Cheap Flights to Southwest Wisconsin from $44

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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 $84 and $44 for one-way flights to Southwest Wisconsin for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
DENEau ClaireJune 3 to June 7$107
PDXEau ClaireMay 31 to June 6$191
LASEau ClaireMay 31 to June 6$196
LAXEau ClaireMay 31 to June 7$201
DENAppletonJune 11 to June 29$208
LASAppletonJuly 26 to July 31$250
LAXAppletonJuly 31 to August 14$276
PDXAppletonAugust 9 to August 15$321
ATLAppletonJune 28 to July 5$377
ATLLa CrosseJune 14 to June 17$590
ATLEau ClaireJune 1 to June 14$629
LAXLa CrosseJune 1 to June 8$640
LASLa CrosseMay 31 to June 6$720
FCOMadisonMay 30 to June 3$904
PDXLa CrosseMay 31 to June 1$1,040
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MSPEau ClaireMay 26 to June 1$84
LAXMadisonMay 25 to June 4$294
LASEau ClaireMay 25 to May 30$302
MSPMadisonMay 25 to June 7$308
DCAMadisonMay 26 to May 30$324
DENAppletonMay 25 to May 30$328
DENMadisonMay 25 to June 5$328
SEAMadisonMay 25 to May 25$433
PDXMadisonMay 24 to May 27$458
ATLMadisonMay 26 to May 26$621
ATLAppletonMay 25 to May 29$639
LASMadisonMay 26 to May 30$663
DENLa CrosseMay 25 to May 31$1,020
SEALa CrosseMay 26 to June 4$1,040
*Prices include taxes and fees

Southwest Wisconsin Flight Information

Traveling to
Southwest Wisconsin
Lowest Price
$84
Number of Airlines Serving
Airlines Serving
Sun Country Airlines, Frontier 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
The price is $25 per night from May 27 to May 28
$25
per night
May 27 - May 28
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 ...
6.2/10 (1,836 reviews)
"Was nice clean quiet place beds were a little on harder side! Short drive to water park"

Reviewed on May 21, 2024

Mt. 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
The price is $55 per night from May 27 to May 28
$55
per night
May 27 - May 28
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 (638 reviews)
"The receiver clerk was very nice. There are some desirable folks around the property, not necessarily at the property."

Reviewed on May 16, 2024

Motel 6 Madison, WI - East
Econo Lodge Madison

Econo Lodge Madison

2 out of 5
4726 E Washington Ave, Madison, WI
The price is $59 per night from May 26 to May 27
$59
per night
May 26 - May 27
Stay at this hotel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
7.2/10 Good! (1,001 reviews)
"Good service"

Reviewed on May 13, 2024

Econo Lodge Madison
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Red Roof Inn Madison, WI

Red Roof Inn Madison, WI

2 out of 5
4830 Hayes Road, Madison, WI
The price is $57 per night from May 26 to May 27
$57
per night
May 26 - May 27
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)
"Friendly staff"

Reviewed on Apr 3, 2024

Red 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
The price is $99 per night from May 26 to May 27
$99
per night
May 26 - May 27
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 ...
8/10 Very Good! (1,002 reviews)
"It was very clean, the hotel staff were very friendly, welcoming and helpful."

Reviewed on May 15, 2024

Best 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
The price is $107 per night from Jun 3 to Jun 4
$107
per night
Jun 3 - Jun 4
Book a stay at this beach hotel in La Crosse. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the bar and the helpful staff in our reviews. ...
7.6/10 Good! (1,002 reviews)
"Room was clean, beautiful river view, a little noisy from the outdoor bar but was toned down at a reasonable time. Pool area was nice"

Reviewed on May 13, 2024

AmericInn 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
The price is $66 per night from May 27 to May 28
$66
per night
May 27 - May 28
Book a stay at this family-friendly hotel in Madison. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the pool and the helpful staff ...
7.6/10 Good! (1,001 reviews)
"A"

Reviewed on May 13, 2024

Baymont 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
The price is $135 per night from May 27 to May 28
$135
per night
May 27 - May 28
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the restaurant in our reviews. ...
9/10 Wonderful! (1,000 reviews)
"Friendly staff and very clean room. Seems recently remodeled."

