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 $102 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
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
CVG
Cincinnati - Northern Kentucky Intl.
RFD
Greater Rockford
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MSP | Rockford | August 18 to August 22 | $159 |
| BOS | Rockford | June 24 to July 8 | $191 |
| DCA | Rockford | August 6 to August 11 | $281 |
| DCA | Appleton | August 5 to August 12 | $293 |
| MSP | Madison | July 20 to July 25 | $299 |
| BOS | Appleton | August 25 to September 1 | $301 |
| BOS | Madison | August 19 to August 24 | $347 |
| MSP | Appleton | July 16 to July 18 | $378 |
| DCA | Madison | August 23 to August 26 | $410 |
| DEN | La Crosse | July 10 to July 12 | $430 |
| DCA | La Crosse | June 16 to June 20 | $489 |
| BOS | La Crosse | July 2 to July 6 | $496 |
| MSP | Eau Claire | June 22 to June 28 | $599 |
| DCA | Eau Claire | August 10 to August 15 | $778 |
| FCO | Appleton | June 12 to September 24 | $1,153 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| SEA | Rockford | June 12 to June 15 | $363 |
| DEN | Madison | June 14 to August 8 | $367 |
| LAX | Madison | June 14 to June 18 | $374 |
| MSP | Madison | June 13 to June 20 | $378 |
| ATL | Rockford | June 13 to June 18 | $389 |
| DEN | Rockford | June 13 to June 15 | $390 |
| PDX | Madison | June 13 to June 19 | $449 |
| LAS | Rockford | June 13 to June 15 | $467 |
| SEA | Appleton | June 13 to June 20 | $494 |
| LAX | Rockford | June 14 to June 20 | $527 |
| ATL | Appleton | June 12 to June 14 | $593 |
| ATL | Madison | June 14 to June 18 | $613 |
| PAE | Madison | June 12 to June 17 | $616 |
| PDX | Appleton | June 14 to June 15 | $782 |
| FCO | Appleton | June 12 to September 24 | $1,153 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $102 |
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
$75 nightly
The price is $84 total per night from Jun 9 to Jun 10
$84 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! (2,799 reviews)
"💪"
Reviewed on Jun 5, 2026
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
$50 nightly
The price is $58 total per night from Jun 16 to Jun 17
$58 total
Jun 16 - Jun 17
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 (1,003 reviews)
"Book literally anywhere else. This location is a dump. My bar was low and they brought a shovel. There was debris all over the hallways, reeked of cigarette smoke to the point my throat hurt, front desk worker was rude to his coworker and myself at check in. Had two beds and one wasn’t even made ..."
Reviewed on Jun 1, 2026
Econo Lodge Madison East
4726 E Washington Ave Madison WI
$64 nightly
The price is $74 total per night from Jun 7 to Jun 8
$74 total
Jun 7 - Jun 8
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! (1,010 reviews)
"It is good."
Reviewed on Jun 4, 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! (1,006 reviews)
"Convenient, clean, hotel close to airport, UW eastpark medical center, and downtown Madison"
Reviewed on May 31, 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 7 to Jun 8
$102 total
Jun 7 - Jun 8
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! (1,000 reviews)
"I wish the Continental breakfast had more options, and that the beds had more blankets. But our kids had so much fun in the pool!"
Reviewed on May 31, 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
$65 nightly
The price is $75 total per night from Jun 28 to Jun 29
$75 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! (1,287 reviews)
"Good hotel"
Reviewed on Jun 3, 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 6 to Jun 7
$139 total
Jun 6 - Jun 7
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! (1,001 reviews)
"I was in the company of a disabled elderly man. The motel staff was outstandingly kind and helpful to me and to him."
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.
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! (3,836 reviews)
"Great location and value! Room was surprisingly quiet given some construction works in the area and being across from the elevators. Long hallway in the room from the door to the living area helps. AC worked great."
Reviewed on Jun 5, 2026
The Edgewater
1001 Wisconsin Place Madison WI
$260 nightly
The price is $300 total per night from Jun 7 to Jun 8
$300 total
Jun 7 - Jun 8
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! (1,003 reviews)
"It’s all around amazing!!!"
Reviewed on Jun 4, 2026
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$75 nightly
The price is $84 total per night from Jun 9 to Jun 10
$84 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! (2,799 reviews)
"💪"
Reviewed on Jun 5, 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 7 to Jun 8
$156 total
Jun 7 - Jun 8
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! (1,004 reviews)
"Very nice room and in the heart of the capital!"
Reviewed on Jun 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.
Family Friendly Hotels in Southwest Wisconsin
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$75 nightly
The price is $84 total per night from Jun 9 to Jun 10
$84 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! (2,799 reviews)
Families like: Outdoor pool, free waterpark access, playground, game room
Travelers say...
"💪"
Reviewed on Jun 5, 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 7 to Jun 8
$104 total
Jun 7 - Jun 8
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! (1,009 reviews)
"The front desk person was very patient with an incredibly rude customer. I was waiting to check in and I think you should recognize how well the front desk person kept her cool. 7 p.m. Wednesday, June 3."
Reviewed on Jun 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.
Best Southwest Wisconsin Flight and Hotel Packages
Southwest Wisconsin flight + hotel packages - economy flights
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See all available trips from Philadelphia to Southwest Wisconsin
View all tripsSouthwest Wisconsin flight + hotel packages - business class flights
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See all available trips from Dallas to Southwest Wisconsin
View all tripsSouthwest Wisconsin flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Atlanta to Southwest Wisconsin
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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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