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Wisconsin vacations

Prices and availability subject to change. Additional terms may apply.
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
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

2.5 out of 5
O'Hare
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) 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
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Hotel Arista

Hotel Arista

4.5 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
The Glen Club

The Glen Club

3.5 out of 5
per person
May 31 - Jun 4
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

3-night Wisconsin vacations

Prices and availability subject to change. Additional terms may apply.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Save 100% on your flight
per person
May 24 - May 27
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
May 24 - May 27
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
May 24 - May 27
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
May 24 - May 27
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip non-stop flight included
Charlotte (CLT) 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
May 24 - May 27
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

3.5 out of 5
Save 100% on your flight
per person
May 24 - May 27
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
May 24 - May 27
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)

4-night Wisconsin vacations

Prices and availability subject to change. Additional terms may apply.
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
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

2.5 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
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
May 28 - Jun 1
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
May 24 - May 28
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
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Hotel Arista

Hotel Arista

4.5 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Save 100% on your flight
per person
May 28 - Jun 1
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
The Glen Club

The Glen Club

3.5 out of 5
per person
May 31 - Jun 4
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

5-night Wisconsin vacations

Prices and availability subject to change. Additional terms may apply.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) 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 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) 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 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) 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 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) to Chicago (ORD)
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) 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 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) to Chicago (ORD)
Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

2.5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) 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 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) to Chicago (ORD)
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 11
Roundtrip non-stop flight included
Orlando (MCO) 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.

Sat, May 11 - Sat, May 11
DEN
Denver
MSP
Minneapolis
$48 Roundtrip, found 1 day ago
$48
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 11 from Denver to Minneapolis, returning Sat, May 11, priced at $48 found 1 day ago
Wed, May 8 - Wed, May 29
ATL
Atlanta
MSP
Minneapolis
$53 Roundtrip, found 1 day ago
$53
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 8 from Atlanta to Minneapolis, returning Wed, May 29, priced at $53 found 1 day ago
Wed, May 29 - Tue, Jun 4
PHL
Philadelphia
MSP
Minneapolis
$53 Roundtrip, found 2 days ago
$53
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, May 29 from Philadelphia to Minneapolis, returning Tue, Jun 4, priced at $53 found 2 days ago
Tue, May 21 - Tue, May 28
DFW
Dallas
MSP
Minneapolis
$53 Roundtrip, found 2 days ago
$53
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 21 from Dallas to Minneapolis, returning Tue, May 28, priced at $53 found 2 days ago
Tue, May 21 - Tue, May 21
PHL
Philadelphia
MKE
Milwaukee
$63 Roundtrip, found 3 days ago
$63
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, May 21 from Philadelphia to Milwaukee, returning Tue, May 21, priced at $63 found 3 days ago
Wed, May 15 - Sat, May 18
DEN
Denver
MKE
Milwaukee
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, May 15 from Denver to Milwaukee, returning Sat, May 18, priced at $68 found 5 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
Apr 25 - Apr 26
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
Apr 25 - Apr 26
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
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Free Cancellation
Reserve now, pay when you stay
67.87 mi from city center
The price is $185 per night
$185
per night
May 16 - May 17
A stay at The Pfister Hotel places you in the heart of Milwaukee, within a 15-minute walk of Lake Michigan and Milwaukee Art Museum.
Pool
Pet friendly
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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.