Reviewed on May 17, 2024

Best 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
The price is $129 per night from May 26 to May 27
$129
per night
May 26 - May 27
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 ...
9.2/10 Wonderful! (1,614 reviews)
Madison Pool
"Great centrally located hotel. Initially given a poolside room but the 2nd night the room dehumidifier kicked in v noisily and could not be turned off. Moved rooms the next day. Front of house staff were not always as friendly/helpful as I would expect. Everyone else great"

Reviewed on May 22, 2024

The Madison Concourse Hotel and Governor's Club
The Edgewater

The Edgewater

4.5 out of 5
1001 Wisconsin Place, Madison, WI
The price is $189 per night from May 27 to May 28
$189
per night
May 27 - May 28
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 ...
9/10 Wonderful! (1,002 reviews)
"It was just off of water so it had very nice viewing. Balcony provided excellent viewing. Walking to many restaurants around the downtown was a great feature."

Reviewed on May 6, 2024

The Edgewater
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road, Wisconsin Dells, WI
The price is $25 per night from May 27 to May 28
$25
per night
May 27 - May 28
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 ...
6.2/10 (1,836 reviews)
"Was nice clean quiet place beds were a little on harder side! Short drive to water park"

Reviewed on May 21, 2024

Mt. Olympus Water & Theme Park Resort
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Best Western Premier Park Hotel

Best Western Premier Park Hotel

3.5 out of 5
22 S Carroll Street, Madison, WI
The price is $120 per night from Jun 9 to Jun 10
$120
per night
Jun 9 - Jun 10
Stay at this 3.5-star spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,000 reviews)
"Such an amazing hotel!! We will be back great location!!"

Reviewed on May 15, 2024

Best 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
The price is $25 per night from May 27 to May 28
$25
per night
May 27 - May 28
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 ...
6.2/10 (1,836 reviews)

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

Travelers say...
"Was nice clean quiet place beds were a little on harder side! Short drive to water park"

Reviewed on May 21, 2024

Mt. 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
The price is $153 per night from May 27 to May 28
$153
per night
May 27 - May 28
Stay at this 3.5-star golf resort in Wisconsin Dells. Enjoy free WiFi, an outdoor pool, and 5 restaurants. Our guests praise the helpful staff and the clean ...
6.6/10 (1,002 reviews)

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

Travelers say...
"This is a great place to stay! We came for Automotion and the price was reasonable for what we got. The waterpark is very nice. The food is great, and the staff were all very kind. We will definitely stay here again"

Reviewed on May 20, 2024

Chula 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! (892 reviews)

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

Travelers say...
"It was amazing just like being at home quiet east to find very well kept up"

Reviewed on Apr 7, 2024

Tamarack Wisconsin Dells a Ramada by Wyndham
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Best Western Ambassador Inn & Suites
Great for families

Best Western Ambassador Inn & Suites

2.5 out of 5
610 S Frontage Road, Wisconsin Dells, WI
The price is $77 per night from May 29 to May 30
$77
per night
May 29 - May 30
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. ...
8/10 Very Good! (1,001 reviews)

Families like: Outdoor pool, extra beds/cribs, free breakfast for the whole family

Travelers say...
"It was actually really good for what it cost was hoping for more but it’s OK"

Reviewed on May 22, 2024

Best 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.
Sonesta Simply Suites Chicago O'Hare Airport
Trump International Hotel & Tower Chicago
The Westin Michigan Avenue Chicago
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See all available trips from Newark 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.
Fairmont Chicago at Millennium Park Gold Experience
Pendry Chicago
Trump International Hotel & Tower Chicago
Don't see what you're looking for?
See all available trips from Philadelphia to Southwest Wisconsin
View all trips

Need a Car For After Your Flight?

Frequently asked questions

Can I fly to Southwest Wisconsin right now?
Visit our our Covid-19 Travel Advisor for info about flights to Southwest Wisconsin. Your purpose of travel and vaccination status will also have an impact on your ability to move around freely, so always double-check any COVID-19 advice with your travel insurance issuer and official government websites before you lock in your flights.
How much is the cheapest flight to Southwest Wisconsin?
For an idea of prices, the cheapest roundtrip flight to Southwest Wisconsin cost $84 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 June. 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 $84. 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 $84 and $1,040. 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.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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!

*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.