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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
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) 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 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)

3-night Wisconsin vacations

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 19 - Jul 22
found 12 hours ago
Roundtrip flight included
Washington (DCA) 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 19 - Jul 22
found 12 hours ago
Roundtrip flight included
Washington (DCA) 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 19 - Jul 22
found 12 hours ago
Roundtrip flight included
Washington (DCA) 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 12 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jul 12 - Jul 15
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
per person
Jul 19 - Jul 22
found 12 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
per person
Jul 19 - Jul 22
found 12 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
per person
Jul 19 - Jul 22
found 12 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
per person
Jul 19 - Jul 22
found 12 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
per person
Jul 19 - Jul 22
found 12 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
per person
Jul 19 - Jul 22
found 12 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)

4-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
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) 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 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) 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 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) 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 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) 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 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) 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 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) 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 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)

5-night Wisconsin vacations

Price found within the past 48 hours. Click for updated prices.
Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

2 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Buckingham Hotel

The Buckingham Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Ambassador Chicago, part of JdV by Hyatt

Ambassador Chicago, part of JdV by Hyatt

4 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Central Loop Hotel

Central Loop Hotel

4 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Talbott Hotel

The Talbott Hotel

4 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (MDW)
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

3.5 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Bridgeview Inn Chicago Area

Bridgeview Inn Chicago Area

2 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 29
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)

Top places to visit in Wisconsin

Milwaukee Art Museum featuring art and modern architecture
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Milwaukee

Milwaukee

Flight deals to Wisconsin

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

Sun, May 26 - Sun, May 26
DEN
Denver
MSP
Minneapolis
$58 Roundtrip, found 4 days ago
$58
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, May 26 from Denver to Minneapolis, returning Sun, May 26, priced at $58 found 4 days ago
Tue, Jun 4 - Wed, Jun 12
PHL
Philadelphia
MSP
Minneapolis
$58 Roundtrip, found 2 days ago
$58
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Tue, Jun 4 from Philadelphia to Minneapolis, returning Wed, Jun 12, priced at $58 found 2 days ago
Tue, Sep 10 - Wed, Sep 11
ATL
Atlanta
MSP
Minneapolis
$61 Roundtrip, found 9 hours ago
$61
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Sep 10 from Atlanta to Minneapolis, returning Wed, Sep 11, priced at $61 found 9 hours ago
Sat, Jun 15 - Tue, Jun 18
DFW
Dallas
MSP
Minneapolis
$68 Roundtrip, found 12 hours ago
$68
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sat, Jun 15 from Dallas to Minneapolis, returning Tue, Jun 18, priced at $68 found 12 hours ago
Sat, Jun 8 - Sat, Jun 15
DEN
Denver
MKE
Milwaukee
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Jun 8 from Denver to Milwaukee, returning Sat, Jun 15, priced at $78 found 5 days ago
Sun, Sep 29 - Sun, Sep 29
DFW
Dallas
MKE
Milwaukee
$87 Roundtrip, found 3 days ago
$87
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sun, Sep 29 from Dallas to Milwaukee, returning Sun, Sep 29, priced at $87 found 3 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 27 - May 28
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.
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 27 - May 28
Located in Wisconsin Dells, Mt. Olympus Water & Theme Park Resort is within a 5-minute drive of Ghost Outpost and Top Secret.
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 27 - May 28
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.