Cheap Flights to Southwest Wisconsin
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| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Rockford | July 4 to July 8 | $211 |
| DEN | Rockford | August 12 to August 18 | $216 |
| DEN | Madison | June 16 to June 23 | $254 |
| ATL | Madison | June 23 to June 25 | $280 |
| DEN | Appleton | July 10 to July 11 | $286 |
| BOS | Appleton | August 25 to September 1 | $301 |
| PDX | Rockford | July 1 to July 7 | $315 |
| PDX | Madison | July 11 to July 14 | $328 |
| PDX | Appleton | July 10 to July 16 | $357 |
| ATL | Appleton | August 1 to August 9 | $399 |
| DEN | La Crosse | July 10 to July 12 | $430 |
| ATL | La Crosse | July 4 to July 6 | $551 |
| DEN | Eau Claire | August 28 to August 31 | $590 |
| FCO | Madison | July 30 to August 3 | $1,079 |
| FCO | Appleton | June 12 to June 16 | $1,305 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Rockford | June 6 to June 9 | $359 |
| LAS | Madison | June 7 to June 16 | $368 |
| DEN | Rockford | June 5 to June 6 | $409 |
| DEN | Madison | June 7 to June 11 | $424 |
| PDX | Rockford | June 7 to June 9 | $440 |
| SEA | Rockford | June 5 to June 11 | $446 |
| BOS | Madison | June 5 to June 7 | $493 |
| PDX | Appleton | June 5 to June 8 | $521 |
| LAS | Rockford | June 6 to June 10 | $526 |
| SEA | Madison | June 5 to June 8 | $527 |
| DEN | Appleton | June 5 to June 8 | $529 |
| PDX | Madison | June 5 to June 7 | $550 |
| MSP | Rockford | June 6 to June 9 | $550 |
| DCA | La Crosse | June 5 to June 7 | $606 |
| ATL | Appleton | June 5 to June 9 | $611 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $211 |
Number of Airlines Serving | |
Airlines Serving | American Airlines, Frontier Airlines, United, Delta, British Airways, Lufthansa |
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 3 to Jun 4
$84 total
Jun 3 - Jun 4
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! (2,792 reviews)
"👍"
Reviewed on Jun 1, 2026
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
$60 nightly
The price is $69 total per night from Jun 15 to Jun 16
$69 total
Jun 15 - Jun 16
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 (1,007 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 3 to Jun 4
$74 total
Jun 3 - Jun 4
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)
"It's a good hotel to stay at. Quiet and safe. It was also convenient for my purposes. However when I went to extend my stay beyond 25 days I was told it I could only stay for 28 days. So I had no choice but to book another hotel. Did not make me happy."
Reviewed on May 31, 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
$85 nightly
The price is $98 total per night from Jul 1 to Jul 2
$98 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! (1,005 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! (1,002 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
$56 nightly
The price is $65 total per night from Jun 21 to Jun 22
$65 total
Jun 21 - Jun 22
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! (1,284 reviews)
"Stayed at the Baymont and had a good experience overall. The room was clean and comfortable, the staff was friendly, and the location was convenient for getting around the Madison/Middleton area. The pool and hot tub were a nice bonus, and breakfast was a good way to start the day. Great value for ..."
Reviewed on Jun 1, 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
$135 nightly
The price is $156 total per night from Jun 6 to Jun 7
$156 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! (1,000 reviews)
"Great place!"
Reviewed on May 25, 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! (3,819 reviews)
"Never disappoints.Great location."
Reviewed on Jun 2, 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)
"Loved it"
Reviewed on Jun 1, 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 3 to Jun 4
$84 total
Jun 3 - Jun 4
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! (2,792 reviews)
"👍"
Reviewed on Jun 1, 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
$144 nightly
The price is $166 total per night from Jun 14 to Jun 15
$166 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! (1,002 reviews)
"Great location and staff"
Reviewed on May 31, 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 3 to Jun 4
$84 total
Jun 3 - Jun 4
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! (2,792 reviews)
Families like: Outdoor pool, free waterpark access, playground, game room
Travelers say...
"👍"
Reviewed on Jun 1, 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
$86 nightly
The price is $97 total per night from Jun 3 to Jun 4
$97 total
Jun 3 - Jun 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! (1,007 reviews)
"Breakfast was okay but only two hot meal options would like to have a little more selection Overall good experience"
Reviewed on Jun 1, 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
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Frequently asked questions
Plane Tickets To Southwest Wisconsin
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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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