Cheap Flight Deals to Southwest Wisconsin WI
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
Your guide to flights to Southwest Wisconsin, WI
Breeze Airways, American Airlines, Alaska Airlines fly to Southwest Wisconsin, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Southwest Wisconsin WI currently costs between CA $466 and CA $639. Prices vary, but for the best fares, travel in when prices are at their lowest.
Top tips for finding cheap flights to Southwest Wisconsin
The cheapest flight for a round trip to Southwest Wisconsin is currently CA $466. When you search for flights to Southwest Wisconsin, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Southwest Wisconsin for nearby days. The cheapest month to travel to Southwest Wisconsin is June from our list of deals available.
But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.
How to cancel flights to Southwest Wisconsin
We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.
Why you should book your flight to Southwest Wisconsin with Travelocity
We have top deals on plane tickets even for last minute flights to Southwest Wisconsin, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Southwest Wisconsin for less.
Find The Perfect Hotel For After Your Flight
Amazing Place to Stay After Flight to Southwest Wisconsin
Mt. Olympus Water & Theme Park Resort
"Parking was good until I could know longer park in handicap and I have a handicap daughter n there were ppl not handicapped parked in them and would not help us and n make them move or fine them so no parking was available. Accessibility was horrible and our bathroom door was broken. Beds very ..."
Reviewed on May 18, 2026
Motel 6 Madison, WI - East
"This place not only has bad staff but it is not worth what they charge you have no refrigerator no microwave gaps around the ac water comes in during storms bathroom ceiling leaks when upper takes showers roaches in walls had to have zevo to kill them internet terrible tv doesn't work sinks and toilet ..."
Reviewed on May 18, 2026
Econo Lodge Madison East
"The staff are rude!"
Reviewed on May 13, 2026
Red Roof Inn Madison, WI
"They were nice and room was clean."
Reviewed on Feb 3, 2026
Our Top Southwest Wisconsin hotel with Airport Shuttles
Best Western East Towne Suites
"Quiet clean place great breakfast would recommend staying again"
Reviewed on May 18, 2026
AmericInn by Wyndham La Crosse Riverfront-Conference Center
"Seems more run down than it used to be."
Reviewed on May 10, 2026
Baymont by Wyndham Madison West/Middleton WI West
"Excellent location, 20 min to State Capitol and Epic Headquarters. Friendly and helpful staff. Breakfast included. Ample parking. Two story with indoor pool."
Reviewed on May 18, 2026
Best Western Plus InnTowner Madison
"The hotel was super clean. Rooms were quiet and very clean. Finding a parking spot was quite the challenge."
Reviewed on May 18, 2026
Luxury Hotels in Southwest Wisconsin
The Madison Concourse Hotel and Governor's Club
"I asked several days before arriving whether a late checkout was possible, also indicating the exact time I would need to leave, 5 pm. I was told that the request had been added to my reservation and that, if there was availability, it would be granted. However, when I arrived, the receptionist told ..."
Reviewed on May 18, 2026
The Edgewater
"We love our room. Had a great view and was perfect for the Derby party"
Reviewed on May 18, 2026
Mt. Olympus Water & Theme Park Resort
"A"
Reviewed on May 18, 2026
Best Western Premier Park Hotel
"Love this hotel; close to everything and it always feels like a special treat when I stay here. My go-to hotel in Madison."
Reviewed on May 18, 2026
Family Friendly Hotels in Southwest Wisconsin
Mt. Olympus Water & Theme Park Resort
"A"
Reviewed on May 18, 2026
Chula Vista Resort, Trademark Collection by Wyndham
"Booked our hotel and the posting said underground tunnel to the waterpark we went to Wisconsin in December when it was 8° and the hotel room we got was not even attached to the main building so it’s not very beneficial to take toddlers and 8° weather in your car after they’ve been to a waterpark ..."
Reviewed on Jan 3, 2026
Tamarack Wisconsin Dells a Ramada by Wyndham
"A really nice “cabin,” very clean, very quiet. Well equipped kitchen, comfortable bed, good shower. No downside for us."
Reviewed on May 17, 2026
Best Western Ambassador Inn & Suites
"The room was okay, could use some minor maintenance. The check in process was slow due to computers. Overall the property is nice but is starting to show some age. Would give it a B for value and amenities."
