Cheap Flights to Southwest Wisconsin

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OriginDestinationTravel DatesFlights From*
ATLRockfordJuly 4 to July 8$211
LAXRockfordSeptember 2 to September 5$226
LASRockfordJune 24 to June 30$273
ATLMadisonJune 23 to June 25$280
DENAppletonJuly 10 to July 11$286
PDXMadisonJuly 11 to July 14$328
SEARockfordAugust 25 to September 1$354
PDXAppletonJuly 10 to July 16$357
LAXAppletonAugust 7 to August 16$366
ATLAppletonAugust 1 to August 9$399
DENLa CrosseJuly 10 to July 12$430
ATLLa CrosseJuly 4 to July 6$551
DENEau ClaireAugust 28 to August 31$590
FCOMadisonJuly 30 to August 3$1,079
FCOAppletonJune 12 to June 16$1,305
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLRockfordJune 6 to June 9$359
LAXMadisonJune 7 to June 12$362
LASMadisonJune 7 to June 16$368
DENRockfordJune 5 to June 6$409
DENMadisonJune 7 to June 11$424
PDXRockfordJune 7 to June 9$440
SEARockfordJune 5 to June 11$446
PDXAppletonJune 5 to June 8$521
LASRockfordJune 6 to June 10$526
SEAMadisonJune 5 to June 8$527
DENAppletonJune 5 to June 8$529
PDXMadisonJune 5 to June 7$550
MSPRockfordJune 6 to June 9$550
ATLAppletonJune 5 to June 9$611
DCARockfordJune 5 to June 8$762
*Prices include taxes and fees

Southwest Wisconsin Flight Information

Traveling to
Southwest Wisconsin
Lowest Price
$211
Number of Airlines Serving
Airlines Serving
American Airlines, Frontier Airlines, United, Delta, British Airways, Lufthansa
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
$75 nightly
The price is $84 total per night from Jun 3 to Jun 4
$84 total
Jun 3 - Jun 4
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! (2,792 reviews)
"👍"

Reviewed on Jun 1, 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
$60 nightly
The price is $69 total per night from Jun 15 to Jun 16
$69 total
Jun 15 - Jun 16
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 (1,007 reviews)
"Book literally anywhere else. This location is a dump. My bar was low and they brought a shovel. There was debris all over the hallways, reeked of cigarette smoke to the point my throat hurt, front desk worker was rude to his coworker and myself at check in. Had two beds and one wasn’t even made ..."

Reviewed on Jun 1, 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
$64 nightly
The price is $74 total per night from Jun 3 to Jun 4
$74 total
Jun 3 - Jun 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. ...
7.4/10 Good! (1,006 reviews)
"It's a good hotel to stay at. Quiet and safe. It was also convenient for my purposes. However when I went to extend my stay beyond 25 days I was told it I could only stay for 28 days. So I had no choice but to book another hotel. Did not make me happy."

Reviewed on May 31, 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
$85 nightly
The price is $98 total per night from Jul 1 to Jul 2
$98 total
Jul 1 - Jul 2
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! (1,005 reviews)
"Convenient, clean, hotel close to airport, UW eastpark medical center, and downtown Madison"

Reviewed on May 31, 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
$88 nightly
The price is $102 total per night from Jun 7 to Jun 8
$102 total
Jun 7 - Jun 8
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! (1,002 reviews)
"I wish the Continental breakfast had more options, and that the beds had more blankets. But our kids had so much fun in the pool!"

Reviewed on May 31, 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
$56 nightly
The price is $65 total per night from Jun 21 to Jun 22
$65 total
Jun 21 - Jun 22
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! (1,284 reviews)
"Stayed at the Baymont and had a good experience overall. The room was clean and comfortable, the staff was friendly, and the location was convenient for getting around the Madison/Middleton area. The pool and hot tub were a nice bonus, and breakfast was a good way to start the day. Great value for ..."

Reviewed on Jun 1, 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
$135 nightly
The price is $156 total per night from Jun 6 to Jun 7
$156 total
Jun 6 - Jun 7
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! (1,000 reviews)
"Great place!"

Reviewed on May 25, 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 Jun 14 to Jun 15
$161 total
Jun 14 - Jun 15
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! (3,819 reviews)
"Never disappoints.Great location."

Reviewed on Jun 2, 2026

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
$260 nightly
The price is $300 total per night from Jun 7 to Jun 8
$300 total
Jun 7 - Jun 8
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 ...
9.2/10 Wonderful! (1,003 reviews)
"Loved it"

Reviewed on Jun 1, 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
$75 nightly
The price is $84 total per night from Jun 3 to Jun 4
$84 total
Jun 3 - Jun 4
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! (2,792 reviews)
"👍"

Reviewed on Jun 1, 2026

Opens in a new windowMt. Olympus Water & Theme Park Resort
Save an average of 15% on thousands of hotels when you're signed in
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 Jun 14 to Jun 15
$166 total
Jun 14 - Jun 15
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! (1,002 reviews)
"Great location and staff"

Reviewed on May 31, 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
$75 nightly
The price is $84 total per night from Jun 3 to Jun 4
$84 total
Jun 3 - Jun 4
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! (2,792 reviews)

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

Travelers say...
"👍"

Reviewed on Jun 1, 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 Mt. Olympus Water and Theme ...
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! (989 reviews)

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

Travelers say...
"We booked 2 nights and had a great experience during our stay. The staff was very accommodating and welcoming. We left behind some belongings and they were nice enough to return them to us. A++ customer service. Would book again!"

Reviewed on Jun 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
$86 nightly
The price is $97 total per night from Jun 3 to Jun 4
$97 total
Jun 3 - Jun 4
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. ...
8.6/10 Excellent! (1,007 reviews)
"Breakfast was okay but only two hot meal options would like to have a little more selection Overall good experience"

Reviewed on Jun 1, 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
The Royal Sonesta Chicago River North
Sable at Navy Pier Chicago, Curio Collection by Hilton
Don't see what you're looking for?
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.
HYATT house Chicago/Naperville/Warrenville
Embassy Suites by Hilton Chicago Naperville
Hyatt Lodge Oak Brook Chicago
Don't see what you're looking for?
See all available trips from Atlanta to Southwest Wisconsin
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Southwest Wisconsin flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport
Hotel Felix River North/Magnificent Mile
Sofitel Chicago Magnificent Mile
Don't see what you're looking for?
See all available trips from Philadelphia to Southwest Wisconsin
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Need a Car For After Your Flight?

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 $211 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 July. 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 $211. 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 $211 and $1,305. 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.