Cheap Vacations in Wisconsin

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Wisconsin vacations

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 29 - Jul 2
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Four Seasons Island Resort

Four Seasons Island Resort

3.5 out of 5
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Columbus (CMH) to Green Bay (GRB)
voco Chicago Downtown, an IHG Hotel

voco Chicago Downtown, an IHG Hotel

3.5 out of 5
Downtown Chicago
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)

3-night Wisconsin vacations

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 2
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
W Chicago - City Center

W Chicago - City Center

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 2
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Miami (MIA) to Chicago (ORD)

4-night Wisconsin vacations

Price found within the past 48 hours. Click for updated prices.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 2
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Miami (MIA) to Chicago (ORD)

5-night Wisconsin vacations

Price found within the past 48 hours. Click for updated prices.
Four Seasons Island Resort

Four Seasons Island Resort

3.5 out of 5
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Columbus (CMH) to Green Bay (GRB)

Top places to visit in Wisconsin

Milwaukee Art Museum featuring art and modern architecture
FlightsFlightsHotelsHotels

Milwaukee

Milwaukee

Flight deals to Wisconsin

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

Wed, May 29 - Wed, Jun 5
ATL
Atlanta
MSP
Minneapolis
$50 Roundtrip, found 3 days ago
$50
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, May 29 from Atlanta to Minneapolis, returning Wed, Jun 5, priced at $50 found 3 days ago
Tue, May 21 - Tue, May 21
PHL
Philadelphia
MSP
Minneapolis
$51 Roundtrip, found 2 days ago
$51
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 21 from Philadelphia to Minneapolis, returning Tue, May 21, priced at $51 found 2 days ago
Sat, May 18 - Sat, May 25
DEN
Denver
MSP
Minneapolis
$58 Roundtrip, found 3 days ago
$58
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 18 from Denver to Minneapolis, returning Sat, May 25, priced at $58 found 3 days ago
Tue, May 14 - Sat, May 18
DFW
Dallas
MSP
Minneapolis
$62 Roundtrip, found 5 days ago
$62
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, May 14 from Dallas to Minneapolis, returning Sat, May 18, priced at $62 found 5 days ago
Sat, May 18 - Tue, May 21
PHX
Phoenix
MSP
Minneapolis
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, May 18 from Phoenix to Minneapolis, returning Tue, May 21, priced at $68 found 4 days ago
Wed, Jul 31 - Wed, Aug 7
DEN
Denver
MKE
Milwaukee
$68 Roundtrip, found 6 days ago
$68
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Jul 31 from Denver to Milwaukee, returning Wed, Aug 7, priced at $68 found 6 days ago

Top rated hotels for your Wisconsin vacation

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
Free Cancellation
Reserve now, pay when you stay
57.38 mi from city center
The price is $129 per night
$129
per night
May 19 - May 20
With a stay at The Madison Concourse Hotel and Governor's Club, you'll be centrally located in Madison, within a 5-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.
Pool
Pet friendly
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road, Wisconsin Dells, WI
Free Cancellation
Reserve now, pay when you stay
51.56 mi from city center
The price is $25 per night
$25
per night
May 14 - May 15
Located in Wisconsin Dells, Mt. Olympus Water & Theme Park Resort is within a 5-minute drive of Ghost Outpost and Top Secret.
Pool
Parking available
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Free Cancellation
Reserve now, pay when you stay
67.55 mi from city center
The price is $132 per night
$132
per night
May 26 - May 27
With a stay at Saint Kate - The Arts Hotel, you'll be centrally located in Milwaukee, within a 10-minute walk of Riverside Theater and Fiserv Forum.
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com 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.