Reviewed on May 18, 2026
Best Southwest Wisconsin Flight and Hotel Packages
Southwest Wisconsin flight + hotel packages - economy flights
Southwest Wisconsin flight + hotel packages - business class flights
Need a car after flight to Southwest Wisconsin?
Economy
Compact
Midsize
SUV
Frequently asked questions
Plane Tickets To Southwest Wisconsin
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Southwest Wisconsin. Browse through our inventory to explore a wide range of cheap flights to Southwest Wisconsin to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Southwest Wisconsin as you anxiously await to exit the plane and explore what Southwest Wisconsin has to offer. Considering all the amazing local food and culture in Southwest Wisconsin, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Southwest Wisconsin to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Southwest Wisconsin without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Southwest Wisconsin with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Southwest Wisconsin today!
Need more than a Flight to Southwest Wisconsin?
Explore More Ways to Travel with Travelocity
- 5 Star Hotels in Dellwood
- Adams Hotels
- Arlington Hotels
- Barneveld Hotels
- Convention Center Hotels in Belmont
- Belmont Hotels
- Vacation Homes in Boscobel
- Camp Douglas Hotels
- Coon Valley Hotels
- Hotels near Crystal Grand Music Theater
- Hotels near Dell View Golf Course
- Dodgeville Hotels
- Elroy Hotels
- Ranches in Elroy
- Endeavor Hotels
- Hotels near Governor Dodge State Park
- Hustler Hotels
- Hotels near Kalahari Indoor Waterpark
- La Valle Hotels
- Lake Delton Hotels
- Lodi Hotels
- Apartments in Mauston
- Ranches in Mauston
- Cabins in Merrimac
- Merrimac Hotels
- Cabins in Middleton
- Middleton Hotels
- Mineral Point Hotels
- Mount Horeb Hotels
- Hotels near Noah's Ark Waterpark
- Cabins in Ontario
- Cottages in Ontario
- Ontario Hotels
- Cabins in Platteville
- Cabins in Portage
- Portage Hotels
- Poynette Hotels
- Prairie Du Chien Hotels
- Cabins in Sauk City
- Boutique Hotels in Southwest Wisconsin
- Sparta Hotels
- Hotels near Spring Brook Golf Course
- Hotels near Top Secret
- Verona Hotels
- Viola Hotels
- Wilton Hotels
- Hotels near Wisconsin Deer Park
- Apartments in Wisconsin Dells
- Cabins in Wisconsin Dells
- Condos in Wisconsin Dells
- Cottages in Wisconsin Dells
- Casino Resorts & in Wisconsin Dells
- Kid Friendly Hotels in Wisconsin Dells
- Hotels with Hot Tubs in Wisconsin Dells
- Hotels with smoking rooms in Wisconsin Dells
- Luxury Hotels in Wisconsin Dells
- Pet Friendly Hotels in Wisconsin Dells
- Romantic Getaways & Hotels in Wisconsin Dells
- Ski Resorts and in Wisconsin Dells
- Spa Resorts & in Wisconsin Dells
- Waterpark Hotels and Resorts in Wisconsin Dells
- Wisconsin Dells Hotels
- Motels in Wisconsin Dells
- Vacation Homes in Wisconsin Dells
- Resorts in Wisconsin Dells
- Villas in Wisconsin Dells
- Ace New Zealand Rental Cars in Hustler
- Apex Car Rentals Rental Cars in Mauston
- Auto Rent Rental Cars in Arena
- Car rental Baraboo
- Car rental Endeavor
- Car rentals near Pink Elephant
- Car rental Platteville
- Car rental Wisconsin Dells
- Drive on Holidays Rental Cars in Dodgeville
- Enterprise Rental Cars in Wisconsin Dells
- Get Your Car Rental Cars in Arena
- Goldcar rental Rental Cars in Verona
- Island Car Rentals Rental Cars in Fennimore
- Island Car Rentals Rental Cars in Friendship
- Island Car Rentals Rental Cars in Lodi
- Island Car Rentals Rental Cars in New Lisbon
- Maggiore Rental Cars in Mauston
- Mex Rent A Car Rental Cars in Verona
- Premium Car Rentals near Noah's Ark Waterpark
- Redspot Rental Cars in Mauston
- Sports Car Car Rentals near Noah's Ark Waterpark