Cheap Flights to Southwest Wisconsin from $55
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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 $112 and $55 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply
AZA
Phoenix - Mesa Gateway
LSE
La Crosse Municipal
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LAS | Rockford | November 12 to November 15 | $136 |
| DEN | Appleton | October 23 to November 2 | $139 |
| LAS | Eau Claire | October 16 to October 19 | $153 |
| MSP | Appleton | December 3 to December 6 | $279 |
| DCA | La Crosse | November 18 to December 1 | $304 |
| BOS | Appleton | October 22 to October 25 | $344 |
| LAX | Appleton | November 18 to November 25 | $348 |
| PDX | Madison | November 7 to November 17 | $351 |
| LAS | Madison | October 17 to October 19 | $359 |
| PDX | Appleton | November 2 to November 11 | $384 |
| BOS | Madison | November 11 to November 15 | $397 |
| ATL | Appleton | November 12 to November 15 | $425 |
| PDX | La Crosse | October 6 to October 10 | $570 |
| FCO | Madison | November 3 to November 10 | $834 |
| FCO | Appleton | October 9 to October 13 | $1,001 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DCA | Eau Claire | October 3 to October 8 | $419 |
| ATL | Rockford | October 2 to October 3 | $458 |
| LAS | Appleton | October 2 to October 5 | $470 |
| BOS | Rockford | October 3 to October 4 | $488 |
| PDX | Appleton | October 3 to October 9 | $490 |
| DEN | Madison | October 2 to October 9 | $495 |
| SEA | Madison | October 2 to October 6 | $509 |
| MSP | Rockford | October 3 to October 4 | $522 |
| LAX | Madison | October 4 to October 25 | $529 |
| MSP | Madison | October 3 to October 4 | $545 |
| DCA | Rockford | October 2 to October 3 | $552 |
| DEN | Rockford | October 2 to October 3 | $569 |
| SEA | Rockford | October 2 to October 3 | $621 |
| DCA | Madison | October 2 to October 5 | $629 |
| LAX | Rockford | October 4 to October 4 | $712 |
Southwest Wisconsin Flight Information
Traveling to | Southwest Wisconsin |
|---|---|
Lowest Price | $112 |
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 Sep 30 to Oct 1
$59 total
Sep 30 - Oct 1
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
$50 nightly
The price is $58 total per night from Oct 4 to Oct 5
$58 total
Oct 4 - Oct 5
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 ...
6.4/10 (1,033 reviews)
"This literally is the worse hotel I stayed in EVER!!!! It was transients standing in front of the hotel all hours of the night, roaches, hallway was filthy, people dumpster diving at midnight. Room was not cleaned."
Reviewed on Sep 29, 2026
Econo Lodge Madison East
4726 E Washington Ave Madison WI
$62 nightly
The price is $71 total per night from Oct 4 to Oct 5
$71 total
Oct 4 - Oct 5
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! (1,030 reviews)
"This is an old hotel. If that's not your thing don't consider staying here. Good value though. Only issue I ran into was I couldn't make the A/C work but being September I could open the window and all was well. Parking is a bit scarce there - didn't help someone literally parked in 5 spaces."
Reviewed on Sep 28, 2026
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Red Roof Inn Madison, WI
4830 Hayes Road Madison WI
$149 nightly
The price is $172 total per night from Oct 23 to Oct 24
$172 total
Oct 23 - Oct 24
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
$89 nightly
The price is $103 total per night from Oct 4 to Oct 5
$103 total
Oct 4 - Oct 5
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
$83 nightly
The price is $96 total per night from Oct 11 to Oct 12
$96 total
Oct 11 - Oct 12
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! (1,008 reviews)
"The property as a whole was great! Plenty of parking, the rooms were clean and updated. The pool and hottub were well kept and clean as well! The outdoor tikibar is beautiful! Lots of room around thr bar. The property is right off the river and the views are wonderful! Plenty of seating along the ..."
Reviewed on Sep 28, 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
$59 nightly
The price is $68 total per night from Oct 11 to Oct 12
$68 total
Oct 11 - Oct 12
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! (1,485 reviews)
"Don’t stay at this hotel they have roaches and they know they have roaches and still renting rooms out ; they don’t accommodate there customers at all I was t able to get of refund or did I recieve my deposit"
Reviewed on Sep 29, 2026
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Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
$139 nightly
The price is $161 total per night from Oct 4 to Oct 5
$161 total
Oct 4 - Oct 5
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! (1,007 reviews)
"Very clean and friendly staff. Our room had a musty smell though and I was not a fan of the sliding bathroom door. Overall very happy with our stay. A great breakfast."
Reviewed on Sep 27, 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
$150 nightly
The price is $173 total per night from Oct 25 to Oct 26
$173 total
Oct 25 - Oct 26
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
$184 nightly
The price is $212 total per night from Oct 29 to Oct 30
$212 total
Oct 29 - Oct 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 ...
9.4/10 Exceptional! (1,009 reviews)
"Great location and amenities"
Reviewed on Sep 29, 2026
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
$53 nightly
The price is $59 total per night from Sep 30 to Oct 1
$59 total
Sep 30 - Oct 1
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 Oct 11 to Oct 12
$166 total
Oct 11 - Oct 12
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! (1,016 reviews)
"Great stay"
Reviewed on Sep 29, 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 Sep 30 to Oct 1
$59 total
Sep 30 - Oct 1
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 Noah's Ark Waterpark and Chula ...
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
$56 nightly
The price is $63 total per night from Oct 5 to Oct 6
$63 total
Oct 5 - Oct 6
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. ...
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?
Fullsize
Schiller Park, Illinois, USA
$30
$60 total
found 3 days ago
Compact
SCHILLER PARK, USA
$30
$59 total
found 3 days ago
Special
SCHILLER PARK, USA
$30
$59 total
found 3 days ago
Economy
SCHILLER PARK, USA
$30
$59 total
found 3 days ago
Lowest prices found within the past 3 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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