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

OriginDestinationTravel DatesFlights From*
DENAppletonOctober 26 to November 2$141
LAXRockfordSeptember 27 to October 2$260
DENMadisonSeptember 24 to September 27$277
PDXMadisonOctober 27 to October 31$331
DENRockfordOctober 1 to October 4$354
SEAMadisonNovember 14 to November 16$354
ATLRockfordOctober 4 to October 4$365
PDXAppletonNovember 4 to November 12$384
LAXAppletonSeptember 19 to September 26$399
ATLMadisonOctober 1 to October 10$443
ATLAppletonOctober 1 to October 6$466
PDXRockfordSeptember 22 to September 23$482
DENLa CrosseOctober 2 to October 5$548
FCOMadisonDecember 9 to December 13$917
LAXEau ClaireDecember 13 to December 17$1,227
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DENAppletonSeptember 18 to September 21$205
DENMadisonSeptember 20 to September 27$370
LAXMadisonSeptember 20 to September 24$396
LAXAppletonSeptember 19 to September 26$399
DENRockfordSeptember 20 to September 27$400
LASAppletonSeptember 18 to September 20$413
LASRockfordSeptember 19 to September 26$428
ATLRockfordSeptember 18 to September 22$432
SEARockfordSeptember 20 to September 23$472
PDXRockfordSeptember 20 to September 27$487
ATLAppletonSeptember 19 to September 26$577
SEAMadisonSeptember 19 to September 26$607
ATLMadisonSeptember 19 to September 20$647
PDXMadisonSeptember 18 to September 21$737
LASMadisonSeptember 18 to September 21$800
*Prices include taxes and fees

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

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
$45 nightly
The price is $50 total per night from Sep 13 to Sep 14
$50 total
Sep 13 - Sep 14
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! (2,932 reviews)
"We had issues checking in because, although my daughter had made the reservation, she booked it in my name, and I had the confirmation. The room was also very dirty and uncleaned, so we had to switch rooms. The water park turned out to be wonderful; we really enjoyed it. When my daughter called to ..."

Reviewed on Sep 11, 2026

Opens in a new windowMt. Olympus Water & Theme Park Resort
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd Madison WI
$45 nightly
The price is $52 total per night from Oct 4 to Oct 5
$52 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 ...
Opens in a new windowMotel 6 Madison, WI - East
Econo Lodge Madison East

Econo Lodge Madison East

2 out of 5
4726 E Washington Ave Madison WI
$62 nightly
The price is $71 total per night from Sep 13 to Sep 14
$71 total
Sep 13 - Sep 14
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! (1,012 reviews)
"Decent room quiet"

Reviewed on Sep 7, 2026

Opens in a new windowEcono Lodge Madison East
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Red Roof Inn Madison, WI

Red Roof Inn Madison, WI

2 out of 5
4830 Hayes Road Madison WI
$129 nightly
The price is $149 total per night from Sep 18 to Sep 19
$149 total
Sep 18 - Sep 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 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

Opens in a new windowRed Roof Inn Madison, WI
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

Best Western East Towne Suites

2.5 out of 5
4801 Annamark Dr Madison WI
$89 nightly
The price is $103 total per night from Sep 13 to Sep 14
$103 total
Sep 13 - Sep 14
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. ...
8.2/10 Very Good! (1,014 reviews)
"Breakfast was blah eggs and hash brown biscuit all cold, should have gone to McDonalds. Bath room shower had no safety handles, the shower control was a puzzle to get temperature adequate. Sink control took a little muscle to turn. Blower sounded like a truck. The bed has a nice depression to cause ..."

Reviewed on Sep 11, 2026

Opens in a new windowBest Western East Towne Suites
AmericInn by Wyndham La Crosse Riverfront-Conference Center

AmericInn by Wyndham La Crosse Riverfront-Conference Center

3 out of 5
1835 Rose Street La Crosse WI
$85 nightly
The price is $98 total per night from Oct 11 to Oct 12
$98 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! (1,001 reviews)
"Having Moxies on property was nice. Also, the gal that checked us in was wonderful. Wish I knew her name, so I could make sure everyone knew her!"

