Cheap Flights to Southwest Wisconsin from $66

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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 $120 and $66 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
DENMadisonDecember 31 to January 4$120
ATLMadisonNovember 13 to November 17$142
DENAppletonJanuary 15 to January 18$209
ATLEau ClaireNovember 9 to November 16$242
LAXMadisonNovember 10 to November 17$246
PDXAppletonJanuary 13 to January 20$251
DENEau ClaireNovember 10 to November 17$273
SEAAppletonDecember 4 to December 9$293
ATLAppletonJanuary 14 to January 17$369
PDXRockfordNovember 12 to November 19$429
ATLLa CrosseNovember 24 to December 1$516
DENLa CrosseDecember 23 to December 31$525
ATLDubuqueNovember 15 to November 24$530
LASAppletonDecember 9 to December 25$544
FCOMadisonNovember 23 to November 30$803
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DENMadisonNovember 7 to November 13$225
PDXMadisonNovember 8 to November 13$235
ATLEau ClaireNovember 9 to November 16$242
LAXMadisonNovember 9 to November 17$270
DENRockfordNovember 8 to November 15$291
DENAppletonNovember 7 to November 19$308
ATLRockfordNovember 9 to November 13$315
BOSMadisonNovember 8 to November 27$333
LAXRockfordNovember 8 to November 11$347
SEAMadisonNovember 8 to November 12$433
ATLMadisonNovember 7 to November 17$467
LASRockfordNovember 8 to November 13$470
ATLAppletonNovember 9 to November 21$572
LASLa CrosseNovember 9 to November 19$633
LAXAppletonNovember 9 to November 12$835
*Prices include taxes and fees

Southwest Wisconsin Flight Information

Traveling to
Southwest Wisconsin
Lowest Price
$120
Number of Airlines Serving
Airlines Serving
Frontier Airlines, 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

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road, Wisconsin Dells, WI
$55 nightly
The price is $62 total per night from Nov 3 to Nov 4
$62 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.8/10 (2,500 reviews)
Good place to have a nice time with your family

Reviewed on Oct 27, 2025

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
$40 nightly
The price is $47 total per night from Nov 16 to Nov 17
$47 total
Nov 16 - Nov 17
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 (1,005 reviews)
The lady who checked us in was very very nice. Other than that, the place is a dump. Stayed there to save some money because it was only one night and we were out most of the night but i cant help but say that this hotel chain is in bad shape. Really bad shape. Talking trash in the hallways, smoke ...

Reviewed on Oct 26, 2025

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
$64 nightly
The price is $74 total per night from Nov 3 to Nov 4
$74 total
Nov 3 - Nov 4
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. ...
7.2/10 Good! (1,009 reviews)
Bare bones but good for an overnight .

Reviewed on Oct 27, 2025

Opens in a new windowEcono Lodge Madison East
Save an average of 15% on thousands of hotels when you're signed in
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)
Regular there too. Only issue is roaches

Reviewed on Oct 17, 2025

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
$85 nightly
The price is $98 total per night from Nov 23 to Nov 24
$98 total
Nov 23 - Nov 24
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! (1,011 reviews)
Enjoyed the ease of access to and from the hotel. The staff was very friendly and professional.

Reviewed on Oct 19, 2025

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
$99 nightly
The price is $114 total per night from Nov 3 to Nov 4
$114 total
Nov 3 - Nov 4
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 bar in our reviews. Popular ...
7.4/10 Good! (1,004 reviews)
Great pool with slide and toddler wading pool and hot tub. Good regular rooms. Breakfast could use some improvements with more hot options. Nice staff

Reviewed on Oct 28, 2025

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
$71 nightly
The price is $81 total per night from Nov 10 to Nov 11
$81 total
Nov 10 - Nov 11
Total with taxes and fees
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,048 reviews)
My room was clean and comfortable.

Reviewed on Oct 28, 2025

Opens in a new windowBaymont by Wyndham Madison West/Middleton WI West
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue, Madison, WI
$117 nightly
The price is $135 total per night from Nov 9 to Nov 10
$135 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our ...
9/10 Wonderful! (1,009 reviews)
Clean room. Fast, easy check-in.

Reviewed on Oct 27, 2025

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 Nov 9 to Nov 10
$161 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 3.5-star 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! (3,240 reviews)
The room was clean and welcoming. We got free drinks at the bar and the staff was very friendly.

Reviewed on Oct 27, 2025

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
$221 nightly
The price is $255 total per night from Nov 9 to Nov 10
$255 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 4.5-star 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! (1,001 reviews)
Super friendly staff. Very high quality facilities. Fabulous view of the lake from my room and around the property.

Reviewed on Oct 20, 2025

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
$55 nightly
The price is $62 total per night from Nov 3 to Nov 4
$62 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.8/10 (2,500 reviews)
Good place to have a nice time with your family

Reviewed on Oct 27, 2025

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
$102 nightly
The price is $118 total per night from Nov 9 to Nov 10
$118 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 4-star spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,031 reviews)
Excellent - would stay again

Reviewed on Oct 28, 2025

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
$55 nightly
The price is $62 total per night from Nov 3 to Nov 4
$62 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.8/10 (2,500 reviews)

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

Travelers say...
Good place to have a nice time with your family

Reviewed on Oct 27, 2025

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, PO Box 30, Wisconsin Dells, WI
Stay at this 3.5-star 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! (1,004 reviews)

Families like: Outdoor pool, free waterpark access, miniature golf, game room

Travelers say...
Clean,excellent customer service

Reviewed on Oct 15, 2025

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
Stay at this 3-star family-friendly vacation home in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff ...
9/10 Wonderful! (970 reviews)

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

Travelers say...
Nice place to travel have fun very convenient!!

Reviewed on Oct 26, 2025

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
$50 nightly
The price is $56 total per night from Nov 9 to Nov 10
$56 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this hotel in Wisconsin Dells. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (1,026 reviews)
Breakfast was good

Reviewed on Oct 28, 2025

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.

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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 $120 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 January. 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 $120. 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 $120 and $835. 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.