Hobby

Fri 12/5

1:40 pm-6:05 pm

1 stop4h 25m

Minneapolis St Paul

Sun 12/7

1:40 pm-9:30 pm

1 stop7h 50m

$249

HoustonMinneapolis

HOU - MSP

HOUMSP

Houston Hobby

Wed 11/26

6:15 am-1:10 pm

1 stop6h 55m

Minneapolis St Paul

Tue 12/2

3:25 pm-11:20 pm

1 stop7h 55m

$249

HoustonMinneapolis

HOU - MSP

HOUMSP

Houston Hobby

Tue 12/2

12:55 pm-7:35 pm

1 stop6h 40m

Minneapolis St Paul

Thu 12/4

3:50 pm-10:25 pm

1 stop6h 35m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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, March is the cheapest month in which you can book a flight from Houston Hobby Airport to Wisconsin (average of $102). Flying from Houston Hobby Airport to Wisconsin in May is currently the most expensive (average of $224). 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 November 3, 2025.

When flying from Houston Hobby Airport to Wisconsin, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 18% versus a flight at noon.

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

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

Travelers seeking maximum savings on their Houston Hobby Airport to Wisconsin flight should consider departing on Wednesday mornings 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 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 November 3, 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
4,240 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

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
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

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
8,997 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

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
11,034 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

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 Delta, Southwest, and American Airlines fly from Houston Hobby Airport to Wisconsin in about 5h. The time it takes to get you to your destination can typically vary by up to 34m. There are 945 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 Sun Country Air. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $99 and $109, 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, March is the cheapest month in which you can book a flight from Houston Hobby Airport to Wisconsin (average of $102). Flying from Houston Hobby Airport to Wisconsin in May is currently the most expensive (average of $224). 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.
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Top 4 airlines flying from Hobby to Wisconsin

Discover the top 4 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$124Average$325FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$136Average$391FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$189Average$311FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$222Average$426FlexibilityNo cancel feeOn-time69%

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