Wisconsin Vacations & Trips from ₩658,370

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Wisconsin

Milwaukee Art Museum featuring art and modern architecture
FlightsFlightsHotelsHotels

Milwaukee

Milwaukee

The Latest Wisconsin Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was ₩1,093,109, price is now ₩658,370 per person
₩658,370
per person
Apr 24 - Apr 29
found 18 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
There were no glasses in the room to drink out of. There was no lotion. There was no coffee maker. The shower curtain does not stretch the whole way so water gets all over the bathroom. We had a free VIP "hot" breakfast. When went down, there was no hot food. Just coffee and some bakery items. And no employee to serve us. Very, very misleading. We won't be staying here again.

Reviewed on Feb 2, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was ₩1,871,151, price is now ₩981,112 per person
₩981,112
per person
Apr 24 - Apr 29
found 18 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Staff was extremely polite, rooms were clean. No issues at all

Reviewed on Feb 2, 2026

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was ₩1,386,306, price is now ₩853,440 per person
₩853,440
per person
Apr 24 - Apr 29
found 18 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Every detail. The staff was amazing.

Reviewed on Jan 30, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was ₩1,547,730, price is now ₩963,462 per person
₩963,462
per person
Apr 24 - Apr 29
found 18 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was ₩1,377,780, price is now ₩868,557 per person
₩868,557
per person
Apr 24 - Apr 29
found 18 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9.6/10 Exceptional! (1,067 reviews)
always clean, great staff comfortable beds good location

Reviewed on Feb 1, 2026

Where to stay in Wisconsin

Find the best Wisconsin areas and neighborhoods for the activities you enjoy most. Learn more about Wisconsin
Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

Downtown Milwaukee

Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.

Find hotels in Downtown Milwaukee

Wisconsin Hotel Deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ₩207,854 per night from Feb 11 to Feb 12
₩207,854
₩245,060 total
Feb 11 - Feb 12
includes taxes & fees
9.4/10 Exceptional! (1,926 reviews)
Beautiful hotel, fantastic service - traditional and amazing in every way!

Reviewed on Jan 31, 2026

The Pfister Hotel
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
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (3,478 reviews)
Everything was good.

Reviewed on Jan 30, 2026

Get rates
The Madison Concourse Hotel and Governor's Club
Oneida Casino Hotel

Oneida Casino Hotel

3.5 out of 5
2040 Airport Dr Green Bay WI
Fully refundableReserve now, pay when you stay
The price is ₩151,729 per night from Feb 17 to Feb 18
₩151,729
₩175,248 total
Feb 17 - Feb 18
includes taxes & fees
8.6/10 Excellent! (1,364 reviews)
Room was spacious, clean. The bed and pillows were very comfortable. Great nights rest for an early flight.

Reviewed on Jan 28, 2026

Oneida Casino Hotel
See all 15,607 properties in Wisconsin
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.

Frequently asked questions

How much does a Wisconsin vacation package cost?
Starting from as low as ₩658,370, a package is your portal to low-cost travel. Custom make your Wisconsin adventure by choosing from our extensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Wisconsin?
Bundling your flight and hotel with Expedia won't just save precious time — it'll save you cash too. A Wisconsin vacation package makes it easy to organize your dream adventure. With more than 550 airlines throughout the world to choose from, finding convenient flights that fit your busy schedule won't be an issue. Not only that, we've got over 1,000,000 properties globally to select from. Talk about choice! No matter who you are, Expedia puts the world within your reach.
Where should I stay in Wisconsin?
Milwaukee is a fantastic place to include in your itinerary. It's where you'll find impressive sights such as Milwaukee Art Museum and American Family Field. Madison also attracts many jetsetters eager to explore some of the best attractions in Wisconsin. Some of the best are University of Wisconsin-Madison and Camp Randall Stadium.
What are the top hotels in Wisconsin?
Potawatomi Hotel & Casino and Best Western Plus Milwaukee Airport Hotel & Conference Ctr know how to make their guests feel at home in Milwaukee. If your itinerary also includes Wisconsin Dells, take a look at Inn of the Pines and Silver Spruce Resort. Both are popular with travelers.
How far in advance should I book my Wisconsin vacation?
Savvy travelers will likely want to reserve their seats as early as possible. You can normally compare international fares on Expedia up to a year before your intended flight. If you're booking at the last minute, fear not. Low prices occasionally become available just weeks before departure dates.
What does an Expedia Wisconsin travel package include?
Expedia has all you need to arrange your Wisconsin getaway, but what your package looks like is totally up to you. Choose from a combination of hotels, flights and rental cars. Searching for some activities to fill in your time? Once you've made your booking, you can add them on too. No matter your style or budget, there's a package deal to match your needs.
What should I know before booking a Wisconsin travel package?
Discover deals to match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save a tidy sum just for bundling your bookings. Whether you're taking off on a ski trip or sunning yourself on a warm beach, your ideal vacation is only a few clicks away.
Can I choose my airline with a Wisconsin Expedia vacation package?
Yes, you sure can. We have more than 550 partner airlines globally, so go with the carrier that suits your needs.
If I'm not able to travel, can I cancel my Wisconsin vacation package?
Certainly, and we'll help you every step of the way. You may be able to cancel and rebook your Wisconsin vacation package for free if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If life gets in the way of your vacation, look up our Customer Service Portal for more information.

Discover the most popular places to visit in Wisconsin

Resch Center

Catch an event at Resch Center during your trip to Ashwaubenon. Stroll along the riverfront or attend a sporting event in this family-friendly area.

Resch Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.