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Southwest Wisconsin

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Southwest Wisconsin Flights as Low as $213

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Wed, Sep 9 - Tue, Sep 29
DSM
Des Moines Intl.
MSN
Dane County Regional
$213 Roundtrip, found 4 hours ago
$213
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Wed, Sep 9 from Des Moines Intl. to Dane County Regional, returning Tue, Sep 29, priced at $213 found 4 hours ago
Bargain Flight
Fri, Aug 28 - Tue, Sep 15
DSM
Des Moines Intl.
MSN
Dane County Regional
$218 Roundtrip, found 12 hours ago
$218
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Fri, Aug 28 from Des Moines Intl. to Dane County Regional, returning Tue, Sep 15, priced at $218 found 12 hours ago
Bargain Flight
Tue, Sep 1 - Sat, Sep 5
DSM
Des Moines Intl.
MSN
Dane County Regional
$221 Roundtrip, found 12 hours ago
$221
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Tue, Sep 1 from Des Moines Intl. to Dane County Regional, returning Sat, Sep 5, priced at $221 found 12 hours ago
Bargain Flight
Fri, Aug 28 - Tue, Sep 1
DSM
Des Moines Intl.
MSN
Dane County Regional
$223 Roundtrip, found 12 hours ago
$223
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Fri, Aug 28 from Des Moines Intl. to Dane County Regional, returning Tue, Sep 1, priced at $223 found 12 hours ago
Bargain Flight
Mon, Sep 7 - Fri, Sep 11
DSM
Des Moines Intl.
MSN
Dane County Regional
$250 Roundtrip, found 12 hours ago
$250
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Mon, Sep 7 from Des Moines Intl. to Dane County Regional, returning Fri, Sep 11, priced at $250 found 12 hours ago
Bargain Flight
Mon, Aug 31 - Fri, Sep 4
DSM
Des Moines Intl.
MSN
Dane County Regional
$272 Roundtrip, found 12 hours ago
$272
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Mon, Aug 31 from Des Moines Intl. to Dane County Regional, returning Fri, Sep 4, priced at $272 found 12 hours ago
Bargain Flight
Sun, Sep 6 - Thu, Sep 10
DSM
Des Moines Intl.
MSN
Dane County Regional
$280 Roundtrip, found 12 hours ago
$280
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Sun, Sep 6 from Des Moines Intl. to Dane County Regional, returning Thu, Sep 10, priced at $280 found 12 hours ago
Delta
Tue, Nov 17 - Wed, Dec 2
BGR
Bangor Intl.
MSN
Dane County Regional
$286 Roundtrip, found 3 days ago
$286
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Nov 17 from Bangor Intl. to Dane County Regional, returning Wed, Dec 2, priced at $286 found 3 days ago
American Airlines
Thu, Sep 10 - Thu, Sep 17
DSM
Des Moines Intl.
MSN
Dane County Regional
$293 Roundtrip, found 12 hours ago
$293
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Thu, Sep 10 from Des Moines Intl. to Dane County Regional, returning Thu, Sep 17, priced at $293 found 12 hours ago
United
Sun, Oct 18 - Tue, Nov 3
DSM
Des Moines Intl.
MSN
Dane County Regional
$301 Roundtrip, found 12 hours ago
$301
Roundtrip
found 12 hours ago
Select United flight, departing Sun, Oct 18 from Des Moines Intl. to Dane County Regional, returning Tue, Nov 3, priced at $301 found 12 hours ago
American Airlines
Tue, Nov 3 - Tue, Nov 17
BGR
Bangor Intl.
MSN
Dane County Regional
$305 Roundtrip, found 4 hours ago
$305
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Nov 3 from Bangor Intl. to Dane County Regional, returning Tue, Nov 17, priced at $305 found 4 hours ago
American Airlines
Thu, Sep 3 - Mon, Sep 21
DSM
Des Moines Intl.
MSN
Dane County Regional
$308 Roundtrip, found 12 hours ago
$308
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Thu, Sep 3 from Des Moines Intl. to Dane County Regional, returning Mon, Sep 21, priced at $308 found 12 hours ago
United
Wed, Sep 9 - Tue, Sep 29
DSM
Des Moines Intl.
MSN
Dane County Regional
$308 Roundtrip, found 4 hours ago
$308
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Sep 9 from Des Moines Intl. to Dane County Regional, returning Tue, Sep 29, priced at $308 found 4 hours ago
American Airlines
Fri, Oct 2 - Tue, Oct 13
BGR
Bangor Intl.
MSN
Dane County Regional
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 2 from Bangor Intl. to Dane County Regional, returning Tue, Oct 13, priced at $309 found 1 day ago
Frontier Airlines
Sun, Sep 20 - Sun, Oct 4
DSM
Des Moines Intl.
MSN
Dane County Regional
$335 Roundtrip, found 1 day ago
$335
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Sep 20 from Des Moines Intl. to Dane County Regional, returning Sun, Oct 4, priced at $335 found 1 day ago
American Airlines
Tue, Oct 27 - Tue, Nov 10
BGR
Bangor Intl.
LSE
La Crosse Municipal
$548 Roundtrip, found 1 day ago
$548
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 27 from Bangor Intl. to La Crosse Municipal, returning Tue, Nov 10, priced at $548 found 1 day ago

Cheap Flights to Southwest Wisconsin

Fall in love at first flight with your vacation to Southwest Wisconsin by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Southwest Wisconsin on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Southwest Wisconsin, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Southwest Wisconsin

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Southwest Wisconsin with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the RFD airport.