Reviewed on Sep 11, 2026

Opens in a new windowAmericInn by Wyndham La Crosse Riverfront-Conference Center
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
$50 nightly
The price is $58 total per night from Oct 11 to Oct 12
$58 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 ...
Opens in a new windowBaymont by Wyndham Madison West/Middleton WI West
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Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
$139 nightly
The price is $161 total per night from Sep 20 to Sep 21
$161 total
Sep 20 - Sep 21
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)
"Great hotel, convenient location! Was visiting a friend in UW and this hotel is the closest to the campus."

Reviewed on Sep 11, 2026

Opens in a new windowBest Western Plus InnTowner Madison
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

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
$139 nightly
The price is $161 total per night from Sep 20 to Sep 21
$161 total
Sep 20 - Sep 21
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 ...
Opens in a new windowThe Madison Concourse Hotel and Governor's Club
The Edgewater

The Edgewater

4.5 out of 5
1001 Wisconsin Place Madison WI
$265 nightly
The price is $306 total per night from Sep 13 to Sep 14
$306 total
Sep 13 - Sep 14
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! (1,001 reviews)
"The Edgewater is a bit unusual in that you enter on the 6th floor & your room can either be up or down. Because it includes two buildings, it can also be a bit confusing how to navigate the physical space. Staff is very helpful in this regard. We appreciated the amenities & the lake view was great. ..."

Reviewed on Sep 11, 2026

Opens in a new windowThe Edgewater
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
$45 nightly
The price is $50 total per night from Sep 13 to Sep 14
$50 total
Sep 13 - Sep 14
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! (2,932 reviews)
"We had issues checking in because, although my daughter had made the reservation, she booked it in my name, and I had the confirmation. The room was also very dirty and uncleaned, so we had to switch rooms. The water park turned out to be wonderful; we really enjoyed it. When my daughter called to ..."

Reviewed on Sep 11, 2026

Opens in a new windowMt. Olympus Water & Theme Park Resort
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Best Western Premier Park Hotel

Best Western Premier Park Hotel

4 out of 5
22 S Carroll Street Madison WI
$144 nightly
The price is $166 total per night from Sep 27 to Sep 28
$166 total
Sep 27 - Sep 28
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! (1,003 reviews)
"Rooms are small, they won't upgrade you based on your status with Expedia or hotels.com. Valet only, which is fine but it's 30 a day I was here for 4 days thats an extra 120 on top of my stay, also waited 10 min for an attendant to show up, the front desk didn't care I was waiting. Its ok for a night ..."

Reviewed on Sep 11, 2026

Opens in a new windowBest Western Premier Park Hotel
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
Great for families

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
$45 nightly
The price is $50 total per night from Sep 13 to Sep 14
$50 total
Sep 13 - Sep 14
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! (2,932 reviews)

Families like: Outdoor pool, free waterpark access, playground, game room

Travelers say...
"We had issues checking in because, although my daughter had made the reservation, she booked it in my name, and I had the confirmation. The room was also very dirty and uncleaned, so we had to switch rooms. The water park turned out to be wonderful; we really enjoyed it. When my daughter called to ..."

Reviewed on Sep 11, 2026

Opens in a new windowMt. Olympus Water & Theme Park Resort
Chula Vista Resort, Trademark Collection by Wyndham
Great for families

Chula Vista Resort, Trademark Collection by Wyndham

3.5 out of 5
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 ...
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

Opens in a new windowChula Vista Resort, Trademark Collection by Wyndham
Tamarack Wisconsin Dells a Ramada by Wyndham
Great for families

Tamarack Wisconsin Dells a Ramada by Wyndham

3 out of 5
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! (1,021 reviews)

Families like: Outdoor pool, kitchen, playground, game room

Travelers say...
"The staff/check in was inconsistent we were treated rather briskly and given minimal directions, leaving us to fend for ourselves in finding our unit. We overheard other guests / parties getting walked through every aspect of their stay, amenities, etc. The actual property is poorly lit at night ..."

Reviewed on Sep 9, 2026

Opens in a new windowTamarack Wisconsin Dells a Ramada by Wyndham
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Best Western Ambassador Inn & Suites

Best Western Ambassador Inn & Suites

2.5 out of 5
610 S Frontage Road Wisconsin Dells WI
$60 nightly
The price is $68 total per night from Sep 17 to Sep 18
$68 total
Sep 17 - Sep 18
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)
"Beds and pillows comfy. Pool was nice. Pool bathroom terrible. I feel no one is responsible for good cleaning anywhere. Hair and dust is always an issue and this place is no different."

