
Cheap Holidays to Southwest Wisconsin
- Top deals for trips to Southwest Wisconsin
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Southwest Wisconsin
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €1,800, price is now €1,350 per person
€1,350
per person
found 7 hours ago
Our customers tell us they can't get enough of Staypineapple, An Iconic Hotel, The Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. A gym, dry cleaning service and a meeting room are available. This property offers pet-friendly amenities, such as food and water bowls.

4.0-star property
Level Chicago Fulton Market
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €2,213, price is now €1,514 per person
€1,514
per person
found 7 hours ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a business centre and concierge services are available. This property offers pet-friendly amenities, such as an off-lead area.

4.0-star property
Level Chicago - River North
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €3,503, price is now €2,522 per person
€2,522
per person
found 7 hours ago
Our customers tell us that they can't get enough of the helpful staff at Level Chicago - River North. During your stay, you're just a quick walk from Merchandise Mart. Enjoy features like free WiFi in public areas, plus a gym and concierge services. This property offers pet-friendly amenities, such as an off-lead area.

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €1,857, price is now €1,353 per person
€1,353
per person
found 7 hours ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.

3.0-star property
Hilton Garden Inn Chicago Downtown Riverwalk
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €2,082, price is now €1,566 per person
€1,566
per person
found 7 hours ago
The shopping around Hilton Garden Inn Chicago Downtown Riverwalk gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a 24-hour business centre.
Southwest Wisconsin Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €1,800, price is now €1,350 per person
€1,350
per person
found 7 hours ago
Our customers tell us they can't get enough of Staypineapple, An Iconic Hotel, The Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. A gym, dry cleaning service and a meeting room are available. This property offers pet-friendly amenities, such as food and water bowls.

4.0-star property
Level Chicago Fulton Market
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €2,213, price is now €1,514 per person
€1,514
per person
found 7 hours ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a business centre and concierge services are available. This property offers pet-friendly amenities, such as an off-lead area.

4.0-star property
Level Chicago - River North
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €3,503, price is now €2,522 per person
€2,522
per person
found 7 hours ago
Our customers tell us that they can't get enough of the helpful staff at Level Chicago - River North. During your stay, you're just a quick walk from Merchandise Mart. Enjoy features like free WiFi in public areas, plus a gym and concierge services. This property offers pet-friendly amenities, such as an off-lead area.

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €1,857, price is now €1,353 per person
€1,353
per person
found 7 hours ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.

3.0-star property
Hilton Garden Inn Chicago Downtown Riverwalk
Downtown Chicago
15 Jun - 21 Jun
6 night stay
Helsinki (HEL) to Chicago (ORD)
KLM • Return • Coach
Price was €2,082, price is now €1,566 per person
€1,566
per person
found 7 hours ago
The shopping around Hilton Garden Inn Chicago Downtown Riverwalk gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a 24-hour business centre.
Best Southwest Wisconsin hotel deals for your holiday

The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
The price is €123 per night
€123
24 May - 25 May
includes taxes & fees
67.55 km from city centre
The breakfast at The Madison Concourse Hotel and Governor's Club gets high marks from our customers. During your stay, you're just a quick walk from Capitol Square. Features include free WiFi in public areas and a free round-trip airport shuttle, plus an indoor pool.
Uima-allas
Poreallas

Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
The price is €48 per night
€48
28 Apr - 29 Apr
includes taxes & fees
27.24 km from city centre
Mt. Olympus Water & Theme Park Resort's good location gets good marks from our customers. During your stay, you're just a quick walk from Paul Bunyan's Northwoods Lumberjack Show. Enjoy features like a restaurant, a bar and a coffee shop/cafe.
Uima-allas
Ravintola

Great Wolf Lodge Wisconsin Dells
1400 Great Wolf Dr Baraboo WI
The price is €114 per night
€114
11 May - 12 May
includes taxes & fees
24.58 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Great Wolf Lodge Wisconsin Dells. During your stay, you're just a quick walk from Great Wolf Lodge Water Park. Free WiFi in public areas, 6 indoor pools and 3 restaurants are available.
Uima-allas
Poreallas

DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
The price is €96 per night
€96
3 May - 4 May
includes taxes & fees
69.31 km from city centre
Our customers tell us that they can't get enough of the helpful staff at DoubleTree by Hilton Madison East. During your stay, you're just a quick walk from East Towne Mall. Enjoy features like free WiFi in public areas and free self-parking, plus an indoor pool.
Uima-allas
Lemmikkiystävällinen

Natura Treescape Resort
400 County Road A Wisconsin Dells WI
The price is €47 per night
€47
3 May - 4 May
includes taxes & fees
27.59 km from city centre
Our customers tell us that they can't get enough of the pool at Natura Treescape Resort. During your stay, you're just a quick walk from Mt. Olympus Water and Theme Park. Enjoy features like free WiFi in public areas, plus 2 indoor pools and a restaurant.
Yksityisellä rannalla
Uima-allas

Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
The price is €123 per night
€123
26 May - 27 May
includes taxes & fees
65.21 km from city centre
Our customers tell us that they can't get enough of the free breakfast at Best Western Plus InnTowner Madison. During your stay, you're just a quick walk from First Unitarian Society Meeting House. Features include free WiFi in public areas, free self-parking and a free area shuttle.
Uima-allas
Poreallas
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View all propertiesLowest 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.
Cheap flights to Southwest Wisconsin
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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^Savings based on all package bookings with Flight + Hotel made on ebookers.fi from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.