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Cheap Vacations in Wisconsin

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Wisconsin vacations

Saint Kate The Arts Hotel

Saint Kate The Arts Hotel

4 out of 5
Downtown Milwaukee
$559

$467

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
$408

$360

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Residence Inn Milwaukee Downtown by Marriott

Residence Inn Milwaukee Downtown by Marriott

3 out of 5
Westown
$589

$521

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Kinn Guesthouse MKE

Kinn Guesthouse MKE

3.5 out of 5
$575

$516

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Candlewood Suites Milwaukee Airport, an IHG Hotel

Candlewood Suites Milwaukee Airport, an IHG Hotel

2.5 out of 5
$482

$432

per person
Jun 29 - Jul 2
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
The Plaza Hotel

The Plaza Hotel

3 out of 5
Yankee Hill
$468

$424

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
River North
$684

$629

per person
Jul 2 - Jul 6
Roundtrip flight included
Baltimore (BWI) to Chicago (MDW)
Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

3 out of 5
Westown
$453

$417

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
Westown
$475

$437

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
$415

$382

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)

3-night Wisconsin vacations

Saint Kate The Arts Hotel

Saint Kate The Arts Hotel

4 out of 5
$559

$467

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

2.5 out of 5
$412

$355

per person
Jun 29 - Jul 2
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
$408

$360

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Residence Inn Milwaukee Downtown by Marriott

Residence Inn Milwaukee Downtown by Marriott

3 out of 5
$589

$521

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight$516

$461

per person
Jul 12 - Jul 15
Roundtrip flight included
Baltimore (BWI) to Chicago (CHI)
Kinn Guesthouse MKE

Kinn Guesthouse MKE

3.5 out of 5
$575

$516

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Candlewood Suites Milwaukee Airport, an IHG Hotel

Candlewood Suites Milwaukee Airport, an IHG Hotel

2.5 out of 5
$482

$432

per person
Jun 29 - Jul 2
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
DoubleTree by Hilton Milwaukee Downtown

DoubleTree by Hilton Milwaukee Downtown

3.5 out of 5
$471

$426

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
The Plaza Hotel

The Plaza Hotel

3 out of 5
$468

$424

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

3 out of 5
$453

$417

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
$555

$510

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
$475

$437

per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)

4-night Wisconsin vacations

The Langham, Chicago

The Langham, Chicago

5 out of 5
Save 100% on your flight$1,365

$920

per person
Jul 1 - Jul 5
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop

3.5 out of 5
$825

$628

per person
Jul 1 - Jul 5
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Freehand Chicago

Freehand Chicago

3.5 out of 5
$631

$508

per person
Jul 1 - Jul 5
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Save 100% on your flight$1,797

$1,452

per person
Jul 1 - Jul 5
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Embassy Suites Chicago Downtown Magnificent Mile

Embassy Suites Chicago Downtown Magnificent Mile

4 out of 5
$625

$518

per person
Jun 26 - Jun 30
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
$884

$742

per person
Jul 1 - Jul 5
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Club Quarters Hotel, Wacker at Michigan

Club Quarters Hotel, Wacker at Michigan

4 out of 5
$672

$567

per person
Jul 1 - Jul 5
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
$813

$687

per person
Jun 26 - Jun 30
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

5 out of 5
$851

$738

per person
Jul 1 - Jul 5
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
$582

$512

per person
Jul 1 - Jul 5
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
$635

$561

per person
Jul 1 - Jul 5
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Hilton Chicago

Hilton Chicago

4 out of 5
$587

$521

per person
Jun 26 - Jun 30
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)

5-night Wisconsin vacations

Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop

3.5 out of 5
$792

$592

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Hotel Lincoln, part of JdV by Hyatt

Hotel Lincoln, part of JdV by Hyatt

4 out of 5
$733

$561

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
$694

$538

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Freehand Chicago

Freehand Chicago

3.5 out of 5
$611

$484

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
$524

$428

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
$610

$500

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Ambassador Chicago, part of JdV by Hyatt

Ambassador Chicago, part of JdV by Hyatt

4 out of 5
$675

$556

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

3.5 out of 5
$686

$566

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
$962

$796

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Embassy Suites Chicago Downtown Magnificent Mile

Embassy Suites Chicago Downtown Magnificent Mile

4 out of 5
$777

$646

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
$1,045

$884

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

5 out of 5
$957

$817

per person
Jun 19 - Jun 24
Roundtrip flight included
Washington (IAD) to Chicago (ORD)

Top places to visit in Wisconsin

Wisconsin Vacation Deal FAQ's

Where to find Wisconsin package deals?

On CheapTickets, you can find package deals in Wisconsin as low as $355!

When is peak season in Wisconsin?

July, June, August are very popular times to visit Wisconsin.

When is the best time to visit Wisconsin?

If you're looking for cheap vacations to Wisconsin, January is the best time to visit Wisconsin.

When is the worst time time to visit Wisconsin?

Prices for Wisconsin vacations can peak during June.

When is low season in Wisconsin?

We have found October, December, November to be the least-crowded time of the year to visit Wisconsin.

Flight deals to Wisconsin

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

Wed, May 19 - Tue, May 25
DEN
Denver
MSP
Minneapolis
$67
Frontier Airlines
Thu, Jun 3 - Mon, Jun 7
ATL
Atlanta
MSP
Minneapolis
$86
Spirit Airlines
Tue, Aug 31 - Tue, Sep 14
LAX
Los Angeles
MSP
Minneapolis
$102
Spirit Airlines
Fri, Aug 13 - Mon, Aug 23
PHX
Phoenix
MSP
Minneapolis
$103
Delta
Wed, May 26 - Wed, Jun 2
DEN
Denver
MKE
Milwaukee
$107
Frontier Airlines
Wed, Jun 2 - Wed, Jun 9
DEN
Denver
MSN
Madison
$130
Frontier Airlines

Top rated hotels for your Wisconsin vacation

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
70.23 mi from city center
The price is $40 per night
Located in Wisconsin Dells, Mt. Olympus Water & Theme Park Resort is within a 5-minute drive of Ghost Outpost and Top Secret.
Grand Geneva Resort & Spa

Grand Geneva Resort & Spa

4 out of 5
7036 Grand Geneva Wy, Lake Geneva, WI
Free Cancellation
Reserve now, pay when you stay
155.21 mi from city center
The price is $155 per night
With a stay at Grand Geneva Resort & Spa in Lake Geneva, you'll be on a lake, within a 15-minute drive of Geneva Lake and The Brute Golf Course.
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
Free Cancellation
142.83 mi from city center
The price is $89 per night
With a stay at Hyatt Regency Milwaukee, you'll be centrally located in Milwaukee, within a 10-minute walk of Milwaukee Public Museum 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.