Cheap Flight Deals to Southwest Wisconsin WI from CA $373

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Southwest Wisconsin?

The cheapest prices found with in the last 7 days for return flights were CA $558 and CA $373 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
SEAMadisonFebruary 20 to February 22CA $558
FCOLa CrosseApril 8 to April 12CA $1,001
*Prices include taxes and fees

Your guide to flights to Southwest Wisconsin, WI

Delta, WestJet fly to Southwest Wisconsin, so use Travelocity to search, find, and compare some truly tempting deals from the 2 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 $558 and CA $1,001. Prices vary, but for the best fares, travel in August 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 $558. 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 February 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

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
The price is CA $70 per night from Jan 19 to Jan 20
CA $70
CA $78 total
Jan 19 - Jan 20
includes taxes & fees
Book a stay at this family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.8/10 (2,592 reviews)
No front desk staff on property was a little strange. No in room coffee maker and hot tub a little dirty. Water park staff not super friendly.

Reviewed on Jan 8, 2026

Opens in a new windowMt. Olympus Water & Theme Park Resort
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd Madison WI
The price is CA $59 per night from Jan 25 to Jan 26
CA $59
CA $68 total
Jan 25 - Jan 26
includes taxes & fees
Stay at this motel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.4/10 (1,003 reviews)
N/A

Reviewed on Jan 4, 2026

Opens in a new windowMotel 6 Madison, WI - East
Econo Lodge Madison East

Econo Lodge Madison East

2 out of 5
4726 E Washington Ave Madison WI
The price is CA $82 per night from Jan 19 to Jan 20
CA $82
CA $95 total
Jan 19 - Jan 20
includes taxes & fees
Stay at this hotel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (1,001 reviews)
This is a budget hotel, so don’t expect any high class amenities or services. The rooms are not as modern as higher priced places, but they were utterly serviceable, and the bed was comfortable. The place was quiet, and there any numerous restaurants within walking distance, as well as a large shopping ...

Reviewed on Jan 17, 2026

Opens in a new windowEcono Lodge Madison East
Save an average of 15% on thousands of hotels when you're signed in
Red Roof Inn Madison, WI

Red Roof Inn Madison, WI

2 out of 5
4830 Hayes Road Madison WI
Stay at this hotel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions East Towne Mall and Token Creek Park are located ...
5.6/10 (1,000 reviews)
Regular there too. Only issue is roaches

Reviewed on Oct 17, 2025

Opens in a new windowRed Roof Inn Madison, WI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Southwest Wisconsin hotel with Airport Shuttles

Best Western East Towne Suites

Best Western East Towne Suites

2.5 out of 5
4801 Annamark Dr Madison WI
The price is CA $118 per night from Jan 20 to Jan 21
CA $118
CA $137 total
Jan 20 - Jan 21
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (1,008 reviews)
The room was very clean, breakfast was good, the staff was very friendly!

Reviewed on Dec 31, 2025

Opens in a new windowBest Western East Towne Suites
AmericInn by Wyndham La Crosse Riverfront-Conference Center

AmericInn by Wyndham La Crosse Riverfront-Conference Center

2.5 out of 5
1835 Rose Street La Crosse WI
The price is CA $117 per night from Jan 20 to Jan 21
CA $117
CA $135 total
Jan 20 - Jan 21
includes taxes & fees
Book a stay at this beach hotel in La Crosse. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
7.4/10 Good! (1,000 reviews)
Yes

Reviewed on Jan 10, 2026

Opens in a new windowAmericInn by Wyndham La Crosse Riverfront-Conference Center
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
The price is CA $84 per night from Feb 1 to Feb 2
CA $84
CA $97 total
Feb 1 - Feb 2
includes taxes & fees
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,132 reviews)
Great experience! Will definitely return again!

Reviewed on Jan 15, 2026

Opens in a new windowBaymont by Wyndham Madison West/Middleton WI West
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
The price is CA $175 per night from Feb 18 to Feb 19
CA $175
CA $202 total
Feb 18 - Feb 19
includes taxes & fees
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,000 reviews)
under going remodeling that didn't bother us so much. Hard to following some of the signs. Was there for hospital stay and shuttle was great. Breakfast was good. the room was clean. Staff was helpful.

Reviewed on Jan 3, 2026

Opens in a new windowBest Western Plus InnTowner Madison
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Southwest Wisconsin

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (3,438 reviews)
Great location in Madison city center. Friendly staff!

Reviewed on Jan 13, 2026

Opens in a new windowThe Madison Concourse Hotel and Governor's Club
The Edgewater

The Edgewater

4.5 out of 5
1001 Wisconsin Place Madison WI
The price is CA $212 per night from Jan 22 to Jan 23
CA $212
CA $280 total
Jan 22 - Jan 23
includes taxes & fees
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,002 reviews)
Room spotless, super hi quality interior and bedding. Room location was 1/8 a mile from front desk with multiple elevators. Third party booking always gets treated badly is my experience.

Reviewed on Jan 14, 2026

Opens in a new windowThe Edgewater
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
The price is CA $70 per night from Jan 19 to Jan 20
CA $70
CA $78 total
Jan 19 - Jan 20
includes taxes & fees
Book a stay at this family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.8/10 (2,592 reviews)
No front desk staff on property was a little strange. No in room coffee maker and hot tub a little dirty. Water park staff not super friendly.