Reviewed on Sep 11, 2026

Opens in a new windowBest Western Ambassador Inn & Suites
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.
Hotel Riu Plaza Chicago
Level Chicago Fulton Market
The Emily Hotel
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See all available trips from Atlanta to Southwest Wisconsin
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Southwest Wisconsin flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Hotel Riu Plaza Chicago
The Talbott, Autograph Collection
Don't see what you're looking for?
See all available trips from Atlanta to Southwest Wisconsin
View all trips

Southwest Wisconsin flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hotel Riu Plaza Chicago
The Talbott, Autograph Collection
Don't see what you're looking for?
See all available trips from Dallas to Southwest Wisconsin
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Need a Car For After Your Flight?

Lowest prices found within the past 23 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Southwest Wisconsin?
For an idea of prices, the cheapest roundtrip flight to Southwest Wisconsin cost $112 during the last seven days. An excellent way to snap up a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Southwest Wisconsin departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Southwest Wisconsin?
For your biggest chance at scoring a superb flight deal, time your break sometime during November. According to Travelocity's direct flight demand from January to December last year, it's the cheapest period to hop on a plane to Southwest Wisconsin.
How can I check my flight status to Southwest Wisconsin?
Get helpful alerts about your flight status and gate numbers with Trips. This convenient portal can be found at the top right of our homepage and is the place to view and manage your bookings. Sign in to your account in seconds and everything will be at your fingertips. You can also use the Travelocity app to see the details of your flight to Southwest Wisconsin while you're out and about — and even while you're offline. Travelocity's app can handle all your booking needs. Whether you want to organize transportation to or from the airport or share itinerary details with any members of your family flying with you, our intuitive app can help.
How do I find the best deals on flights to Southwest Wisconsin?
Be flexible with your travel dates and you might just find a deal you can't pass up. When searching for flights on Travelocity, click the "Flexible dates" option above your results to compare prices with surrounding days. Also try to book ahead of schedule and avoid vacation periods. In the last seven days, the best price for a return flight to Southwest Wisconsin was $112. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Southwest Wisconsin with Travelocity?
From cheap flights to Southwest Wisconsin to vacation packages, Travelocity is your one-stop shop for exciting adventures. With everything at hand, you can spend more time preparing for the fun things you'll be doing in Southwest Wisconsin and less time working on travel planning. Plus with our Price Match Guarantee and 24/7 customer assistance, our goal is to make your next vacation a hassle-free one.
What are the most popular flight routes to Southwest Wisconsin?
Check out these main flight routes to Southwest Wisconsin and start organizing your next adventure:

  • Chicago, IL (ORD-O'Hare Intl.) to Dane County Regional Airport (MSN) - 1,365 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Dane County Regional Airport (MSN) - 1,005 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Dane County Regional Airport (MSN) - 931 flights a month.

How much is a flight to Southwest Wisconsin on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Southwest Wisconsin cost between $112 and $1,227. Whenever you're ready to go, Travelocity will help you find a fare that'll work with your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Southwest Wisconsin?
The length of your direct flight to Southwest Wisconsin largely depends on your place of origin. To give you an idea of what to expect, here are the average journey times for a few major routes to Southwest Wisconsin:

  • Chicago, IL (ORD-O'Hare Intl.) to Dane County Regional Airport (MSN) - 57 minutes
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Dane County Regional Airport (MSN) - 1 hour and 1 minute
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Dane County Regional Airport (MSN) - 1 hour and 14 minutes

What can I expect on a flight to Southwest Wisconsin?
That depends on a few things. Is your flight to Southwest Wisconsin short, medium or long haul? Are you jetting off with a full-service airline or a low-cost option? These things will impact your experience. If your flight is long haul, a majority of airlines include food, drink and entertainment. Low-cost carriers are a terrific option when it comes to cheap flights for family vacations or shorter trips. However, they normally won't have the same inclusions as a full-service carrier.

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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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.