Cheap Flights to Southwest Wisconsin from $72
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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 $152 and $72 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply
MCO
Orlando Intl.
MSN
Dane County Regional
$152 Roundtrip, found 19 hours ago
$152
Roundtrip
found 19 hours ago
PHL
Philadelphia Intl.
RFD
Greater Rockford
$258 Roundtrip, found 1 day ago
$258
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Rockford | September 15 to September 16 | $196 |
| DEN | Rockford | July 14 to July 21 | $204 |
| DEN | Madison | July 7 to July 9 | $226 |
| ATL | Madison | August 27 to September 3 | $267 |
| DEN | Appleton | August 3 to August 8 | $279 |
| BOS | Appleton | July 25 to July 28 | $308 |
| PDX | Madison | August 5 to August 11 | $328 |
| LAX | Appleton | September 12 to September 14 | $331 |
| LAX | Eau Claire | September 14 to September 28 | $334 |
| PDX | Appleton | September 8 to September 19 | $349 |
| DEN | La Crosse | July 24 to August 1 | $353 |
| ATL | Appleton | August 8 to August 13 | $399 |
| SEA | Appleton | June 30 to July 14 | $470 |
| PDX | La Crosse | July 15 to July 18 | $533 |
| FCO | Appleton | September 15 to November 24 | $904 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DEN | Madison | June 28 to July 2 | $231 |
| LAS | Madison | June 28 to June 30 | $335 |
| ATL | Madison | June 28 to July 9 | $395 |
| DEN | Rockford | June 26 to June 27 | $409 |
| MSP | Madison | June 28 to July 17 | $419 |
| PDX | Rockford | June 27 to June 29 | $440 |
| LAS | Rockford | June 28 to July 5 | $442 |
| DEN | Appleton | June 26 to July 4 | $448 |
| LAS | Appleton | June 27 to June 28 | $470 |
| SEA | Madison | June 26 to June 27 | $484 |
| LAS | La Crosse | June 26 to June 27 | $503 |
| LAX | Rockford | June 26 to July 3 | $514 |
| PDX | Madison | June 27 to July 4 | $623 |
| ATL | Rockford | June 28 to June 30 | $720 |
| LAX | La Crosse | June 26 to June 28 | $760 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $152 |
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
$95 nightly
The price is $107 total per night from Jul 22 to Jul 23
$107 total
Jul 22 - Jul 23
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! (2,824 reviews)
"The hotel is terrible. This review is about the hotel accommodations. Their hotel rooms are scattered along a mile or two stretch of the Dells. Very few rooms near the parks. Hotel rooms are bare minimum and have no noise barriers. I would hear normal conversation from my neighbors, their music and ..."
Reviewed on Jun 22, 2026
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
$60 nightly
The price is $69 total per night from Jun 24 to Jun 25
$69 total
Jun 24 - Jun 25
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 (1,004 reviews)
"I don’t feel safe a lot people wondering"
Reviewed on Jun 22, 2026
Econo Lodge Madison East
4726 E Washington Ave Madison WI
$64 nightly
The price is $74 total per night from Jun 23 to Jun 24
$74 total
Jun 23 - Jun 24
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. ...
7.6/10 Good! (1,005 reviews)
"The hotel is very old & outdated… I didn’t feel safe there"
Reviewed on Jun 18, 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 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 Jun 28 to Jun 29
$92 total
Jun 28 - Jun 29
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! (1,001 reviews)
"Front desk staff was rude and unprofessional at checkout. Hotel was not maintained as promised and shown in the pictures while booking. Room cleanliness was compromised and Breakfast was not good at all (less items and someday missing items). I wouldn't go back to this hotel next time."
Reviewed on Jun 20, 2026
AmericInn by Wyndham La Crosse Riverfront-Conference Center
1835 Rose Street La Crosse WI
$103 nightly
The price is $119 total per night from Jul 12 to Jul 13
$119 total
Jul 12 - Jul 13
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! (1,005 reviews)
"We had a great time at the tiki bar and indoor water area"
Reviewed on Jun 22, 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
$63 nightly
The price is $73 total per night from Jun 29 to Jun 30
$73 total
Jun 29 - Jun 30
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! (1,324 reviews)
"Horrible mattress. Fire alarm went off for no reason. Dingy and old."
Reviewed on Jun 22, 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
$104 nightly
The price is $120 total per night from Jun 28 to Jun 29
$120 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! (1,008 reviews)
"We enjoyed the hot tub and pool area, nice shower in the bathroom, good TV and comfy beds, and a nice breakfast setup. The staff and guests were all friendly. We would stay again."
Reviewed on Jun 20, 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 28 to Jun 29
$161 total
Jun 28 - Jun 29
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! (3,896 reviews)
"Great location"
Reviewed on Jun 22, 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! (1,006 reviews)
"Only issue I had with this hotel was the hot tub didn’t work. Otherwise. Was great. Really clean and homely."
Reviewed on Jun 18, 2026
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$95 nightly
The price is $107 total per night from Jul 22 to Jul 23
$107 total
Jul 22 - Jul 23
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! (2,824 reviews)
"The hotel is terrible. This review is about the hotel accommodations. Their hotel rooms are scattered along a mile or two stretch of the Dells. Very few rooms near the parks. Hotel rooms are bare minimum and have no noise barriers. I would hear normal conversation from my neighbors, their music and ..."
Reviewed on Jun 22, 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 28 to Jun 29
$156 total
Jun 28 - Jun 29
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! (1,007 reviews)
"Excellent property , beautiful rooms and good Food and drinks in the restaurant. Capital view was beautiful at night and lake view."
Reviewed on Jun 22, 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
$95 nightly
The price is $107 total per night from Jul 22 to Jul 23
$107 total
Jul 22 - Jul 23
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! (2,824 reviews)
Families like: Outdoor pool, free waterpark access, playground, game room
Travelers say...
"The hotel is terrible. This review is about the hotel accommodations. Their hotel rooms are scattered along a mile or two stretch of the Dells. Very few rooms near the parks. Hotel rooms are bare minimum and have no noise barriers. I would hear normal conversation from my neighbors, their music and ..."
Reviewed on Jun 22, 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! (990 reviews)
Families like: Outdoor pool, kitchen, playground, game room
Travelers say...
"Great place to stay. Would definitely recommend."
Reviewed on Jun 22, 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
$117 nightly
The price is $131 total per night from Jun 23 to Jun 24
$131 total
Jun 23 - Jun 24
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! (1,004 reviews)
"They friendly and helpful"
Reviewed on Jun 22, 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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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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