Reviewed on Jan 8, 2026

Opens in a new windowMt. Olympus Water & Theme Park Resort
Save an average of 15% on thousands of hotels when you're signed in
Best Western Premier Park Hotel

Best Western Premier Park Hotel

4 out of 5
22 S Carroll Street Madison WI
The price is CA $142 per night from Jan 25 to Jan 26
CA $142
CA $164 total
Jan 25 - Jan 26
includes taxes & fees
Book a stay at this spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,000 reviews)
Check in was seemless from the valet to front desk. Our room was a surge for my birthday, so we got the suite on the 9th floor with a view. 200% worth it! Huge well appointed suite with separate bedroom and huge beautiful marble bathroom. Furniture was actually comfortable, not just attractive. Dinner ...

Reviewed on Jan 13, 2026

Opens in a new windowBest Western Premier Park Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Southwest Wisconsin

Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
The price is CA $70 per night from Jan 19 to Jan 20
CA $70
CA $78 total
Jan 19 - Jan 20
includes taxes & fees
Book a stay at this family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.8/10 (2,592 reviews)
No front desk staff on property was a little strange. No in room coffee maker and hot tub a little dirty. Water park staff not super friendly.

Reviewed on Jan 8, 2026

Opens in a new windowMt. Olympus Water & Theme Park Resort
Chula Vista Resort, Trademark Collection by Wyndham

Chula Vista Resort, Trademark Collection by Wyndham

3.5 out of 5
2501 River Rd Wisconsin Dells WI
Book a stay at this spa resort in Wisconsin Dells. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Chula Vista Waterparks and Mt. ...
7/10 Good! (1,000 reviews)
Clean,excellent customer service

Reviewed on Oct 15, 2025

Opens in a new windowChula Vista Resort, Trademark Collection by Wyndham
Tamarack Wisconsin Dells a Ramada by Wyndham

Tamarack Wisconsin Dells a Ramada by Wyndham

3 out of 5
874 Xanadu Rd. Wisconsin Dells WI
Book a stay at this family-friendly vacation home in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff ...
9/10 Wonderful! (972 reviews)
The apartments were nice. Clean. Affordable. Stocked with dishes and cookware. Would stay again.

Reviewed on Jan 1, 2026

Opens in a new windowTamarack Wisconsin Dells a Ramada by Wyndham
Save an average of 15% on thousands of hotels when you're signed in
Best Western Ambassador Inn & Suites

Best Western Ambassador Inn & Suites

2.5 out of 5
610 S Frontage Road Wisconsin Dells WI
The price is CA $76 per night from Jan 25 to Jan 26
CA $76
CA $86 total
Jan 25 - Jan 26
includes taxes & fees
Stay at this hotel in Wisconsin Dells. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (1,000 reviews)
Very nice and very clean

Reviewed on Jan 11, 2026

Opens in a new windowBest Western Ambassador Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Southwest Wisconsin Flight and Hotel Packages

Southwest Wisconsin flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Trump International Hotel & Tower Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Don't see what you're looking for?
See all available trips from Detroit to Southwest Wisconsin
View all trips

Need a car after flight to Southwest Wisconsin?

Frequently asked questions

How much is the cheapest flight to Southwest Wisconsin?
For an idea of prices, the cheapest roundtrip flight to Southwest Wisconsin cost CA $558 during the last seven days. An excellent way to snap up a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Southwest Wisconsin departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Southwest Wisconsin?
For your biggest chance at scoring a superb flight deal, time your break sometime during February. According to Travelocity's direct flight demand from January to December last year, it's the cheapest period to hop on a plane to Southwest Wisconsin.
How can I check my flight status to Southwest Wisconsin?
Get helpful alerts about your flight status and gate numbers with Trips. This convenient portal can be found at the top right of our homepage and is the place to view and manage your bookings. Sign in to your account in seconds and everything will be at your fingertips. You can also use the Travelocity app to see the details of your flight to Southwest Wisconsin while you're out and about — and even while you're offline. Travelocity's app can handle all your booking needs. Whether you want to organize transportation to or from the airport or share itinerary details with any members of your family flying with you, our intuitive app can help.
How do I find the best deals on flights to Southwest Wisconsin?
Be flexible with your travel dates and you might just find a deal you can't pass up. When searching for flights on Travelocity, click the "Flexible dates" option above your results to compare prices with surrounding days. Also try to book ahead of schedule and avoid vacation periods. In the last seven days, the best price for a return flight to Southwest Wisconsin was CA $558. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Southwest Wisconsin with Travelocity?
From cheap flights to Southwest Wisconsin to vacation packages, Travelocity is your one-stop shop for exciting adventures. With everything at hand, you can spend more time preparing for the fun things you'll be doing in Southwest Wisconsin and less time working on travel planning. Plus with our Price Match Guarantee and 24/7 customer assistance, our goal is to make your next vacation a hassle-free one.
What are the most popular flight routes to Southwest Wisconsin?
Check out these main flight routes to Southwest Wisconsin and start organizing your next adventure:

  • Chicago, IL (ORD-O'Hare Intl.) to Dane County Regional Airport (MSN) - 1,365 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Dane County Regional Airport (MSN) - 1,005 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Dane County Regional Airport (MSN) - 931 flights a month.

How much is a flight to Southwest Wisconsin on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Southwest Wisconsin cost between CA $558 and CA $1,001. Whenever you're ready to go, Travelocity will help you find a fare that'll work with your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

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!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.