What is the cheapest month to fly to Southwest Wisconsin?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Southwest Wisconsin are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Southwest Wisconsin?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 9 to choose from for your flight to Southwest Wisconsin.

What airport is best to fly into Southwest Wisconsin?

When you’re planning your trip to Southwest Wisconsin, convenience is the name of the game. Luckily, Southwest Wisconsin Dane County Regional Airport is nearby so you can deplane and get going on checking off everything on your Southwest Wisconsin must-do list.

How much are flights to Southwest Wisconsin?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southwest Wisconsin on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $213, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Southwest Wisconsin?

The trick to saving a stack of cash on your flight to Southwest Wisconsin? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $213 right now, why wait?

Southwest Wisconsin Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$286

Last Minute Hotel Deals in Southwest Wisconsin

Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
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 ...
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Mt. Olympus Water & Theme Park Resort
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
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! (4,092 reviews)
"I went during Epic UGM week. At over $400 a night, this is a terrible value even for a busy time. Ive stayed at hotels that cost half as much during the same time that are just outside Madison that are just as nice or nicer. If youre paying more than $250 a night for this place, prepare to be disappointed. ..."

Reviewed on Aug 19, 2026

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The Madison Concourse Hotel and Governor's Club
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
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 ...
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Baymont by Wyndham Madison West/Middleton WI West
Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

3.5 out of 5
1400 Great Wolf Dr Baraboo WI
Book a stay at this family-friendly resort in Baraboo. Enjoy free WiFi, 6 indoor pools, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (1,020 reviews)
"My granddaughter loved the wave pool!"

Reviewed on Aug 19, 2026

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Great Wolf Lodge Wisconsin Dells
Dellshire Resort

Dellshire Resort

3.5 out of 5
2277 Wisconsin Dells Pkwy Wisconsin Dells WI
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Mt. Olympus Water and Theme ...
9/10 Wonderful! (355 reviews)
"Dellshire Resort is such an amazing place the staff was awesome our room was very nice and big it accommodated all 6 of us perfectly. It offers everything you need if you didn't want to go out. We ate breakfast at the Blade &Barrel it was amazing. This hotel looks like a castle and is so neat inside ..."

Reviewed on Aug 20, 2026

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Dellshire Resort
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
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! (1,010 reviews)
"Everything was great, even the continental breakfast."

Reviewed on Aug 19, 2026

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Best Western Plus InnTowner Madison
Natura Treescape Resort

Natura Treescape Resort

2.5 out of 5
400 County Road A Wisconsin Dells WI
Book a stay at this beach hotel in Wisconsin Dells. Enjoy free WiFi, 2 indoor pools, and a private beach. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (1,144 reviews)
"The pools were nice but the outside pools close at 7pm. The bathrooms for the outside cabins were very dirty. The location is great. It was nice to get free tickets to the zoo and Land of Natura."

Reviewed on Aug 19, 2026

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Natura Treescape Resort
The Wisconsin Hotel & Conference Center

The Wisconsin Hotel & Conference Center

2.5 out of 5
60 North Gasser Road Wisconsin Dells WI
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (618 reviews)
"One of the things I like the most about this hotel is how clean it was."

Reviewed on Aug 20, 2026

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The Wisconsin Hotel & Conference Center
See all 3,834 properties in Southwest Wisconsin
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.

Top Hotels With Free Airport Shuttle

Best Western East Towne Suites

Best Western East Towne Suites

2.5 out of 5
4801 Annamark Dr Madison WI
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. ...
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Best 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
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! (1,006 reviews)
"Great stay, do recommend"

Reviewed on Aug 20, 2026

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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
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 ...
Get rates
Baymont by Wyndham Madison West/Middleton WI West
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
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! (1,010 reviews)
"Everything was great, even the continental breakfast."

Reviewed on Aug 19, 2026

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Best Western Plus InnTowner Madison
Best Western Premier Park Hotel

Best Western Premier Park Hotel

4 out of 5
22 S Carroll Street Madison WI
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! (1,010 reviews)
"Great stay, though beware the need for valet parking ($30/night, or you need to locate another parking option which is going to be far less easy or convient in terms od if you have more than a carry-on to move around) but very nice staff and space. Beds were quite firm and did not live up to the ..."

Reviewed on Aug 20, 2026

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Best Western Premier Park Hotel
AmericInn by Wyndham Prairie du Chien

AmericInn by Wyndham Prairie du Chien

3 out of 5
37502 Us Highway 35 And 18 S Prairie Du Chien WI
Book a stay at this business-friendly hotel in Prairie Du Chien. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (654 reviews)
"Front desk staff do it all but do it well. Kept up with breakfast and keeping everything stocked. Breakfast had a good selection. Nice place for the price."

Reviewed on Aug 16, 2026

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AmericInn by Wyndham Prairie du Chien
See all 3,834 properties in Southwest Wisconsin
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.