Cheap Flights to Southwest Wisconsin from $50
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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 $100 and $50 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply
SFB
Orlando Sanford Intl.
LSE
La Crosse Municipal
$100 Roundtrip, found 11 hours ago
$100
Roundtrip
found 11 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DEN | Appleton | October 23 to November 2 | $132 |
| DEN | Madison | November 3 to November 9 | $237 |
| MSP | Appleton | December 3 to December 6 | $279 |
| MSP | Madison | November 8 to November 21 | $299 |
| ATL | La Crosse | December 1 to December 9 | $300 |
| PDX | Madison | November 7 to November 17 | $353 |
| DEN | La Crosse | November 6 to November 7 | $382 |
| PDX | Appleton | October 29 to November 8 | $386 |
| ATL | Appleton | December 3 to December 11 | $419 |
| SEA | Appleton | October 28 to November 4 | $472 |
| PDX | Eau Claire | November 22 to November 30 | $480 |
| ATL | Madison | November 25 to November 27 | $492 |
| ATL | Eau Claire | October 17 to October 20 | $506 |
| FCO | Madison | November 16 to November 23 | $910 |
| FCO | Appleton | December 9 to December 17 | $1,002 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAS | Eau Claire | October 16 to October 19 | $193 |
| DEN | Appleton | October 16 to November 2 | $210 |
| LAS | Appleton | October 16 to October 21 | $290 |
| DEN | Madison | October 16 to October 18 | $399 |
| SEA | La Crosse | October 17 to October 18 | $444 |
| SEA | Madison | October 17 to October 24 | $468 |
| ATL | Appleton | October 18 to October 24 | $496 |
| ATL | Eau Claire | October 17 to October 20 | $506 |
| LAS | Madison | October 16 to October 19 | $511 |
| LAX | Madison | October 17 to October 18 | $526 |
| BOS | Madison | October 16 to October 18 | $526 |
| DEN | La Crosse | October 17 to October 18 | $528 |
| LAX | Appleton | October 17 to October 18 | $625 |
| PDX | Madison | October 18 to October 25 | $717 |
| BOS | Appleton | October 18 to October 23 | $749 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $100 |
Number of Airlines Serving | |
Airlines Serving | Allegiant Air |
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
$53 nightly
The price is $59 total per night from Oct 11 to Oct 12
$59 total
Oct 11 - Oct 12
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! (3,058 reviews)
"We had a great stay at Mt. Olympus Resort! The hotel room was clean and spacious, and the water park was well heated with warm water, making it comfortable and enjoyable. We had a lot of fun and really enjoyed our experience. Overall, it was a great getaway, and we would definitely recommend it for ..."
Reviewed on Oct 9, 2026
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
$44 nightly
The price is $51 total per night from Nov 1 to Nov 2
$51 total
Nov 1 - Nov 2
Total with taxes and fees
Stay at this motel in Madison. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Econo Lodge Madison East
4726 E Washington Ave Madison WI
$62 nightly
The price is $71 total per night from Oct 12 to Oct 13
$71 total
Oct 12 - Oct 13
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. ...
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Red Roof Inn Madison, WI
4830 Hayes Road Madison WI
$69 nightly
The price is $80 total per night from Oct 18 to Oct 19
$80 total
Oct 18 - Oct 19
Total with taxes and fees
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)
"Icky room. The staff were wonderful but unfortunately that was the only thing good about the place. We won’t be staying here again."
Reviewed on Jul 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.
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 Nov 1 to Nov 2
$98 total
Nov 1 - Nov 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. ...
AmericInn by Wyndham La Crosse Riverfront-Conference Center
1835 Rose Street La Crosse WI
$74 nightly
The price is $85 total per night from Nov 1 to Nov 2
$85 total
Nov 1 - Nov 2
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. ...
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
$56 nightly
The price is $65 total per night from Oct 21 to Oct 22
$65 total
Oct 21 - Oct 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 ...
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
$113 nightly
The price is $131 total per night from Nov 1 to Nov 2
$131 total
Nov 1 - Nov 2
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! (1,002 reviews)
"Nice clean bedroom, updated."
Reviewed on Oct 9, 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 Nov 1 to Nov 2
$161 total
Nov 1 - Nov 2
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 ...
The Edgewater
1001 Wisconsin Place Madison WI
$221 nightly
The price is $255 total per night from Nov 2 to Nov 3
$255 total
Nov 2 - Nov 3
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 ...
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$53 nightly
The price is $59 total per night from Oct 11 to Oct 12
$59 total
Oct 11 - Oct 12
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! (3,058 reviews)
"We had a great stay at Mt. Olympus Resort! The hotel room was clean and spacious, and the water park was well heated with warm water, making it comfortable and enjoyable. We had a lot of fun and really enjoyed our experience. Overall, it was a great getaway, and we would definitely recommend it for ..."
Reviewed on Oct 9, 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 Oct 25 to Oct 26
$166 total
Oct 25 - Oct 26
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! (1,001 reviews)
"Not the park hotel I remember the room lacked charm amenities and we were too loud at 11:15 pm just a bit disappointed overall."
Reviewed on Oct 9, 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
$53 nightly
The price is $59 total per night from Oct 11 to Oct 12
$59 total
Oct 11 - Oct 12
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! (3,058 reviews)
Families like: Outdoor pool, free waterpark access, playground, game room
Travelers say...
"We had a great stay at Mt. Olympus Resort! The hotel room was clean and spacious, and the water park was well heated with warm water, making it comfortable and enjoyable. We had a lot of fun and really enjoyed our experience. Overall, it was a great getaway, and we would definitely recommend it for ..."
Reviewed on Oct 9, 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 Chula Vista Waterparks and Mt. ...
Families like: Outdoor pool, free waterpark access, miniature golf, game room
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! (1,023 reviews)
Families like: Outdoor pool, kitchen, playground, game room
Travelers say...
"Beautiful place. Clean spacious condo. Quiet setting. Definitely recommend. We will return."
Reviewed on Sep 27, 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
$60 nightly
The price is $68 total per night from Oct 18 to Oct 19
$68 total
Oct 18 - Oct 19
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)
"the hotel staff was excellent. Easy check in and explained amenities etc. The room was clean. However the hotel is aging. Our room had several minor things that needed fixing. The sink topper did not work, the corners of the bathroom floor were "rusty" and the ac heating unit was not calibrated correctly. ..."
Reviewed on Oct 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?
Special
Schiller Park, Illinois, USA
$31
$118 total
found 2 days ago
Midsize
Schiller Park, Illinois, USA
$32
$121 total
found 2 days ago
Compact SUV
Schiller Park, Illinois, USA
$37
$133 total
found 2 days ago
Standard
Schiller Park, Illinois, USA
$39
$137 total
found 2 days ago
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.
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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