Cheap Vacations in Wisconsin

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3-night Wisconsin vacations

Price found within the past 48 hours. Click for updated prices.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) 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
Jul 19 - Jul 22
found 20 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) 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
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)

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, Jun 5 - Wed, Jun 12
ATL
Atlanta
MSP
Minneapolis
$60 Roundtrip, found 3 days ago
$60
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jun 5 from Atlanta to Minneapolis, returning Wed, Jun 12, priced at $60 found 3 days ago
Tue, Jun 4 - Tue, Jun 4
DEN
Denver
MSP
Minneapolis
$63 Roundtrip, found 14 hours ago
$63
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Jun 4 from Denver to Minneapolis, returning Tue, Jun 4, priced at $63 found 14 hours ago
Tue, Jun 18 - Tue, Jun 25
PHL
Philadelphia
MKE
Milwaukee
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Jun 18 from Philadelphia to Milwaukee, returning Tue, Jun 25, priced at $68 found 2 hours ago
Tue, Jun 4 - Wed, Jun 12
PHL
Philadelphia
MSP
Minneapolis
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jun 4 from Philadelphia to Minneapolis, returning Wed, Jun 12, priced at $68 found 1 day ago
Sat, Jun 15 - Tue, Jun 18
DFW
Dallas
MSP
Minneapolis
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Jun 15 from Dallas to Minneapolis, returning Tue, Jun 18, priced at $68 found 5 days ago
Tue, Aug 6 - Tue, Aug 6
DFW
Dallas
MKE
Milwaukee
$87 Roundtrip, found 2 days ago
$87
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Aug 6 from Dallas to Milwaukee, returning Tue, Aug 6, priced at $87 found 2 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 $139 per night
$139
per night
Jun 16 - Jun 17
A stay at The Madison Concourse Hotel and Governor's Club places you in the heart of Madison, just a 3-minute walk from Wisconsin State Capitol and within a 5-minute drive of University of Wisconsin-Madison.
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 30 - May 31
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 $177 per night
$177
per night
Jun 6 - Jun 7
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.
Pet friendly
Breakfast available
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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.