Cheap Flight Deals to Southwest Wisconsin WI from CA $282

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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 $406 and CA $282 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
LAXAppletonJuly 28 to July 31CA $656
SEAMadisonJuly 1 to July 5CA $871
*Prices include taxes and fees

Your guide to flights to Southwest Wisconsin, WI

WestJet, Delta 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 $406 and CA $871. 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 $406. 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 August 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
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.6/10 (2,046 reviews)
"Hard to find hotel, but the room and property were nice."

Reviewed on Jun. 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
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 (943 reviews)
"Cleanliness was ok but shower was not clean enough. No mini fridge or microwave. Old tv with low resolution and boring satellite tv. Noisy , uncomfortable bed due to a weak bed frame . But it’s probably the cheapest you will find in Madison and the staff are really nice."

Reviewed on Jun. 14, 2025

Motel 6 Madison, WI - East
Econo Lodge Madison East

Econo Lodge Madison East

2 out of 5
4726 E Washington Ave, Madison, WI
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! (1,002 reviews)
"ok"

Reviewed on Jun. 13, 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
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 (1,003 reviews)
Grateful for your well behaved dog acceptence.
"I am grateful that Red Roof Inns still accept my well behaved dog, always on a lease, never left in the room alone."

Reviewed on Jun. 14, 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
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)
"Very well received. Good attendence"

Reviewed on Jun. 8, 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
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! (1,002 reviews)
"The staff were exceptionally friendly! The pool area is really neat, especially for families with younger kiddos (though we did not use the pool). And the Tiki bar…FABULOUS!!"

Reviewed on Jun. 15, 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
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! (1,000 reviews)

Reviewed on Jun. 17, 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
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our ...
9/10 Wonderful! (1,003 reviews)
"Loved the shuttle service. Very friendly staff. Convenient location. Variety of breakfast options. Definitely would recommend to others."

Reviewed on Jun. 18, 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
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! (2,701 reviews)
"Friendly staff, very clean and i like the location."

Reviewed on Jun. 17, 2025

The Madison Concourse Hotel and Governor's Club
The Edgewater

The Edgewater

4.5 out of 5
1001 Wisconsin Place, Madison, WI
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! (1,000 reviews)
"Exceptional views. Attentive staff. Statehouse restaurant manager helped us accommodate a large group no notice"

Reviewed on Jun. 14, 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
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.6/10 (2,046 reviews)
"Hard to find hotel, but the room and property were nice."

Reviewed on Jun. 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
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! (1,002 reviews)
"Worried about staying at the Best Western…not an issue at this location…awesome friendly staff from the valet, checkin, maids all top notch!"

Reviewed on Jun. 13, 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
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.6/10 (2,046 reviews)
"Hard to find hotel, but the room and property were nice."

Reviewed on Jun. 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
Stay at this 3.5-star golf resort in Wisconsin Dells. Enjoy free WiFi, an outdoor pool, and 5 restaurants. Popular attractions Noah's Ark Waterpark and Chula ...
6.8/10 (1,001 reviews)
"Good: park was empty so we had the whole place to ourselves. Staff was friendly but very judgmental, ie if you don’t know the proper procedure for using a double tube. Cons: it’s far from the dells, like 15-20 minutes to anything worth seeing. Staff seemed mostly Immigrants, had a hard time communicating ..."

Reviewed on Jun. 3, 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! (953 reviews)
"This Place is Awesome! I’m a seasoned traveler and our unit was one of the cleanest, most comfortable I’ve ever stayed in. Stayed here with my elderly father and the bed and pull out sofa were very comfortable for us both. Ken and Joyce are wonderful, super kind and accommodating. Highly ..."

Reviewed on May 31, 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
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! (1,002 reviews)
Nice stay
"We had a nice stay. The check in staff was very pleasant. Our room was clean and smell good. Love the vanity (separated from the bathroom). The full body mirror was a plus! Breakfast was good."

Reviewed on Jun. 12, 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.
Hilton Orrington / Evanston
Hilton Chicago/Oak Lawn
Trump International Hotel & Tower Chicago
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Southwest Wisconsin flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
The Hoxton Chicago
Level Chicago – Old Town
21c Museum Hotel Chicago
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See all available trips from Toronto 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.
Embassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago
Trump International Hotel & Tower Chicago
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See all available trips from Toronto to Southwest Wisconsin
View all trips

Need a car after flight to Southwest Wisconsin?

*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.