Cheap Flights to Southwest Wisconsin from $89

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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 $178 and $89 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ATLMadisonMay 21 to May 24$178
ATLRockfordMay 27 to June 9$196
DENRockfordApril 28 to May 6$204
DENMadisonMay 30 to June 6$211
DENAppletonJune 10 to June 20$274
PDXAppletonMay 5 to May 13$296
PDXMadisonJuly 11 to July 14$321
BOSAppletonJuly 13 to July 14$332
SEAAppletonMay 2 to May 16$354
LAXLa CrosseJuly 1 to July 8$358
ATLAppletonMay 26 to June 3$433
DENLa CrosseApril 19 to April 30$467
ATLLa CrosseMay 14 to May 17$567
DENEau ClaireMay 14 to May 18$906
FCOAppletonApril 25 to April 29$943
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DENRockfordApril 18 to April 30$274
LAXMadisonApril 19 to April 23$323
DENAppletonApril 18 to April 25$381
BOSRockfordApril 19 to April 22$383
ATLRockfordApril 19 to April 27$388
DENMadisonApril 17 to April 19$419
SEAMadisonApril 19 to April 25$427
DENLa CrosseApril 17 to April 19$428
LASRockfordApril 19 to April 25$435
SEARockfordApril 17 to April 20$445
MSPRockfordApril 17 to April 19$479
MSPMadisonApril 17 to April 19$490
PDXMadisonApril 18 to April 20$571
BOSMadisonApril 17 to April 19$592
MSPLa CrosseApril 17 to April 19$820
*Prices include taxes and fees

Southwest Wisconsin Flight Information

Traveling to
Southwest Wisconsin
Lowest Price
$178
Number of Airlines Serving
Airlines Serving
Frontier Airlines, 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

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
$50 nightly
The price is $56 total per night from Apr 13 to Apr 14
$56 total
Apr 13 - Apr 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! (2,699 reviews)
Wonderful and fun place to be with Family.

Reviewed on Apr 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
$50 nightly
The price is $58 total per night from Apr 22 to Apr 23
$58 total
Apr 22 - Apr 23
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)
The rooms and I was moved from 1 room to another and they both was disguisting. Holes in the wood floors, holes in the walls and doors. Paint peeling, hair on the towels. The tv did not work, couldnt get not one channel. Sketchy people hanging around the building and in the hall ways. No elevator, ...

Reviewed on Apr 10, 2026

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
$59 nightly
The price is $68 total per night from Apr 13 to Apr 14
$68 total
Apr 13 - Apr 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. ...
7.4/10 Good! (1,001 reviews)
I came after driving 14.5 hours, the lady at the front desk was RUDE!!! The beds and pillows were uncomfortable. The room had a weird smell. If I hadn’t booked for the week I would have changed hotels.

Reviewed on Apr 5, 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
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)
They were nice and room was clean.

Reviewed on Feb 3, 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
$76 nightly
The price is $88 total per night from Apr 14 to Apr 15
$88 total
Apr 14 - Apr 15
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! (1,009 reviews)
Free Breakfast with waffle makers. So cool. Allows dogs and has alot of space outside for walks.

Reviewed on Apr 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

2.5 out of 5
1835 Rose Street La Crosse WI
$88 nightly
The price is $102 total per night from Apr 13 to Apr 14
$102 total
Apr 13 - Apr 14
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! (1,003 reviews)
We stay here every time we come to lacrosse. The kids can stay occupied at the pool, the restaurant, breakfast, and staff are awesome!

Reviewed on Apr 12, 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
$60 nightly
The price is $69 total per night from Apr 20 to Apr 21
$69 total
Apr 20 - Apr 21
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! (1,217 reviews)
Clean quiet not crowded. Excellent breakfast and had extra pillows n blanket without even asking. Overall nations Best stay.

Reviewed on Apr 7, 2026

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
$126 nightly
The price is $146 total per night from Apr 19 to Apr 20
$146 total
Apr 19 - Apr 20
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! (1,006 reviews)
Excellent location to the University Hospital. They offer a complimentary shuttle within 2 miles from the hotel which I took me to the hospital and back. I highly recommend a stay at this hotel if you need to be in the area.

Reviewed on Apr 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 Apr 19 to Apr 20
$161 total
Apr 19 - Apr 20
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! (3,633 reviews)
Excellent location. Wonderful breakfast, fresh and delicious. Great staff.

Reviewed on Apr 11, 2026

Opens in a new windowThe Madison Concourse Hotel and Governor's Club
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
$50 nightly
The price is $56 total per night from Apr 13 to Apr 14
$56 total
Apr 13 - Apr 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! (2,699 reviews)
Wonderful and fun place to be with Family.

Reviewed on Apr 11, 2026

Opens in a new windowMt. Olympus Water & Theme Park Resort
Best Western West Towne Suites

Best Western West Towne Suites

2.5 out of 5
650 Grand Canyon Dr Madison WI
$72 nightly
The price is $83 total per night from Apr 19 to Apr 20
$83 total
Apr 19 - Apr 20
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 breakfast and the helpful staff ...
8.8/10 Excellent! (1,174 reviews)
Made to order breakfast!

Reviewed on Apr 5, 2026

Opens in a new windowBest Western West Towne Suites
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The Charmant Hotel

The Charmant Hotel

4 out of 5
101 State St. La Crosse WI
$189 nightly
The price is $217 total per night from Apr 26 to Apr 27
$217 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in La Crosse. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff and the ...
9.6/10 Exceptional! (1,003 reviews)
Had a great stay. Very nice atmosphere.

Reviewed on Apr 9, 2026

Opens in a new windowThe Charmant 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
$50 nightly
The price is $56 total per night from Apr 13 to Apr 14
$56 total
Apr 13 - Apr 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! (2,699 reviews)

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

Travelers say...
Wonderful and fun place to be with Family.

Reviewed on Apr 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 Chula Vista Waterparks and Mt. ...
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
$141 nightly
The price is $158 total per night from Apr 13 to Apr 14
$158 total
Apr 13 - Apr 14
Total with taxes and fees
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! (984 reviews)

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

Travelers say...
The activity center was awesome kids and I enjoyed it

Reviewed on Apr 2, 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
$54 nightly
The price is $61 total per night from Apr 19 to Apr 20
$61 total
Apr 19 - Apr 20
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! (1,010 reviews)
Staff was nice

Reviewed on Apr 10, 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.
Eurostars Magnificent Mile
Level Chicago Fulton Market
Hotel Riu Plaza Chicago
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See all available trips from Dallas 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.
LondonHouse Chicago, Curio Collection by Hilton
Level Chicago Fulton Market
Sable at Navy Pier Chicago, Curio Collection by Hilton
Don't see what you're looking for?
See all available trips from New York 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.
Hotel Riu Plaza Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
The French Country Inn Lake Geneva
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See all available trips from Seattle to Southwest Wisconsin
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Need a Car For After Your Flight?

Lowest prices found within the past 4 days. 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 $178 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 May. 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 $178. 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 $178 and $943. 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.