Cheap Flights to Southwest Wisconsin from $55
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How Much Does it Cost To Fly To Southwest Wisconsin?
The cheapest prices found with in the last 7 days for return flights were $112 and $55 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply
AZA
Phoenix - Mesa Gateway
LSE
La Crosse Municipal
$112 Roundtrip, found 8 hours ago
$112
Roundtrip
found 8 hours ago
RDU
Raleigh - Durham Intl.
MSN
Dane County Regional
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DEN | Appleton | September 25 to October 5 | $126 |
| DEN | Madison | September 25 to September 28 | $168 |
| DEN | Rockford | August 12 to August 15 | $209 |
| ATL | Rockford | September 8 to September 15 | $225 |
| ATL | Madison | August 11 to August 20 | $275 |
| DEN | La Crosse | September 5 to September 12 | $277 |
| PDX | Rockford | August 29 to September 26 | $303 |
| BOS | Appleton | August 18 to August 22 | $308 |
| PDX | Madison | August 22 to August 29 | $328 |
| PDX | Eau Claire | September 10 to September 19 | $357 |
| ATL | Appleton | September 19 to September 26 | $399 |
| PDX | La Crosse | September 11 to September 19 | $408 |
| SEA | Appleton | August 15 to August 28 | $478 |
| LAS | La Crosse | October 19 to October 26 | $587 |
| FCO | Madison | July 31 to August 4 | $1,115 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAS | Appleton | July 24 to July 25 | $264 |
| DEN | Appleton | July 24 to August 7 | $267 |
| LAS | Rockford | July 26 to August 2 | $278 |
| DEN | Madison | July 26 to July 28 | $302 |
| BOS | Rockford | July 25 to July 28 | $316 |
| PDX | Appleton | July 24 to July 31 | $376 |
| ATL | Rockford | July 26 to August 2 | $439 |
| LAX | Madison | July 24 to July 31 | $473 |
| DEN | Rockford | July 24 to July 28 | $474 |
| PDX | Madison | July 25 to July 26 | $510 |
| ATL | Appleton | July 25 to July 29 | $611 |
| ATL | La Crosse | July 24 to July 26 | $614 |
| ATL | Madison | July 26 to July 29 | $701 |
| BOS | Appleton | July 26 to July 29 | $732 |
| LAX | Appleton | July 24 to July 26 | $936 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $112 |
Number of Airlines Serving | |
Airlines Serving | Allegiant Air, Breeze Airways |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Southwest Wisconsin Accommodation Deals
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$105 nightly
The price is $118 total per night from Aug 17 to Aug 18
$118 total
Aug 17 - Aug 18
Total with taxes and 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 ...
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
$60 nightly
The price is $69 total per night from Aug 2 to Aug 3
$69 total
Aug 2 - Aug 3
Total with taxes and 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 (1,015 reviews)
"Parking lot was full of loiterers and tweakers. I drove through the parking lot, decided it wasn't safe, and forfeited my $130, ended up sleeping in my car instead."
Reviewed on Jul 20, 2026
Econo Lodge Madison East
4726 E Washington Ave Madison WI
$61 nightly
The price is $70 total per night from Jul 23 to Jul 24
$70 total
Jul 23 - Jul 24
Total with taxes and 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. ...
7.6/10 Good! (1,020 reviews)
"You can spend your money stay there for days at a time and they have no courtesy if you need a little more time to check out or make it to the office they become very disrespectful and want to throw you out knowing that you have children with you"
Reviewed on Jul 19, 2026
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Red Roof Inn Madison, WI
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 Capitol Square are located ...
5.6/10 (1,000 reviews)
"Icky room. The staff were wonderful but unfortunately that was the only thing good about the place. We won’t be staying here again."
Reviewed on Jul 4, 2026
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 with Airport Shuttles
Best Western East Towne Suites
4801 Annamark Dr Madison WI
$89 nightly
The price is $103 total per night from Jul 26 to Jul 27
$103 total
Jul 26 - Jul 27
Total with taxes and 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. ...
