Cheap Flight Deals to Southwest Wisconsin WI from CA $343

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How to find cheap flights to Southwest Wisconsin?

The cheapest prices found with in the last 7 days for return flights were CA $413 and CA $343 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply

Tue., 21 Jan. - Tue., 28 Jan.
YUL
Pierre Elliott Trudeau Intl.
MSN
Dane County Regional
CA $413 Roundtrip, found 1 day ago
CA $413
Roundtrip
found 1 day ago
Select Delta flight, departing Tue., 21 Jan. from Pierre Elliott Trudeau Intl. to Dane County Regional, returning Tue., 28 Jan., priced at CA $413 found 1 day ago
OriginDestinationTravel datesFlights from*
SEAMadisonJanuary 10 to January 13CA $568
*Prices include taxes and fees

Your guide to flights to Southwest Wisconsin, WI

United, Delta 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 $413 and CA $568. Prices vary, but for the best fares, travel in December 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 $413. 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 January 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 $29 per night from Jan. 5 to Jan. 6
CA $29
CA $106 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the convenient ...
6.6/10 (1,922 reviews)
"the reception is too far away, to get something done you have to go by car"

Reviewed on 15 Dec. 2024

Mt. 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 $65 per night from Jan. 14 to Jan. 15
CA $65
CA $75 total
includes taxes & fees
14 Jan - 15 Jan 2025
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. ...
6.8/10 (828 reviews)
"It's better than sleeping outside under a bush"

Reviewed on 18 Dec. 2024

Motel 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 $85 per night from Dec. 24 to Dec. 25
CA $85
CA $98 total
includes taxes & fees
24 Dec - 25 Dec
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. ...
7/10 Good! (1,000 reviews)
"Most definitely a Choice Hotel with good service."

Reviewed on 8 Dec. 2024

Econo Lodge Madison East
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Red Roof Inn Madison, WI

Red Roof Inn Madison, WI

2 out of 5
4830 Hayes Road, Madison, WI
The price is CA $85 per night from Dec. 24 to Dec. 25
CA $85
CA $99 total
includes taxes & fees
24 Dec - 25 Dec
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 (1,001 reviews)
"It was amazing the staff goes above and Beyond"

Reviewed on 10 Dec. 2024

Red 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 $110 per night from Dec. 26 to Dec. 27
CA $110
CA $127 total
includes taxes & fees
26 Dec - 27 Dec
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! (1,000 reviews)
"Close to shopping, the university and lots of food options near by."

Reviewed on 16 Dec. 2024

Best 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 $121 per night from Jan. 5 to Jan. 6
CA $121
CA $139 total
includes taxes & fees
5 Jan - 6 Jan 2025
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 bar in our reviews. Popular ...
7.6/10 Good! (1,001 reviews)
"Overall this is a pretty good older AmericInn. Have stayed in others that were more updated. >> Pool did not open until 8:30 Am which caused us to have to wait since we were up early. Hot Tub/Whirlpool is NOT very hot. Mainly upper warm. Some items in the room needed attention: like batteries for ..."

Reviewed on 15 Dec. 2024

AmericInn 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 $89 per night from Jan. 23 to Jan. 24
CA $89
CA $103 total
includes taxes & fees
23 Jan - 24 Jan 2025
Book a stay at this family-friendly hotel in Madison. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,003 reviews)
Hope this great review doesn't raise the prices 😂
"Clean quiet and peaceful. Best place for the City of Madison."

Reviewed on 9 Dec. 2024

Baymont by Wyndham Madison West/Middleton WI West
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Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue, Madison, WI
The price is CA $155 per night from Dec. 29 to Dec. 30
CA $155
CA $179 total
includes taxes & fees
29 Dec - 30 Dec
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! (1,004 reviews)
"Great hotel"

Reviewed on 18 Dec. 2024

Best 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
The price is CA $200 per night from Dec. 29 to Dec. 30
CA $200
CA $231 total
includes taxes & fees
29 Dec - 30 Dec
Stay at this 3.5-star 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! (2,188 reviews)
"Excellent, clean hotel within walking distance of places around the capital!"

Reviewed on 19 Dec. 2024

The 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 $257 per night from Jan. 5 to Jan. 6
CA $257
CA $332 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 4.5-star luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,005 reviews)
"Cool place"

Reviewed on 22 Dec. 2024

The 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 $29 per night from Jan. 5 to Jan. 6
CA $29
CA $106 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the convenient ...
6.6/10 (1,922 reviews)
"the reception is too far away, to get something done you have to go by car"

Reviewed on 15 Dec. 2024

Mt. Olympus Water & Theme Park Resort
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Best Western Premier Park Hotel

Best Western Premier Park Hotel

3.5 out of 5
22 S Carroll Street, Madison, WI
The price is CA $147 per night from Dec. 29 to Dec. 30
CA $147
CA $170 total
includes taxes & fees
29 Dec - 30 Dec
Stay at this 3.5-star spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,001 reviews)
"Very nice, had not been there since the remodel years ago and we found it all to be awesome."

Reviewed on 18 Dec. 2024

Best 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 $29 per night from Jan. 5 to Jan. 6
CA $29
CA $106 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the convenient ...
6.6/10 (1,922 reviews)
"the reception is too far away, to get something done you have to go by car"

Reviewed on 15 Dec. 2024

Mt. 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, PO Box 30, Wisconsin Dells, WI
The price is CA $230 per night from Jan. 8 to Jan. 9
CA $230
CA $364 total
includes taxes & fees
8 Jan - 9 Jan 2025
Stay at this 3.5-star golf resort in Wisconsin Dells. Enjoy free WiFi, an outdoor pool, and 5 restaurants. Popular attractions Mt. Olympus Water and Theme Park ...
6.8/10 (1,000 reviews)
"We come here every year we like it it’s a bit expensive but we still spend the money! If you all offered free breakfast the prices would be worth it"

Reviewed on 14 Dec. 2024

Chula 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
Stay at this 3-star 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! (938 reviews)
"This property is good fot family vacation. It has many family activities on their premises. It's quite and reasonable prices to stay. I recommend here with big family gathering with reasonable price."

Reviewed on 12 Dec. 2024

Get rates
Tamarack Wisconsin Dells a Ramada by Wyndham
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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 $75 per night from Dec. 24 to Dec. 25
CA $75
CA $84 total
includes taxes & fees
24 Dec - 25 Dec
Stay at this hotel in Wisconsin Dells. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (1,001 reviews)
"It is a great place to stay for the price. They had a good breakfast in the mornings. I would say it was pretty clean, definitely a place I would book again."

Reviewed on 17 Dec. 2024

Best 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.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
per person
Jan. 28 - Jan. 31
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
per person
Jan. 28 - Jan. 31
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
W Chicago - Lakeshore

W Chicago - Lakeshore

4.5 out of 5
per person
Feb. 10 - Feb. 15
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
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?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

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 $413 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 January. 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 $413. 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 $413 and CA $568. 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.