$89 Find Cheap Flights from Houston Hobby Airport to Wisconsin

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hobby to Wisconsin departing on 3/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Wisconsin

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Wisconsin, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Wisconsin, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Hobby to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$249
Madison
Madison1 stop$199
Appleton
Appleton1 stop$532
Green Bay
Green Bay1 stop$334
Wausau
Wausau2 stops$748
Duluth
Duluth2 stops$603
Chicago
Chicagononstop$157
Milwaukee
Milwaukee1 stop$249
Madison
Madison1 stop$199
Appleton
Appleton1 stop$532
Green Bay
Green Bay1 stop$334
Wausau
Wausau2 stops$748
Duluth
Duluth2 stops$603
Chicago
Chicagononstop$157

Book Cheap Hobby to Wisconsin Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hobby to Wisconsin that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hobby to Wisconsin

Wed, Feb 25 - Wed, Mar 4
Delta Logo
5:19 pm - 11:56 pm
HOU
-
ORD
6h 37m
1 stop
Delta Logo
2:46 pm - 10:28 pm
ORD
-
HOU
7h 42m
1 stop
$197Delta
Sat, Feb 28 - Tue, Mar 3
American Airlines Logo
6:00 am - 10:36 am
HOU
-
MSN
4h 36m
1 stop
American Airlines Logo
3:11 pm - 7:50 pm
MSN
-
HOU
4h 39m
1 stop
$199American Airlines
Wed, Mar 11 - Tue, Mar 17
Delta Logo
5:22 pm - 11:54 pm
HOU
-
ORD
6h 32m
1 stop
Delta Logo
7:10 am - 1:28 pm
ORD
-
HOU
6h 18m
1 stop
$204Delta
Wed, Feb 25 - Wed, Mar 4
Delta Logo
5:19 pm - 11:56 pm
HOU
-
ORD
6h 37m
1 stop
Delta Logo
2:46 pm - 10:28 pm
ORD
-
HOU
7h 42m
1 stop
$207Delta
Sat, Apr 18 - Tue, Apr 21
Delta Logo
10:46 am - 4:42 pm
HOU
-
ORD
5h 56m
1 stop
Delta Logo
9:50 am - 4:28 pm
ORD
-
HOU
6h 38m
1 stop
$211Delta
Tue, Feb 24 - Tue, Mar 3
Southwest Logo
6:20 am - 3:25 pm
HOU
-
ORD
9h 05m
1 stop
Southwest Logo
11:55 am - 7:50 pm
ORD
-
HOU
7h 55m
2 stops
$222Southwest
Thu, Apr 23 - Sat, Apr 25
Southwest Logo
8:00 am - 3:30 pm
HOU
-
ORD
7h 30m
1 stop
Southwest Logo
7:00 am - 3:10 pm
ORD
-
HOU
8h 10m
1 stop
$236Southwest
Fri, Feb 27 - Sun, Mar 1
Southwest Logo
5:25 am - 2:05 pm
HOU
-
ORD
8h 40m
1 stop
Southwest Logo
5:15 pm - 10:05 pm
ORD
-
HOU
4h 50m
1 stop
$237Southwest
Fri, Feb 27 - Tue, Mar 3
American Airlines Logo
6:00 am - 10:36 am
HOU
-
MSN
4h 36m
1 stop
American Airlines Logo
3:11 pm - 7:50 pm
MSN
-
HOU
4h 39m
1 stop
$239American Airlines
Sat, Feb 14 - Sun, Feb 15
American Airlines Logo
10:13 am - 4:59 pm
HOU
-
MKE
6h 46m
1 stop
American Airlines Logo
6:22 am - 11:48 am
MKE
-
HOU
5h 26m
1 stop
$299American Airlines
Booking Insights

KAYAK's insights & trends for Hobby to Wisconsin flights

Get data-powered insights and trends into flights from Hobby to Wisconsin to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Houston Hobby Airport to Wisconsin, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Houston Hobby Airport to Wisconsin is October, when tickets cost $248 (return) on average. On the other hand, the most expensive months are March and January, when the average cost of round-trip tickets is $394 and $385 respectively.

What’s the cheapest day of the week to fly from Houston Hobby Airport to Wisconsin?

The average price of all round-trip flights from Houston Hobby Airport to Wisconsin clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Wisconsin on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Houston Hobby Airport to Wisconsin. For your return ticket, we recommend flying on a Tuesday and avoiding Mondays for the best deals.

How far in advance should I book a flight from Houston Hobby Airport to Wisconsin?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Houston Hobby Airport to Wisconsin, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Houston Hobby Airport to Wisconsin, you should book around 3 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$89
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly with an average 12% increase in price.
Flight from Houston Hobby Airport to Minneapolis

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Houston Hobby Airport to Wisconsin?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Houston Hobby Airport to Wisconsin.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Houston Hobby Airport to Wisconsin?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Houston Hobby Airport to Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Houston Hobby Airport to Wisconsin?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Houston Hobby Airport to Wisconsin with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Houston Hobby Airport to Wisconsin?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Houston Hobby Airport to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Wisconsin?

    The cheapest time of day to fly to Wisconsin is generally at night, when round-trip flights cost $369 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to Wisconsin is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $424.

Reviews of the top 4 airlines serving from Hobby to Wisconsin

 
See real verified KAYAK customer reviews for airlines flying from Houston to Wisconsin. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hobby to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4268 reviews
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

I like flying first class, and United has a nice one

Unbelievably poor service from flight attendants. They didn’t even do water service on a four hour flight. Just disrespectful.

Seats had less pitch than a regional jet. Food was OK. Have to buy alcohol on US based carriers flying international. Boarding was a mess. Did not have bags but overhead space was gone quick. Would like to see the airlines enforce the one bag over and one bag under policy

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Crew was excellent. This was a relatively long flight though and had very little leg room, and no entertainment.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

Flight was delayed and missed my connection Lufthansa didn’t respond.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

United could have one single once of customer service. No human United employee would help me with the invalid mileage plus number, they said I had to speak with the computer.

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

They made me pay $40 to check a bag that was listed as free when I bought my ticket. Then before boarding they offered to check any bags free.

The seat cushions were very worn so they were extremely uncomfortable.

Delayed, no updates, had a rewards number but was not working

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

We were upgraded to First Class and it was a great flight

Flight delay and multiple gate changes including a change near boarding time to another terminal, which in DFW is a pain. Pre-boarding delay and also a further delay on the ground after boarding. About an hour and a half total delay.

Everything you need to know for your flight from Hobby to Wisconsin

Information on your arrival and departure airports