AmericInn by Wyndham La Crosse Riverfront-Conference Center
1835 Rose Street La Crosse WI
$91 nightly
The price is $105 total per night from Aug 2 to Aug 3
$105 total
Aug 2 - Aug 3
Total with taxes and 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. ...
7.6/10 Good! (1,001 reviews)
"The staff went out of their way to see if the room was ready for an early check in. And they let us check in early. Great job"
Reviewed on Jul 20, 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
$67 nightly
The price is $78 total per night from Aug 2 to Aug 3
$78 total
Aug 2 - Aug 3
Total with taxes and fees
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free parking, and a free airport shuttle. Our guests praise the breakfast and the ...
8/10 Very Good! (1,368 reviews)
"Rooms are very dated. Hallways and exterior doors are extremely dirty and in need of new carpet paint . Room smells moldy. water leaks out of the shower and pours on the floor. We were assigned a room with a connecting door did not know the guest in the adjoining room, but could hear their conversations ..."
Reviewed on Jul 19, 2026
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
$153 nightly
The price is $177 total per night from Jul 26 to Jul 27
$177 total
Jul 26 - Jul 27
Total with taxes and 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. ...
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
1 W Dayton St Madison WI
$159 nightly
The price is $184 total per night from Aug 9 to Aug 10
$184 total
Aug 9 - Aug 10
Total with taxes and fees
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! (3,998 reviews)
"."
Reviewed on Jul 19, 2026
The Edgewater
1001 Wisconsin Place Madison WI
$252 nightly
The price is $291 total per night from Aug 2 to Aug 3
$291 total
Aug 2 - Aug 3
Total with taxes and 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! (1,006 reviews)
"A beautiful location, luxurious rooms and stuning bar and restaurant. Th view of the lake doesn't hurt, either. Thy gym was way too cold and lacking in serious fitness equipment."
Reviewed on Jul 18, 2026
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$105 nightly
The price is $118 total per night from Aug 17 to Aug 18
$118 total
Aug 17 - Aug 18
Total with taxes and 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 ...
Save an average of 15% on thousands of hotels when you're signed in
Best Western Premier Park Hotel
22 S Carroll Street Madison WI
$144 nightly
The price is $166 total per night from Jul 26 to Jul 27
$166 total
Jul 26 - Jul 27
Total with taxes and 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 ...
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
655 N. Frontage Road Wisconsin Dells WI
$105 nightly
The price is $118 total per night from Aug 17 to Aug 18
$118 total
Aug 17 - Aug 18
Total with taxes and 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 ...
Chula Vista Resort, Trademark Collection by Wyndham
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 Mt. Olympus Water and Theme ...
7/10 Good! (1,001 reviews)
Families like: Outdoor pool, free waterpark access, miniature golf, game room
Travelers say...
"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
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 ...
9.2/10 Wonderful! (998 reviews)
Families like: Outdoor pool, kitchen, playground, game room
Travelers say...
"Arrived after 4 pm checkin and apartment was not ready and manager ‘couldn’t even guess’ what time it might be ready (lobby was filled with other families waiting). We were added to a waiting list. When they finally called with room ready the key cards they gave us didn’t work so we had to drive ..."
Reviewed on Jul 19, 2026
Save an average of 15% on thousands of hotels when you're signed in
Best Western Ambassador Inn & Suites
610 S Frontage Road Wisconsin Dells WI
$136 nightly
The price is $153 total per night from Jul 21 to Jul 22
$153 total
Jul 21 - Jul 22
Total with taxes and 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! (1,008 reviews)
"Lots of parking Good coffee! Pools looked great. Got 4 passes to Noah’s ark so that was great!"
Reviewed on Jul 19, 2026
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.
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See all available trips from New York to Southwest Wisconsin
View all tripsNeed a Car For After Your Flight?
Special
Madison, Wisconsin, USA
$93
$325 total
found 1 day ago
Economy
Madison, Wisconsin, USA
$95
$275 total
found 1 day ago
Compact
Madison, Wisconsin, USA
$95
$275 total
found 1 day ago
Midsize
Madison, Wisconsin, USA
$97
$281 total
found 1 day ago
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!
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