Cheap Flight Deals to Southwest Wisconsin WI from CA $283

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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 $504 and CA $283 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
SEAMadisonAugust 30 to September 9CA $504
*Prices include taxes and fees

Your guide to flights to Southwest Wisconsin, WI

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 $504 and CA $504. Prices vary, but for the best fares, travel in July 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 $504. 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 July 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 $27 per night from May 26 to May 27
CA $27
CA $108 total
includes taxes & fees
May 26 - May 27
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 (1,997 reviews)
"Great value. Room was a good size. Kids enjoyed the bunk bed. Water park tickets included was the best part. It was noisy at night and wish the mattresses were better. Also room had 3 sinks. I think the space could’ve been used better. They need to redesign! Bigger tv, add a sofa, carpet etc."

Reviewed on May 17, 2025

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 $78 per night from Jun. 10 to Jun. 11
CA $78
CA $90 total
includes taxes & fees
Jun 10 - Jun 11
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 (925 reviews)
"They need fumigation… had to kill 2 cockroaches.. would have been 3 but one got away…"

Reviewed on May 22, 2025

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 $81 per night from May 26 to May 27
CA $81
CA $94 total
includes taxes & fees
May 26 - May 27
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. ...
7.2/10 Good! (1,007 reviews)
"Nice & quiet."

Reviewed on May 22, 2025

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 $87 per night from May 26 to May 27
CA $87
CA $101 total
includes taxes & fees
May 26 - May 27
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 (1,002 reviews)
Great sevice and value, need a few repairs.
"Staff was friendly and very kind. While the room was clean. Some repairs could benefit the place. Large hole in bed spread. Light switch was finicky. Some damage to the walls."

Reviewed on Mar. 5, 2025

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 $117 per night from May 29 to May 30
CA $117
CA $135 total
includes taxes & fees
May 29 - May 30
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! (1,007 reviews)
"Easy access off the freeway, yet safe and well-lighted. Staff was friendly."

Reviewed on May 18, 2025

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 $127 per night from Jun. 22 to Jun. 23
CA $127
CA $146 total
includes taxes & fees
Jun 22 - Jun 23
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 ...
7.4/10 Good! (1,000 reviews)
"Good"

Reviewed on May 19, 2025

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 $85 per night from May 26 to May 27
CA $85
CA $98 total
includes taxes & fees
May 26 - May 27
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 ...
7.8/10 Good! (1,002 reviews)
"Liked how close it is to the VA Hospital"

Reviewed on May 22, 2025

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 $173 per night from May 29 to May 30
CA $173
CA $200 total
includes taxes & fees
May 29 - May 30
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! (1,001 reviews)
"I didn't like that the room was to far from the front .lots of walking around every time asked about changing the room promise and not done"

Reviewed on May 17, 2025

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 $191 per night from Jun. 1 to Jun. 2
CA $191
CA $220 total
includes taxes & fees
Jun 1 - Jun 2
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! (2,615 reviews)
"Personable service, clean, great location."

Reviewed on May 22, 2025

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 $260 per night from May 26 to May 27
CA $260
CA $335 total
includes taxes & fees
May 26 - May 27
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 ...
9.2/10 Wonderful! (1,001 reviews)
"Great place to stay, love the facility"

Reviewed on May 22, 2025

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 $27 per night from May 26 to May 27
CA $27
CA $108 total
includes taxes & fees
May 26 - May 27
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 (1,997 reviews)
"Great value. Room was a good size. Kids enjoyed the bunk bed. Water park tickets included was the best part. It was noisy at night and wish the mattresses were better. Also room had 3 sinks. I think the space could’ve been used better. They need to redesign! Bigger tv, add a sofa, carpet etc."

Reviewed on May 17, 2025

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 $141 per night from Jun. 1 to Jun. 2
CA $141
CA $162 total
includes taxes & fees
Jun 1 - Jun 2
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)
"Absolutely loved it."

Reviewed on May 20, 2025

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 $27 per night from May 26 to May 27
CA $27
CA $108 total
includes taxes & fees
May 26 - May 27
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 (1,997 reviews)
"Great value. Room was a good size. Kids enjoyed the bunk bed. Water park tickets included was the best part. It was noisy at night and wish the mattresses were better. Also room had 3 sinks. I think the space could’ve been used better. They need to redesign! Bigger tv, add a sofa, carpet etc."

Reviewed on May 17, 2025

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 $198 per night from May 26 to May 27
CA $198
CA $335 total
includes taxes & fees
May 26 - May 27
Stay at this 3.5-star golf resort in Wisconsin Dells. Enjoy free WiFi, an outdoor pool, and 5 restaurants. Popular attractions Chula Vista Waterparks and Mt. ...
6.8/10 (1,006 reviews)
"Excellent place we will visit it again very soon, the only thing I see inconvenient are the prices of meals and buffets for children example my daughters who do not eat anything, I think we have spent a lot of money on food, the children should eat for free at least at the buffet"

Reviewed on May 11, 2025

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! (951 reviews)
"This was perfect for our family while visiting."

Reviewed on May 18, 2025

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 $93 per night from Jun. 1 to Jun. 2
CA $93
CA $104 total
includes taxes & fees
Jun 1 - Jun 2
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. ...
8.2/10 Very Good! (1,000 reviews)
"I loved how clean the rooms were. And they were very accommodating to a car crash that happened. They let me have late checkout without a fee while I waited for someone to pick me up."

Reviewed on May 22, 2025

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.
Kimpton Gray Hotel by IHG
Chicago River Side Suites
Trump International Hotel & Tower Chicago
Don't see what you're looking for?
See all available trips from Edmonton to Southwest Wisconsin
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Southwest Wisconsin flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Trump International Hotel & Tower Chicago
LondonHouse Chicago, Curio Collection by Hilton
Don't see what you're looking for?
See all available trips from Vancouver to Southwest Wisconsin
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Need a car after flight to Southwest Wisconsin?

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.