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Wisconsin

$89+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MKE
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Delta deal was found by Cheapflights users on 1/28. 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 3/35:25 am
HOU
-
ORD
1 stop4h 49m
Delta
Tue 3/32:46 pm
ORD
-
HOU
1 stop7h 42m
Delta
Deal found 1/28$197
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 2/286:00 am
HOU
-
MSN
1 stop4h 36m
American Airlines
Tue 3/33:11 pm
MSN
-
HOU
1 stop4h 39m
American Airlines
Deal found 1/27$199
This Delta deal was found by Cheapflights users on 1/27. 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 3/115:22 pm
HOU
-
ORD
1 stop6h 32m
Delta
Tue 3/177:10 am
ORD
-
HOU
1 stop6h 18m
Delta
Deal found 1/27$204
This Delta deal was found by Cheapflights users on 1/28. 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 2/245:19 pm
HOU
-
ORD
1 stop6h 37m
Delta
Wed 3/42:46 pm
ORD
-
HOU
1 stop7h 42m
Delta
Deal found 1/28$207
This Delta deal was found by Cheapflights users on 1/27. 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.
Sat 4/1810:46 am
HOU
-
ORD
1 stop5h 56m
Delta
Tue 4/219:50 am
ORD
-
HOU
1 stop6h 38m
Delta
Deal found 1/27$211
This Delta deal was found by Cheapflights users on 1/28. 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 2/181:06 pm
HOU
-
ORD
1 stop6h 13m
Delta
Sat 2/213:21 pm
ORD
-
HOU
1 stop7h 07m
Delta
Deal found 1/28$217
This Southwest deal was found by Cheapflights users on 1/28. 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 2/246:20 am
HOU
-
ORD
1 stop9h 05m
Southwest
Wed 3/411:55 am
ORD
-
HOU
2 stops7h 55m
Southwest
Deal found 1/28$222
This Southwest deal was found by Cheapflights users on 1/27. 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 4/238:00 am
HOU
-
ORD
1 stop7h 30m
Southwest
Sat 4/257:00 am
ORD
-
HOU
1 stop8h 10m
Southwest
Deal found 1/27$236
This Southwest deal was found by Cheapflights users on 1/28. 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 2/285:35 am
HOU
-
ORD
1 stop6h 40m
Southwest
Sun 3/15:15 pm
ORD
-
HOU
1 stop4h 50m
Southwest
Deal found 1/28$237
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 2/276:00 am
HOU
-
MSN
1 stop4h 36m
American Airlines
Tue 3/33:11 pm
MSN
-
HOU
1 stop4h 39m
American Airlines
Deal found 1/27$239
This Southwest deal was found by Cheapflights users on 1/27. 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 2/186:30 am
HOU
-
ORD
1 stop6h 30m
Southwest
Tue 2/2411:55 am
ORD
-
HOU
2 stops7h 55m
Southwest
Deal found 1/27$242
This Southwest deal was found by Cheapflights users on 1/28. 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 2/187:25 am
HOU
-
ORD
1 stop4h 50m
Southwest
Fri 2/207:15 am
ORD
-
HOU
2 stops14h 10m
Southwest
Deal found 1/28$248

Find flight deals from Hobby to Wisconsin

Keep the following information in mind while searching for Hobby to Wisconsin flight deals. Data was last updated January 29, 2026.

Round-trip from

$197
(Delta)

One-way from

$89
(Cheapflightsfares)

Popular in

March

Cheapest in

October

Average price

$385
From Houston Hobby to Wisconsin
Search Deals
One-way flight from Houston Hobby to Wisconsin
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($15 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 January 2026
Search Deals

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 January 29, 2026.
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

HoustonMadison

HOU - MSN

HOUMSN

Houston Hobby

Sat 2/28

6:00 am-10:36 am

1 stop4h 36m

Madison Truax Field

Tue 3/3

3:11 pm-7:50 pm

1 stop4h 39m

$199

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 2/27

5:25 am-2:05 pm

1 stop8h 40m

Chicago O'Hare Intl

Sat 2/28

1:00 pm-8:30 pm

1 stop7h 30m

$237

HoustonMadison

HOU - MSN

HOUMSN

Houston Hobby

Fri 2/27

6:00 am-10:36 am

1 stop4h 36m

Madison Truax Field

Tue 3/3

3:11 pm-7:50 pm

1 stop4h 39m

$239

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 2/24

10:00 am-9:50 pm

2 stops11h 50m

Chicago O'Hare Intl

Wed 3/4

11:55 am-7:50 pm

2 stops7h 55m

$247

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Fri 3/13

11:33 am-5:41 pm

1 stop6h 08m

Milwaukee-Mitchell

Mon 3/16

3:55 pm-10:42 pm

1 stop6h 47m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Wed 4/29

10:46 am-4:24 pm

1 stop5h 38m

Milwaukee-Mitchell

Mon 5/4

4:25 pm-11:05 pm

1 stop6h 40m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Tue 4/21

6:00 am-11:27 am

1 stop5h 27m

Milwaukee-Mitchell

Sat 4/25

5:33 pm-11:05 pm

1 stop5h 32m

$249

HoustonMilwaukee

HOU - MKE

HOUMKE

Houston Hobby

Tue 2/17

5:15 am-11:30 am

1 stop6h 15m

Milwaukee-Mitchell

Sat 2/21

12:20 pm-5:30 pm

1 stop5h 10m

$249

HoustonMinneapolis

HOU - MSP

HOUMSP

Houston Hobby

Tue 3/10

4:00 pm-10:35 pm

1 stop6h 35m

Minneapolis St Paul

Thu 3/12

5:45 pm-12:45 am

1 stop7h 00m

$249

HoustonMinneapolis

HOU - MSP

HOUMSP

Houston Hobby

Thu 2/19

11:55 am-5:00 pm

1 stop5h 05m

Minneapolis St Paul

Sun 2/22

7:10 pm-12:40 am

1 stop5h 30m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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.

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 January 29, 2026.
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
4,267 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

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
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

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
8,128 reviews
Southwest
8.0
Very good
4,267 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

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
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

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
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

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 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 American Airlines, Southwest, and Delta fly from Houston Hobby Airport to Wisconsin in about 4h 36m. The time it takes to get you to your destination can typically vary by up to 4h 04m. 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 Frontier. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $99 and $108, 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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George Bush Intcntl to John F Kennedy Intl flights
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Hobby to O'Hare Intl flights

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$312FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$129Average$417FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$136Average$384FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$189Average$293FlexibilityNo cancel feeOn-time63%

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