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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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MKE
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/319:05 amHOU - MKE
1 stop5h 37mAmerican Airlines
Wed 1/73:53 pmMKE - HOU
1 stop6h 53mAmerican Airlines
Deal found 12/17$274
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/3110:13 amHOU - MSP
1 stop7h 01mAmerican Airlines
Tue 1/203:46 pmMSP - HOU
1 stop7h 00mAmerican Airlines
Deal found 12/15$274
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/314:21 pmHOU - ORD
1 stop5h 58mAmerican Airlines
Tue 1/611:56 amORD - HOU
1 stop6h 10mAmerican Airlines
Deal found 12/15$287
This Southwest deal was found by Cheapflights users on 12/16. 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 12/314:30 pmHOU - MKE
1 stop4h 05mSouthwest
Sun 1/45:10 pmMKE - HOU
1 stop6h 55mSouthwest
Deal found 12/16$294
This Southwest deal was found by Cheapflights users on 12/17. 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 12/311:40 pmHOU - MSP
1 stop4h 25mSouthwest
Mon 1/54:45 pmMSP - HOU
1 stop7h 50mSouthwest
Deal found 12/17$299
This Southwest deal was found by Cheapflights users on 12/14. 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 12/317:15 amHOU - ORD
1 stop5h 00mSouthwest
Tue 1/67:15 amORD - HOU
2 stops10h 40mSouthwest
Deal found 12/14$313
This Southwest deal was found by Cheapflights users on 12/16. 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 12/261:25 pmHOU - MSP
1 stop6h 30mSouthwest
Tue 1/63:45 pmMSP - HOU
1 stop6h 55mSouthwest
Deal found 12/16$324
This Southwest deal was found by Cheapflights users on 12/15. 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 12/317:15 amHOU - ORD
1 stop5h 00mSouthwest
Thu 1/11:45 pmORD - HOU
1 stop5h 50mSouthwest
Deal found 12/15$338
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/305:40 amHOU - MKE
1 stop5h 23mAmerican Airlines
Thu 1/16:14 amMKE - HOU
1 stop5h 25mAmerican Airlines
Deal found 12/17$349
This Southwest deal was found by Cheapflights users on 12/17. 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 12/306:55 pmHOU - MSP
1 stop5h 20mSouthwest
Thu 1/15:30 amMSP - HOU
1 stop5h 45mSouthwest
Deal found 12/17$349
This Delta deal was found by Cheapflights users on 12/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amHOU - ORD
1 stop6h 12mDelta
Wed 12/317:00 amORD - HOU
2 stops13h 24mDelta
Deal found 12/14$350
This Southwest deal was found by Cheapflights users on 12/16. 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 12/246:00 amHOU - ORD
1 stop7h 00mSouthwest
Thu 1/11:45 pmORD - HOU
1 stop5h 50mSouthwest
Deal found 12/16$352

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 December 18, 2025.

Round-trip from

$197
(Delta)

One-way from

$89
(Mytrip)

Popular in

March

Cheapest in

October

Average price

$332
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 December 2025
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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 December 18, 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 1/27

5:04 pm-11:56 pm

1 stop6h 52m

Chicago O'Hare Intl

Tue 2/3

2:50 pm-10:33 pm

1 stop7h 43m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 1/7

5:04 pm-11:59 pm

1 stop6h 55m

Chicago O'Hare Intl

Tue 2/3

11:15 am-4:10 pm

1 stop4h 55m

$207

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 2/27

6:00 am-1:00 pm

1 stop7h 00m

Chicago O'Hare Intl

Mon 3/2

1:45 pm-8:25 pm

1 stop6h 40m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 1/10

7:25 am-12:15 pm

1 stop4h 50m

Chicago O'Hare Intl

Sat 1/10

1:45 pm-9:15 pm

1 stop7h 30m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 2/20

7:30 am-1:00 pm

1 stop5h 30m

Chicago O'Hare Intl

Mon 2/23

11:55 am-8:20 pm

1 stop8h 25m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 1/24

5:15 am-11:10 am

1 stop5h 55m

Chicago O'Hare Intl

Mon 1/26

2:15 pm-8:15 pm

1 stop6h 00m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Mon 2/2

6:15 am-1:30 pm

1 stop7h 15m

Chicago O'Hare Intl

Thu 2/5

2:15 pm-8:45 pm

1 stop6h 30m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 1/8

5:45 am-10:59 am

1 stop5h 14m

Chicago O'Hare Intl

Tue 2/3

9:55 am-4:10 pm

1 stop6h 15m

$227

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 1/30

7:25 am-12:15 pm

1 stop4h 50m

Chicago O'Hare Intl

Mon 2/2

2:15 pm-7:15 pm

1 stop5h 00m

$237

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 1/10

3:00 pm-9:50 pm

1 stop6h 50m

Chicago O'Hare Intl

Mon 1/12

2:15 pm-8:15 pm

1 stop6h 00m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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 December is currently the most expensive (average of $227). 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 December 18, 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 16% 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 December 18, 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
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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 Delta, Southwest, and American Airlines fly from Houston Hobby Airport to Wisconsin in about 5h 17m. The time it takes to get you to your destination can typically vary by up to 1h 43m. There are 1005 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?

    $55 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 $118, 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 December is currently the most expensive (average of $227). 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.

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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 LaGuardia flights
Hobby to John F Kennedy Intl flights
Hobby to Newark flights
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George Bush Intcntl to John F Kennedy Intl flights
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Hobby to Los Angeles flights
George Bush Intcntl to Las Vegas flights
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Hobby to Seattle flights
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George Bush Intcntl to Los Angeles flights
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Hobby to Fort Lauderdale flights
George Bush Intcntl to Miami flights
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George Bush Intcntl to Ontario flights
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Hobby to O'Hare Intl flights
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Hobby to San Francisco flights
George Bush Intcntl to Dallas/Fort Worth flights
George Bush Intcntl to Sky Harbor Intl flights
Hobby to Midway flights
Hobby to Dulles Intl flights
Hobby to Baltimore flights
Hobby to Honolulu flights
Hobby to Reagan-National flights
Hobby to Salt Lake City flights
Hobby to Boston flights
Hobby to Tampa flights
George Bush Intcntl to San Francisco flights
Hobby to Philadelphia flights
George Bush Intcntl to Honolulu flights
Hobby to New Orleans flights
George Bush Intcntl to Dulles Intl flights
George Bush Intcntl to Philadelphia flights
George Bush Intcntl to Midway flights
Hobby to Nashville flights
Hobby to Burbank flights
George Bush Intcntl to Reagan-National flights
George Bush Intcntl to Salt Lake City 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$124Average$323FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$136Average$386FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$189Average$293FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$222Average$437FlexibilityNo cancel feeOn-time69%

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