Cheap Flights to Southwest Wisconsin from $48
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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 $97 and $48 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.
RFD
Greater Rockford
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$183 Roundtrip, found 4 hours ago
$183
Roundtrip
found 4 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DEN | Appleton | October 2 to October 5 | $120 |
| DEN | Madison | September 25 to October 5 | $168 |
| LAS | Appleton | August 1 to August 3 | $172 |
| DEN | Rockford | August 31 to September 6 | $220 |
| ATL | Rockford | September 5 to September 9 | $230 |
| PDX | Appleton | August 14 to August 17 | $243 |
| ATL | Madison | August 20 to August 23 | $273 |
| DEN | La Crosse | September 5 to September 12 | $277 |
| ATL | Eau Claire | August 11 to August 18 | $301 |
| PDX | Rockford | August 25 to August 29 | $303 |
| BOS | Appleton | August 18 to August 22 | $308 |
| LAS | Eau Claire | October 27 to November 1 | $314 |
| MSP | Appleton | August 8 to August 9 | $326 |
| SEA | Appleton | September 10 to September 14 | $352 |
| PDX | Madison | September 2 to September 6 | $353 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAS | Appleton | July 25 to August 1 | $242 |
| LAS | Rockford | July 26 to August 2 | $278 |
| BOS | Rockford | July 25 to July 28 | $316 |
| DEN | Madison | July 26 to July 30 | $358 |
| ATL | Rockford | July 26 to August 2 | $439 |
| LAX | Madison | July 26 to July 31 | $475 |
| PDX | Madison | July 25 to July 26 | $509 |
| LAS | Madison | July 25 to September 14 | $555 |
| PDX | Appleton | July 25 to August 5 | $595 |
| DEN | Appleton | July 26 to July 29 | $614 |
| ATL | Appleton | July 25 to July 30 | $642 |
| LAX | Appleton | July 25 to July 27 | $686 |
| BOS | Appleton | July 26 to July 29 | $732 |
| ATL | Madison | July 25 to July 31 | $753 |
| MSP | Appleton | July 25 to July 25 | $808 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $97 |
Number of Airlines Serving | |
Airlines Serving | Allegiant Air, United |
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
$70 nightly
The price is $79 total per night from Aug 23 to Aug 24
$79 total
Aug 23 - Aug 24
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 ...
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
$60 nightly
The price is $69 total per night from Aug 4 to Aug 5
$69 total
Aug 4 - Aug 5
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. ...
6.4/10 (1,014 reviews)
"There was no one at the front desk to check us in for more than 5 minutes, the hallways were dirty with garbage on the floor and they smelled of marijuana. Because the hall smelled, so did our room."
Reviewed on Jul 23, 2026
Econo Lodge Madison East
4726 E Washington Ave Madison WI
$61 nightly
The price is $70 total per night from Jul 26 to Jul 27
$70 total
Jul 26 - Jul 27
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! (1,017 reviews)
"front desk staff was lovely"
Reviewed on Jul 23, 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 Capitol Square 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
$89 nightly
The price is $103 total per night from Jul 26 to Jul 27
$103 total
Jul 26 - Jul 27
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! (1,009 reviews)
"Clean spacious rooms, friendly helpful staff."
Reviewed on Jul 22, 2026
AmericInn by Wyndham La Crosse Riverfront-Conference Center
1835 Rose Street La Crosse WI
$91 nightly
The price is $105 total per night from Aug 2 to Aug 3
$105 total
Aug 2 - Aug 3
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)
"The staff went out of their way to see if the room was ready for an early check in. And they let us check in early. Great job"
Reviewed on Jul 20, 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
$67 nightly
The price is $78 total per night from Aug 9 to Aug 10
$78 total
Aug 9 - Aug 10
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! (1,384 reviews)
"Upon arrival, the entry reeked of weed. That should've been my warning. I booked through Expedia and requested a ground floor. The hotel had me on the second floor but quickly found a ground-floor room ready. The room itself was adequate. What we learned over the course of our stay, however, was ..."
Reviewed on Jul 23, 2026
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Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
$144 nightly
The price is $166 total per night from Aug 2 to Aug 3
$166 total
Aug 2 - Aug 3
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! (1,004 reviews)
"This property is about a 10 minute drive to the University. They have free parking for guests. The breakfast buffet is great. The pool and hot tub are nice. The rooms were clean and had everything we needed. We would stay here again."
Reviewed on Jul 23, 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
$140 nightly
The price is $162 total per night from Aug 9 to Aug 10
$162 total
Aug 9 - Aug 10
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
$252 nightly
The price is $291 total per night from Aug 2 to Aug 3
$291 total
Aug 2 - Aug 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 ...
9.2/10 Wonderful! (1,000 reviews)
"Great hotel. I highly recommend it."
Reviewed on Jul 21, 2026
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$70 nightly
The price is $79 total per night from Aug 23 to Aug 24
$79 total
Aug 23 - Aug 24
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 ...
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 Aug 9 to Aug 10
$166 total
Aug 9 - Aug 10
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! (1,006 reviews)
"We will back ,we were satisfied with everything."
Reviewed on Jul 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
$70 nightly
The price is $79 total per night from Aug 23 to Aug 24
$79 total
Aug 23 - Aug 24
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 ...
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! (998 reviews)
Families like: Outdoor pool, kitchen, playground, game room
Travelers say...
"Arrived after 4 pm checkin and apartment was not ready and manager ‘couldn’t even guess’ what time it might be ready (lobby was filled with other families waiting). We were added to a waiting list. When they finally called with room ready the key cards they gave us didn’t work so we had to drive ..."
Reviewed on Jul 19, 2026
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Best Western Ambassador Inn & Suites
610 S Frontage Road Wisconsin Dells WI
$122 nightly
The price is $137 total per night from Jul 29 to Jul 30
$137 total
Jul 29 - Jul 30
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! (1,015 reviews)
"Ok place to stay but beds weren't comfortable, Room was clean but hallways and elevator need attention. Pools were overcrowded and breakfast was blah. Not horrible but probably wouldn't choose this place again,"
Reviewed on Jul 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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See all available trips from New York to Southwest Wisconsin
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See all available trips from Philadelphia 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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