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Southwest Wisconsin

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Southwest Wisconsin Flights as Low as $264

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

Bargain Flight
Wed, Jun 17 - Thu, Jun 25
LGA
LaGuardia
EAU
Chippewa Valley Regional
$264 Roundtrip, just found
$264
Roundtrip
just found
Select Bargain Flight flight, departing Wed, Jun 17 from LaGuardia to Chippewa Valley Regional, returning Thu, Jun 25, priced at $264 just found
United
Wed, Jun 17 - Thu, Jun 25
LGA
LaGuardia
EAU
Chippewa Valley Regional
$324 Roundtrip, just found
$324
Roundtrip
just found
Select United flight, departing Wed, Jun 17 from LaGuardia to Chippewa Valley Regional, returning Thu, Jun 25, priced at $324 just found
United
Wed, Jun 17 - Thu, Jun 25
LGA
LaGuardia
EAU
Chippewa Valley Regional
$331 Roundtrip, just found
$331
Roundtrip
just found
Select United flight, departing Wed, Jun 17 from LaGuardia to Chippewa Valley Regional, returning Thu, Jun 25, priced at $331 just found
United
Mon, Jun 8 - Wed, Jun 24
EWR
Newark Liberty Intl. Airport
EAU
Chippewa Valley Regional
$339 Roundtrip, found 2 hours ago
$339
Roundtrip
found 2 hours ago
Select United flight, departing Mon, Jun 8 from Newark Liberty Intl. Airport to Chippewa Valley Regional, returning Wed, Jun 24, priced at $339 found 2 hours ago
United
Thu, Jun 25 - Sun, Jul 12
EWR
Newark Liberty Intl. Airport
EAU
Chippewa Valley Regional
$354 Roundtrip, found 1 hour ago
$354
Roundtrip
found 1 hour ago
Select United flight, departing Thu, Jun 25 from Newark Liberty Intl. Airport to Chippewa Valley Regional, returning Sun, Jul 12, priced at $354 found 1 hour ago
United
Wed, Jun 17 - Thu, Jun 25
LGA
LaGuardia
EAU
Chippewa Valley Regional
$355 Roundtrip, just found
$355
Roundtrip
just found
Select United flight, departing Wed, Jun 17 from LaGuardia to Chippewa Valley Regional, returning Thu, Jun 25, priced at $355 just found
United
Wed, Jun 17 - Thu, Jun 25
LGA
LaGuardia
EAU
Chippewa Valley Regional
$358 Roundtrip, just found
$358
Roundtrip
just found
Select United flight, departing Wed, Jun 17 from LaGuardia to Chippewa Valley Regional, returning Thu, Jun 25, priced at $358 just found
United
Mon, Jun 22 - Fri, Jul 3
EWR
Newark Liberty Intl. Airport
EAU
Chippewa Valley Regional
$361 Roundtrip, found 11 hours ago
$361
Roundtrip
found 11 hours ago
Select United flight, departing Mon, Jun 22 from Newark Liberty Intl. Airport to Chippewa Valley Regional, returning Fri, Jul 3, priced at $361 found 11 hours ago
United
Wed, Jun 17 - Thu, Jun 25
LGA
LaGuardia
EAU
Chippewa Valley Regional
$362 Roundtrip, just found
$362
Roundtrip
just found
Select United flight, departing Wed, Jun 17 from LaGuardia to Chippewa Valley Regional, returning Thu, Jun 25, priced at $362 just found
United
Wed, Jun 17 - Thu, Jun 25
LGA
LaGuardia
EAU
Chippewa Valley Regional
$366 Roundtrip, just found
$366
Roundtrip
just found
Select United flight, departing Wed, Jun 17 from LaGuardia to Chippewa Valley Regional, returning Thu, Jun 25, priced at $366 just found
United
Wed, Jun 17 - Thu, Jun 25
LGA
LaGuardia
EAU
Chippewa Valley Regional
$370 Roundtrip, just found
$370
Roundtrip
just found
Select United flight, departing Wed, Jun 17 from LaGuardia to Chippewa Valley Regional, returning Thu, Jun 25, priced at $370 just found
United
Mon, Jun 22 - Fri, Jul 3
EWR
Newark Liberty Intl. Airport
EAU
Chippewa Valley Regional
$376 Roundtrip, found 11 hours ago
$376
Roundtrip
found 11 hours ago
Select United flight, departing Mon, Jun 22 from Newark Liberty Intl. Airport to Chippewa Valley Regional, returning Fri, Jul 3, priced at $376 found 11 hours ago
United
Sat, Apr 11 - Wed, Apr 15
EWR
Newark Liberty Intl. Airport
MSN
Dane County Regional
$408 Roundtrip, found 15 hours ago
$408
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Apr 11 from Newark Liberty Intl. Airport to Dane County Regional, returning Wed, Apr 15, priced at $408 found 15 hours ago
Delta
Sat, Apr 11 - Wed, Apr 15
EWR
Newark Liberty Intl. Airport
MSN
Dane County Regional
$427 Roundtrip, found 15 hours ago
$427
Roundtrip
found 15 hours ago
Select Delta flight, departing Sat, Apr 11 from Newark Liberty Intl. Airport to Dane County Regional, returning Wed, Apr 15, priced at $427 found 15 hours ago
American Airlines
Sat, Apr 11 - Wed, Apr 15
EWR
Newark Liberty Intl. Airport
MSN
Dane County Regional
$427 Roundtrip, found 15 hours ago
$427
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sat, Apr 11 from Newark Liberty Intl. Airport to Dane County Regional, returning Wed, Apr 15, priced at $427 found 15 hours ago
American Airlines
Thu, Jul 30 - Sat, Aug 8
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$429 Roundtrip, found 5 days ago
$429
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Jul 30 from Newark Liberty Intl. Airport to Greater Rockford, returning Sat, Aug 8, priced at $429 found 5 days 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 June, 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 15 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 $264, 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 $264 right now, why wait?

