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 $105 and $55 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
$105 Roundtrip, found 6 days ago
$105
Roundtrip
found 6 days ago
DEN
Denver Intl.
RFD
Greater Rockford
$216 Roundtrip, found 2 days ago
$216
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DEN | Rockford | July 14 to July 22 | $216 |
| ATL | Rockford | August 18 to August 22 | $240 |
| ATL | Madison | August 25 to August 27 | $268 |
| DEN | Appleton | August 26 to August 29 | $289 |
| MSP | Madison | July 20 to July 25 | $299 |
| BOS | Appleton | August 19 to August 22 | $301 |
| PDX | Rockford | July 1 to July 7 | $315 |
| PDX | Madison | July 11 to July 14 | $328 |
| SEA | Appleton | September 4 to September 6 | $349 |
| PDX | Appleton | July 11 to July 15 | $357 |
| LAS | Appleton | August 3 to August 13 | $359 |
| ATL | Appleton | July 8 to July 15 | $408 |
| DEN | La Crosse | July 17 to July 19 | $430 |
| LAS | Eau Claire | July 1 to July 2 | $540 |
| DEN | Eau Claire | August 28 to August 31 | $590 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAS | Madison | June 14 to June 21 | $353 |
| SEA | Rockford | June 12 to June 15 | $363 |
| LAX | Madison | June 14 to June 18 | $374 |
| DEN | Rockford | June 13 to June 15 | $388 |
| ATL | Rockford | June 13 to June 18 | $389 |
| DEN | Appleton | June 13 to June 17 | $398 |
| PDX | Madison | June 13 to June 16 | $421 |
| LAS | Appleton | June 13 to June 14 | $473 |
| LAS | Rockford | June 14 to June 14 | $526 |
| PDX | Rockford | June 12 to June 17 | $536 |
| DCA | Madison | June 12 to June 14 | $585 |
| PAE | Madison | June 12 to June 17 | $616 |
| PDX | Appleton | June 14 to June 15 | $782 |
| LAX | Rockford | June 13 to June 14 | $836 |
| FCO | Appleton | June 12 to September 24 | $1,153 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $105 |
Number of Airlines Serving | |
Airlines Serving | Breeze Airways, 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
$80 nightly
The price is $90 total per night from Jun 9 to Jun 10
$90 total
Jun 9 - Jun 10
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 ...
7/10 Good! (2,806 reviews)
"The entire indoor waterpark was closed and no plan to reopen"
Reviewed on Jun 8, 2026
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
$50 nightly
The price is $58 total per night from Jun 18 to Jun 19
$58 total
Jun 18 - Jun 19
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 (1,009 reviews)
"Lot of homeless people hanging around"
Reviewed on Jun 7, 2026
Econo Lodge Madison East
4726 E Washington Ave Madison WI
$64 nightly
The price is $74 total per night from Jun 9 to Jun 10
$74 total
Jun 9 - Jun 10
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! (1,014 reviews)
"Great value & location was convenient to restaurants etc Clean rooms, quiet & good shower"
Reviewed on Jun 8, 2026
Save an average of 15% on thousands of hotels when you're signed in
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 Capitol Square and East Towne Mall 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
$80 nightly
The price is $92 total per night from Jul 1 to Jul 2
$92 total
Jul 1 - Jul 2
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. ...
8.2/10 Very Good! (1,009 reviews)
"Overall, a great experience! The hotel is close to the interstate and the area we needed to visit that night, so it was perfect! Check in/check out was smooth. Queen suite was very spacious and comfortable. Pool looked great, but we didn't use it."
Reviewed on Jun 7, 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 Jun 14 to Jun 15
$102 total
Jun 14 - Jun 15
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! (1,003 reviews)
"…."
Reviewed on Jun 6, 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
$66 nightly
The price is $77 total per night from Jun 28 to Jun 29
$77 total
Jun 28 - Jun 29
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! (1,300 reviews)
"Doors are paper thin and can hear people slamming doors all night. If you want to get a good nights rest do not stay here."
Reviewed on Jun 8, 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
$120 nightly
The price is $139 total per night from Jun 28 to Jun 29
$139 total
Jun 28 - Jun 29
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! (1,006 reviews)
"The shuttle service was extremely helpful."
Reviewed on Jun 8, 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 Jun 14 to Jun 15
$161 total
Jun 14 - Jun 15
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! (3,851 reviews)
"Terrific stay. Rooms were large, clean and well appointed. Front staff was exceptional. Would definitely stay again!"
Reviewed on Jun 8, 2026
The Edgewater
1001 Wisconsin Place Madison WI
$260 nightly
The price is $300 total per night from Jun 29 to Jun 30
$300 total
Jun 29 - Jun 30
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! (1,005 reviews)
"It’s all around amazing!!!"
Reviewed on Jun 4, 2026
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$80 nightly
The price is $90 total per night from Jun 9 to Jun 10
$90 total
Jun 9 - Jun 10
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 ...
7/10 Good! (2,806 reviews)
"The entire indoor waterpark was closed and no plan to reopen"
Reviewed on Jun 8, 2026
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
$135 nightly
The price is $156 total per night from Jun 14 to Jun 15
$156 total
Jun 14 - Jun 15
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! (1,005 reviews)
"Very clean, friendly staff, great location - will stay again"
Reviewed on Jun 5, 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
$80 nightly
The price is $90 total per night from Jun 9 to Jun 10
$90 total
Jun 9 - Jun 10
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 ...
7/10 Good! (2,806 reviews)
Families like: Outdoor pool, free waterpark access, playground, game room
Travelers say...
"The entire indoor waterpark was closed and no plan to reopen"
Reviewed on Jun 8, 2026
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! (989 reviews)
Families like: Outdoor pool, kitchen, playground, game room
Travelers say...
"We booked 2 nights and had a great experience during our stay. The staff was very accommodating and welcoming. We left behind some belongings and they were nice enough to return them to us. A++ customer service. Would book again!"
Reviewed on Jun 2, 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
$93 nightly
The price is $104 total per night from Jun 9 to Jun 10
$104 total
Jun 9 - Jun 10
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! (1,014 reviews)
"We were fortunate to have a room that overlooked the outdoor pool and was also a split room which worked out great! The outdoor pool was warm and the kids loved it. The whirlpool was under construction at the time which was a bummer. Staff was very nice. Parking had shaded spots that we appreciate ..."
Reviewed on Jun 8, 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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View all tripsNeed a Car For After Your Flight?
Compact
Madison, Wisconsin, USA
$68
$185 total
found 1 day ago
Midsize
Madison, Wisconsin, USA
$68
$185 total
found 1 day ago
Economy
Madison, Wisconsin, USA
$68
$185 total
found 1 day ago
Fullsize
Madison, Wisconsin, USA
$68
$185 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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