Cheap Flights to Southwest Wisconsin from $66
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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 $120 and $66 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply
TPA
Tampa Intl.
MSN
Dane County Regional
$133 Roundtrip, found 5 days ago
$133
Roundtrip
found 5 days ago
MSP
Minneapolis - St. Paul Intl.
RFD
Greater Rockford
$138 Roundtrip, found 4 days ago
$138
Roundtrip
found 4 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DEN | Madison | December 31 to January 4 | $120 |
| ATL | Rockford | January 9 to January 13 | $139 |
| ATL | Madison | November 13 to November 17 | $142 |
| DEN | Rockford | December 11 to December 15 | $159 |
| LAX | Madison | November 10 to November 17 | $246 |
| PDX | Appleton | January 13 to January 20 | $251 |
| LAX | Appleton | December 17 to January 7 | $255 |
| DEN | Eau Claire | November 10 to November 17 | $273 |
| ATL | Appleton | January 14 to January 17 | $369 |
| ATL | Eau Claire | December 19 to January 3 | $376 |
| PDX | Rockford | November 12 to November 19 | $429 |
| DEN | La Crosse | December 23 to December 31 | $525 |
| ATL | Dubuque | November 15 to November 24 | $530 |
| PDX | La Crosse | December 24 to January 1 | $621 |
| FCO | Madison | November 23 to November 30 | $803 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PDX | Madison | November 8 to November 13 | $235 |
| LAX | Madison | November 9 to November 17 | $270 |
| DEN | Rockford | November 8 to November 15 | $291 |
| DEN | Appleton | November 7 to November 19 | $308 |
| ATL | Rockford | November 9 to November 13 | $315 |
| SEA | Rockford | November 9 to November 11 | $372 |
| SEA | Madison | November 8 to November 12 | $433 |
| ATL | Madison | November 7 to November 17 | $467 |
| DCA | Madison | November 7 to November 17 | $467 |
| LAS | Rockford | November 8 to November 13 | $470 |
| LAS | Madison | November 8 to November 17 | $549 |
| ATL | Appleton | November 9 to November 21 | $572 |
| DCA | Rockford | November 7 to November 8 | $620 |
| LAS | La Crosse | November 9 to November 19 | $633 |
| LAX | Appleton | November 9 to November 12 | $835 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $120 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, Sun Country Airlines, 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
$55 nightly
The price is $62 total per night from Nov 3 to Nov 4
$62 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.8/10 (2,500 reviews)
Good place to have a nice time with your family
Reviewed on Oct 27, 2025
Motel 6 Madison, WI - East
4202 E Towne Blvd, Madison, WI
$40 nightly
The price is $47 total per night from Nov 17 to Nov 18
$47 total
Nov 17 - Nov 18
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 (1,005 reviews)
The lady who checked us in was very very nice. Other than that, the place is a dump. Stayed there to save some money because it was only one night and we were out most of the night but i cant help but say that this hotel chain is in bad shape. Really bad shape. Talking trash in the hallways, smoke ...
Reviewed on Oct 26, 2025
Econo Lodge Madison East
4726 E Washington Ave, Madison, WI
$64 nightly
The price is $74 total per night from Nov 3 to Nov 4
$74 total
Nov 3 - Nov 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. ...
7.2/10 Good! (1,009 reviews)
Bare bones but good for an overnight .
Reviewed on Oct 27, 2025
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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)
Regular there too. Only issue is roaches
Reviewed on Oct 17, 2025
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 23 to Nov 24
$98 total
Nov 23 - Nov 24
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! (1,011 reviews)
Enjoyed the ease of access to and from the hotel. The staff was very friendly and professional.
Reviewed on Oct 19, 2025
AmericInn by Wyndham La Crosse Riverfront-Conference Center
1835 Rose Street, La Crosse, WI
$99 nightly
The price is $114 total per night from Nov 3 to Nov 4
$114 total
Nov 3 - Nov 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 bar in our reviews. Popular ...
7.4/10 Good! (1,004 reviews)
Great pool with slide and toddler wading pool and hot tub. Good regular rooms. Breakfast could use some improvements with more hot options. Nice staff
Reviewed on Oct 28, 2025
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr, Madison, WI
$71 nightly
The price is $81 total per night from Nov 10 to Nov 11
$81 total
Nov 10 - Nov 11
Total with taxes and fees
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,048 reviews)
My room was clean and comfortable.
Reviewed on Oct 28, 2025
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus InnTowner Madison
2424 University Avenue, Madison, WI
$117 nightly
The price is $135 total per night from Nov 9 to Nov 10
$135 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our ...
9/10 Wonderful! (1,009 reviews)
Clean room. Fast, easy check-in.
Reviewed on Oct 27, 2025
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 9 to Nov 10
$161 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 3.5-star 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! (3,240 reviews)
The room was clean and welcoming. We got free drinks at the bar and the staff was very friendly.
Reviewed on Oct 27, 2025
The Edgewater
1001 Wisconsin Place, Madison, WI
$221 nightly
The price is $255 total per night from Nov 9 to Nov 10
$255 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 4.5-star 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! (1,001 reviews)
Super friendly staff. Very high quality facilities. Fabulous view of the lake from my room and around the property.
Reviewed on Oct 20, 2025
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road, Wisconsin Dells, WI
$55 nightly
The price is $62 total per night from Nov 3 to Nov 4
$62 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.8/10 (2,500 reviews)
Good place to have a nice time with your family
Reviewed on Oct 27, 2025
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
$102 nightly
The price is $118 total per night from Nov 9 to Nov 10
$118 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 4-star spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,031 reviews)
Excellent - would stay again
Reviewed on Oct 28, 2025
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
$55 nightly
The price is $62 total per night from Nov 3 to Nov 4
$62 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.8/10 (2,500 reviews)
Families like: Outdoor pool, free waterpark access, playground, game room
Travelers say...
Good place to have a nice time with your family
Reviewed on Oct 27, 2025
Chula Vista Resort, Trademark Collection by Wyndham
2501 River Rd, PO Box 30, Wisconsin Dells, WI
Stay at this 3.5-star 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! (1,004 reviews)
Families like: Outdoor pool, free waterpark access, miniature golf, game room
Travelers say...
Clean,excellent customer service
Reviewed on Oct 15, 2025
Tamarack Wisconsin Dells a Ramada by Wyndham
874 Xanadu Rd., Wisconsin Dells, WI
Stay at this 3-star family-friendly vacation home in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff ...
9/10 Wonderful! (970 reviews)
Families like: Outdoor pool, kitchen, playground, game room
Travelers say...
Nice place to travel have fun very convenient!!
Reviewed on Oct 26, 2025
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
$50 nightly
The price is $56 total per night from Nov 9 to Nov 10
$56 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this hotel in Wisconsin Dells. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (1,026 reviews)
Breakfast was good
Reviewed on Oct 28, 2025
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
Price found within the past 48 hours. Click for updated prices.
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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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