Southwest Wisconsin Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$210

Last Minute Hotel Deals 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
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! (3,606 reviews)
Staff was very helpful, hotel was very clean, and the food was great!

Reviewed on Apr 3, 2026

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The Madison Concourse Hotel and Governor's Club
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 6 indoor pools, 3 restaurants, and 2 hot tubs. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,001 reviews)
The pools were nice and the waterslides were all open during our stay. During a prior stay some of the waterslides were not working. Also the gym is extremely outdated.

Reviewed on Mar 31, 2026

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Great Wolf Lodge Wisconsin Dells
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 ...
7/10 Good! (2,675 reviews)
Dirty room. Staff told me towels weren’t included so we bought them, they were. Pools were so cold my kid didn’t want to use them. Rooms are not internal to park, you’re walking outside and this wasn’t notated anywhere. It was cold pools were freezing including hot tub. We went to swim at another ...

Reviewed on Apr 3, 2026

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Mt. Olympus Water & Theme Park 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! (1,000 reviews)
Breakfast is better than average. Location is very convenient to UW campus (especially Lakeshore area). Facilities could use more upkeep.

Reviewed on Mar 29, 2026

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Best Western Plus InnTowner Madison
Atlantis Family Waterpark Hotel, an Ascend Collection Hotel

Atlantis Family Waterpark Hotel, an Ascend Collection Hotel

3 out of 5
1570 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. Our guests praise the helpful staff and the ...
7/10 Good! (1,198 reviews)
Na

Reviewed on Apr 3, 2026

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Atlantis Family Waterpark Hotel, an Ascend Collection Hotel
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,003 reviews)
Great location, beautiful property, outstanding staff, reasonably priced-the cherry on top is the Starbucks inside! Would absolutely return!!!

Reviewed on Apr 4, 2026

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DoubleTree by Hilton Madison East
Natura Vue Resort & Boathouse

Natura Vue Resort & Boathouse

2.5 out of 5
1015 River Rd Wisconsin Dells WI
Book a stay at this beach hotel in Wisconsin Dells. Enjoy free WiFi, an outdoor pool, and a marina. Our guests praise the restaurant and the helpful staff in ...
8.2/10 Very Good! (1,240 reviews)
This hotel feels quite outdated, and the staff were neither accommodating nor welcoming. A major disappointment was the restaurant being closed, which wasn’t mentioned at the time of booking. Additionally, the indoor pool was freezing. When I brought this up, the staff member insisted the heater ...

Reviewed on Apr 3, 2026

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Natura Vue Resort & Boathouse
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd. Madison WI
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 ...
9.4/10 Exceptional! (1,003 reviews)
Place was gre

Reviewed on Apr 4, 2026

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Tru by Hilton Madison West, WI
See all 3,735 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. ...
8.2/10 Very Good! (1,003 reviews)
There was black mold on the ceiling and walls by the window. I informed the front desk staff person.

Reviewed on Apr 4, 2026

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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

2.5 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! (1,000 reviews)
It was adequate... Not great, not horrible... Attendant excellent.

Reviewed on Mar 28, 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 ...
8/10 Very Good! (1,211 reviews)
Good breakfast friendly staff

Reviewed on Apr 3, 2026

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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! (1,000 reviews)
Breakfast is better than average. Location is very convenient to UW campus (especially Lakeshore area). Facilities could use more upkeep.

Reviewed on Mar 29, 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! (1,001 reviews)
I wish they had a hot tub! Very clean & staff went above & beyond.

Reviewed on Apr 2, 2026

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Best Western Premier Park Hotel
AmericInn by Wyndham Prairie du Chien

AmericInn by Wyndham Prairie du Chien

2 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! (600 reviews)
Outdated and dingy

Reviewed on Apr 3, 2026

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AmericInn by Wyndham Prairie du Chien
See all 3,735 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.