Cheap Flights to Southwest Wisconsin from $53
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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 $102 and $53 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply
RDU
Raleigh - Durham Intl.
MSN
Dane County Regional
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
IAH
George Bush Intercontinental
RFD
Greater Rockford
$183 Roundtrip, found 4 days ago
$183
Roundtrip
found 4 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Madison | May 31 to June 6 | $185 |
| DEN | Madison | June 23 to June 30 | $203 |
| ATL | Rockford | May 27 to June 9 | $207 |
| PDX | Rockford | May 28 to May 30 | $240 |
| DEN | Appleton | July 25 to July 26 | $279 |
| ATL | Eau Claire | May 9 to May 16 | $326 |
| PDX | Madison | June 3 to June 10 | $328 |
| PDX | La Crosse | June 26 to July 6 | $358 |
| ATL | La Crosse | May 9 to May 16 | $361 |
| PDX | Appleton | July 9 to July 15 | $369 |
| SEA | Appleton | May 11 to May 12 | $384 |
| ATL | Appleton | June 26 to July 5 | $399 |
| DEN | La Crosse | July 17 to July 19 | $414 |
| DEN | Eau Claire | July 25 to August 1 | $750 |
| FCO | Madison | May 16 to May 24 | $905 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DEN | Rockford | May 1 to May 3 | $338 |
| LAX | Madison | May 3 to May 11 | $346 |
| ATL | Rockford | May 2 to May 6 | $394 |
| DEN | Appleton | May 1 to May 3 | $419 |
| BOS | Madison | May 1 to May 4 | $472 |
| SEA | Madison | May 1 to May 3 | $517 |
| LAS | Rockford | May 2 to May 6 | $526 |
| SEA | Rockford | May 1 to May 2 | $528 |
| LAS | Madison | May 3 to May 10 | $529 |
| SEA | La Crosse | May 1 to May 3 | $569 |
| PDX | Madison | May 1 to May 6 | $577 |
| DEN | Madison | May 3 to May 8 | $590 |
| ATL | Madison | May 2 to May 4 | $614 |
| LAS | Appleton | May 3 to May 4 | $684 |
| MSP | Rockford | May 1 to May 3 | $717 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $102 |
Number of Airlines Serving | |
Airlines Serving | Breeze Airways, Frontier Airlines, American Airlines |
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 Apr 28 to Apr 29
$56 total
Apr 28 - Apr 29
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 May 12 to May 13
$69 total
May 12 - May 13
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 (1,010 reviews)
SUPER SKETCHY - STAY AWAY!!! I booked this hotel for my son and my nephew for a last minute visit to Madison and unfortunately didn't read reviews before doing so. I had called prior to arrival to request an early check in, but they were unable to accommodate. I asked specifically if they could get ...
Reviewed on Apr 26, 2026
Econo Lodge Madison East
4726 E Washington Ave Madison WI
$59 nightly
The price is $68 total per night from Apr 28 to Apr 29
$68 total
Apr 28 - Apr 29
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! (1,006 reviews)
Horrible customer service and toliet never got fixed
Reviewed on Apr 27, 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 Token Creek Park are located ...
5.6/10 (1,000 reviews)
They were nice and room was clean.
Reviewed on Feb 3, 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
$76 nightly
The price is $88 total per night from Apr 29 to Apr 30
$88 total
Apr 29 - Apr 30
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! (1,002 reviews)
Parts of the hotel have fresh paint and carpet, but most of it needs a lot of TLC. It's poorly maintained. The breakfast room was dirty. They only had 1 person there to clean, refill and maintain the room. He was not able to keep up. They should have more help. It was gross. The staff were friendly ...
Reviewed on Apr 27, 2026
AmericInn by Wyndham La Crosse Riverfront-Conference Center
1835 Rose Street La Crosse WI
$88 nightly
The price is $102 total per night from May 3 to May 4
$102 total
May 3 - May 4
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)
Would stay again.
Reviewed on Apr 25, 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
$59 nightly
The price is $68 total per night from May 14 to May 15
$68 total
May 14 - May 15
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! (1,234 reviews)
The room was not clean. Dusty and one of the pillows looked like it wasn’t even washed. The sink drain was extremely slow, pool didn’t have any clean tools. Hotel staff clearly didn’t want to be at work. Breakfast was average.
Reviewed on Apr 26, 2026
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Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
$125 nightly
The price is $145 total per night from May 26 to May 27
$145 total
May 26 - May 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. ...
9.2/10 Wonderful! (1,003 reviews)
Great hotel
Reviewed on Apr 21, 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.
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 May 24 to May 25
$161 total
May 24 - May 25
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! (3,681 reviews)
Excellent!
Reviewed on Apr 27, 2026
The Edgewater
1001 Wisconsin Place Madison WI
$187 nightly
The price is $216 total per night from May 26 to May 27
$216 total
May 26 - May 27
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)
Get ready for first class experience
Reviewed on Apr 26, 2026
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$50 nightly
The price is $56 total per night from Apr 28 to Apr 29
$56 total
Apr 28 - Apr 29
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
$118 nightly
The price is $136 total per night from May 17 to May 18
$136 total
May 17 - May 18
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 ...
9.6/10 Exceptional! (1,003 reviews)
Excellent location-walk to all the places downtown. Bed was comfortable!
Reviewed on Apr 24, 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.
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 Apr 28 to Apr 29
$56 total
Apr 28 - Apr 29
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 Noah's Ark Waterpark and Chula ...
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
$128 nightly
The price is $144 total per night from Apr 28 to Apr 29
$144 total
Apr 28 - Apr 29
Total with taxes and fees
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! (985 reviews)
Families like: Outdoor pool, kitchen, playground, game room
Travelers say...
Nice place for families to stay. Roomy and a lot of sports to offer. The rooms are adequate.. basic but it’s nice to have a full kitchen and living space. Pretty clean overall. Lots of towels and supplies. The check in process was easy and they are very friendly and helpful. I’d recommend it ...
Reviewed on Apr 12, 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
$54 nightly
The price is $61 total per night from May 3 to May 4
$61 total
May 3 - May 4
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. ...
8.6/10 Excellent! (1,004 reviews)
The air conditioner worked great. The hot tub was actually hot and the staff was very helpful and friendly.
Reviewed on Apr 27, 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
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See all available trips from Minneapolis to Southwest Wisconsin
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See all available trips from Boston to Southwest Wisconsin
View all tripsSouthwest Wisconsin flight + hotel packages - business class flights
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See all available trips from Philadelphia to Southwest Wisconsin
View all tripsSouthwest Wisconsin flight + hotel packages - first class flights
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See all available trips from Minneapolis to Southwest Wisconsin
View all tripsNeed a Car For After Your Flight?
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
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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