Title: Cheap Vacations in Southeast Wisconsin 2026/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6068277/1fe18a15-7f30-4ecc-8164-b72f9b7fcfed.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southeast Wisconsin Cheap Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Cheap hotel deals in Southeast Wisconsin Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Milwaukee - Brookfield](https://images.trvl-media.com/lodging/1000000/30000/26100/26053/fb600f8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Milwaukee - Brookfield CA $754 per person Jan 20 - Jan 22 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Milwaukee (MKE) 8.4/10 Very Good! (1,001 reviews) Clean room, most comfortable bed and pillows I’ve experienced in a hotel. There’s a bar and grill that offer food! Staff was very knowledgeable and pleasant. Reviewed on Nov 17, 2025 ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saint Kate - The Arts Hotel Downtown Milwaukee CA $954 per person Jan 20 - Jan 22 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Milwaukee (MKE) 9.8/10 Exceptional! (2,425 reviews) Amazing, unique hotel. 10/10 Reviewed on Dec 4, 2025 ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward CA $884 per person Jan 20 - Jan 22 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Milwaukee (MKE) 9.2/10 Wonderful! (1,008 reviews) Best decor, very clean, staff were wonderful, and VERY pet friendly! Reviewed on Dec 5, 2025 Don't see what you're looking for? See all available trips from Columbus to Southeast Wisconsin [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-06/2026-01-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Cheap Hotels in Southeast Wisconsin ![Drury Plaza Hotel Milwaukee Downtown](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Drury Plaza Hotel Milwaukee Downtown 700 N. Water Street Milwaukee WI - 11 min walk from Fiserv Forum Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ... 9.6/10 Exceptional! (2,023 reviews) Clean rooms and breakfast was amazing Reviewed on Nov 29, 2025 [](https://expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) ![Best Western Plus Milwaukee Airport Hotel & Conference Ctr](https://images.trvl-media.com/lodging/1000000/20000/11900/11861/9f1af6f1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Milwaukee Airport Hotel & Conference Ctr 5105 S Howell Avenue Milwaukee WI - 16 min drive from Fiserv Forum Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ... 7.4/10 Good! (1,160 reviews) The room was very clean. It was very comfortable too. Staff were very helpfully, greeted me w/ courtesy, and overall very pleasant about taking care of us.!!! Reviewed on Dec 6, 2025 [](https://expedia.ca/Milwaukee-Hotels-Best-Western-Plus-Milwaukee-Airport-Hotel-Conference-Ctr.h11861.Hotel-Information) ![Sleep Inn & Suites Milwaukee Airport](https://images.trvl-media.com/lodging/3000000/2360000/2353100/2353060/831341c6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn & Suites Milwaukee Airport 4600 S 6th St Milwaukee WI - 14 min drive from Fiserv Forum Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ... 8.2/10 Very Good! (1,170 reviews) Great staff and clean rooms. Reviewed on Dec 1, 2025 [](https://expedia.ca/Milwaukee-Hotels-Sleep-Inn-Suites-Airport.h2353060.Hotel-Information) [See all 2,404 properties in Southeast Wisconsin](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6059645) 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Southeast Wisconsin ](https://expedia.ca/Cheap-Flights-To-Southeast-Wisconsin.d6059645.Travel-Guide-Flights)[ Southeast Wisconsin Hotels ](https://expedia.ca/Southeast-Wisconsin-Hotels.d6059645.Travel-Guide-Hotels)[ Southeast Wisconsin Vacation Rentals ](https://expedia.ca/Southeast-Wisconsin-Vacation-Rentals.d6059645.Travel-Guide-VacationRentals)[ Southeast Wisconsin Car Rentals ](https://expedia.ca/Car-Rentals-In-Southeast-Wisconsin.d6059645.Car-Rental-Guide)[ Southeast Wisconsin Vacations ](https://expedia.ca/Southeast-Wisconsin.d6059645.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app