Cheap Flights to Southwest Wisconsin from $72
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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 $139 and $72 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply
TPA
Tampa Intl.
MSN
Dane County Regional
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Rockford | February 17 to February 17 | $139 |
| SEA | Rockford | February 8 to February 15 | $157 |
| DEN | Rockford | January 17 to January 18 | $177 |
| PDX | Rockford | January 20 to January 23 | $232 |
| SEA | Madison | January 13 to January 27 | $251 |
| ATL | Madison | March 9 to March 13 | $281 |
| ATL | Eau Claire | January 17 to January 19 | $297 |
| PDX | Madison | February 7 to February 18 | $310 |
| PDX | Appleton | January 14 to January 17 | $353 |
| ATL | Appleton | January 16 to January 22 | $392 |
| ATL | La Crosse | February 25 to March 4 | $410 |
| PDX | Eau Claire | January 11 to January 18 | $433 |
| PDX | La Crosse | February 13 to February 19 | $480 |
| DEN | Dubuque | January 13 to January 14 | $499 |
| FCO | La Crosse | March 26 to March 30 | $856 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Rockford | December 27 to January 1 | $161 |
| DEN | Madison | December 26 to January 5 | $260 |
| LAX | Madison | December 27 to January 5 | $332 |
| ATL | Madison | December 26 to January 2 | $362 |
| LAS | Rockford | December 26 to December 31 | $368 |
| DEN | Appleton | December 28 to January 3 | $403 |
| DCA | Madison | December 28 to January 3 | $450 |
| ATL | Rockford | December 26 to January 1 | $456 |
| PDX | Madison | December 27 to January 7 | $517 |
| DEN | Rockford | December 27 to December 30 | $549 |
| MSP | Rockford | December 27 to January 10 | $588 |
| LAX | Rockford | December 27 to January 1 | $614 |
| LAS | Madison | December 26 to December 29 | $676 |
| SEA | Rockford | December 28 to December 31 | $736 |
| LAX | Appleton | December 26 to December 28 | $911 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $139 |
Number of Airlines Serving | |
Airlines Serving | 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
$50 nightly
The price is $56 total per night from Jan 5 to Jan 6
$56 total
Jan 5 - Jan 6, 2026
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 ...
6.8/10 (2,553 reviews)
This is a good value hotel. The room left lots to be desired and could use updates/repairs but was fine for the low cost. The water park was big enough and was VERY clean.
Reviewed on Dec 20, 2025
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
$50 nightly
The price is $58 total per night from Dec 24 to Dec 25
$58 total
Dec 24 - Dec 25
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. ...
6.6/10 (1,008 reviews)
Everything comfortable but the employees has attitude issues
Reviewed on Dec 14, 2025
Econo Lodge Madison East
4726 E Washington Ave Madison WI
$59 nightly
The price is $68 total per night from Dec 24 to Dec 25
$68 total
Dec 24 - Dec 25
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. ...
7.4/10 Good! (1,003 reviews)
Quiet and convenient to the airport. Great value!
Reviewed on Dec 7, 2025
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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 Token Creek Park are located ...
5.6/10 (1,000 reviews)
Regular there too. Only issue is roaches
Reviewed on Oct 17, 2025
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
$76 nightly
The price is $88 total per night from Dec 26 to Dec 27
$88 total
Dec 26 - Dec 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. ...
8/10 Very Good! (1,000 reviews)
We had a very nice stay. The only hiccup was the pool wasn’t open due to the heating element being broken. But otherwise everyone except one night person was super nice and helpful.
Reviewed on Nov 14, 2025
AmericInn by Wyndham La Crosse Riverfront-Conference Center
1835 Rose Street La Crosse WI
$84 nightly
The price is $97 total per night from Jan 4 to Jan 5
$97 total
Jan 4 - Jan 5, 2026
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. ...
7.4/10 Good! (1,001 reviews)
Great service, decent size rooms, but needs updating. Breakfast was limited
Reviewed on Dec 17, 2025
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
$53 nightly
The price is $61 total per night from Dec 29 to Dec 30
$61 total
Dec 29 - Dec 30
Total with taxes and 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! (1,107 reviews)
The staff was most accommodating when we needed to switch to an accessible room. The room was immaculate and the public areas very attractive.
Reviewed on Dec 15, 2025
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Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
$108 nightly
The price is $125 total per night from Dec 27 to Dec 28
$125 total
Dec 27 - Dec 28
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. ...
9/10 Wonderful! (1,001 reviews)
Close to campus and Camp Randall. Free parking. Free breakfast. Fast friendly check-in
Reviewed on Dec 11, 2025
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
$139 nightly
The price is $161 total per night from Dec 28 to Dec 29
$161 total
Dec 28 - Dec 29
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! (3,386 reviews)
They have one of the most comfortable beds and pillows I've ever felt. They are on my top 3 best sleeps.
Reviewed on Dec 21, 2025
The Edgewater
1001 Wisconsin Place Madison WI
$211 nightly
The price is $244 total per night from Dec 24 to Dec 25
$244 total
Dec 24 - Dec 25
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! (1,007 reviews)
Room was very clean and comfortable. Staff was very friendly and helpful. Would stay here again!
Reviewed on Dec 21, 2025
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$50 nightly
The price is $56 total per night from Jan 5 to Jan 6
$56 total
Jan 5 - Jan 6, 2026
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 ...
6.8/10 (2,553 reviews)
This is a good value hotel. The room left lots to be desired and could use updates/repairs but was fine for the low cost. The water park was big enough and was VERY clean.
Reviewed on Dec 20, 2025
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
$102 nightly
The price is $118 total per night from Jan 4 to Jan 5
$118 total
Jan 4 - Jan 5, 2026
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 ...
9.4/10 Exceptional! (1,000 reviews)
Did not have breakfast
Reviewed on Dec 16, 2025
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
$50 nightly
The price is $56 total per night from Jan 5 to Jan 6
$56 total
Jan 5 - Jan 6, 2026
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 ...
6.8/10 (2,553 reviews)
Families like: Outdoor pool, free waterpark access, playground, game room
Travelers say...
This is a good value hotel. The room left lots to be desired and could use updates/repairs but was fine for the low cost. The water park was big enough and was VERY clean.
Reviewed on Dec 20, 2025
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 Chula Vista Waterparks and Mt. ...
7/10 Good! (1,000 reviews)
Families like: Outdoor pool, free waterpark access, miniature golf, game room
Travelers say...
Clean,excellent customer service
Reviewed on Oct 15, 2025
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 ...
9/10 Wonderful! (971 reviews)
Families like: Outdoor pool, kitchen, playground, game room
Travelers say...
Nice place to travel have fun very convenient!!
Reviewed on Oct 26, 2025
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
$55 nightly
The price is $62 total per night from Dec 29 to Dec 30
$62 total
Dec 29 - Dec 30
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! (1,000 reviews)
Nice and clean very good service 🌷
Reviewed on Dec 8, 2025
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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Ford Focus or similar
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Toyota Corolla or similar
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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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