Title: Cheap Vacations in Southeast Wisconsin 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. ![The Ingleside Hotel](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ingleside Hotel CA $866 per person May 20 - May 22 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 8.6/10 Excellent! (775 reviews) Hotel was extremely clean ! Staff was very welcoming. Will definitely be coming back. Reviewed on Mar 16, 2026 ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saint Kate - The Arts Hotel Downtown Milwaukee CA $1,358 per person May 30 - Jun 4 found 19 hours ago Roundtrip non-stop flight included Buffalo (BUF) to Milwaukee (MKE) 9.8/10 Exceptional! (2,588 reviews) Lovely hotel and wonderful bars! Fun, artsy hotel to stay in. Love the albums in the lobby to bring back to your room and okay on the turntable 👍 Reviewed on Mar 24, 2026 ![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 $1,112 per person Jun 1 - Jun 7 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Milwaukee (MKE) 8.4/10 Very Good! (1,003 reviews) Very nice hotel, great room. The only problems I had were no mini fridge, and a paid breakfast only. Reviewed on Mar 13, 2026 ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Iron Horse Hotel Fifth Ward CA $1,734 per person Jun 1 - Jun 7 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Milwaukee (MKE) 9.2/10 Wonderful! (1,030 reviews) Room and hotel where extremely well Reviewed on Mar 24, 2026 ![Hilton Milwaukee](https://images.trvl-media.com/lodging/1000000/10000/6100/6090/cc399a7a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Milwaukee Westown CA $1,189 per person May 15 - May 17 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 8.4/10 Very Good! (1,126 reviews) Elegant, clean, beautiful. Great location! Reviewed on Mar 25, 2026 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/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Cheap holidays 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 $1,089 per person Jun 4 - Jun 8 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Milwaukee (MKE) 8.4/10 Very Good! (1,003 reviews) Very nice hotel, great room. The only problems I had were no mini fridge, and a paid breakfast only. Reviewed on Mar 13, 2026 ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saint Kate - The Arts Hotel Downtown Milwaukee CA $1,699 per person Jun 4 - Jun 8 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Milwaukee (MKE) 9.8/10 Exceptional! (2,588 reviews) Lovely hotel and wonderful bars! Fun, artsy hotel to stay in. Love the albums in the lobby to bring back to your room and okay on the turntable 👍 Reviewed on Mar 24, 2026 ![Days Inn & Suites by Wyndham Milwaukee](https://images.trvl-media.com/lodging/3000000/2900000/2899900/2899832/448241dd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Days Inn & Suites by Wyndham Milwaukee Halyard Park CA $1,199 per person Jun 4 - Jun 8 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Milwaukee (MKE) 6.2/10 (1,096 reviews) We stayed for a concert downtown. The room was clean, linens were clean (although not enough, we only had one washcloth for two people), the shower hadboth hot water and good water pressure. Reviewed on Mar 15, 2026 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/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MKE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Cheap Hotels in Southeast Wisconsin ![Sleep Inn & Suites Milwaukee Airport](https://images.trvl-media.com/lodging/3000000/2360000/2353100/2353060/4b0e52b1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn & Suites Milwaukee Airport 4600 S 6th St Milwaukee WI - 12 min drive from American Family Field 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 ... 8.4/10 Very Good! (1,205 reviews) This place is not clean, not well maintained but not horrible either. The management is clearly squeezing pennies from their customers instead of applying elbow grease to clean the place. I’ll just give one example as to why I’ll never stay there again; the little printed paper sleeves they hand ... Reviewed on Mar 25, 2026 [](https://expedia.ca/Milwaukee-Hotels-Sleep-Inn-Suites-Airport.h2353060.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 - 14 min drive from American Family Field 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 ... 7.6/10 Good! (1,119 reviews) The staff was wonderful and accommodating when our travel plans were delayed. Reviewed on Mar 22, 2026 [](https://expedia.ca/Milwaukee-Hotels-Best-Western-Plus-Milwaukee-Airport-Hotel-Conference-Ctr.h11861.Hotel-Information) ![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 - 6 min drive from American Family Field 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! (2,117 reviews) Happy hour and breakfast saved us a lot of time and money! Reviewed on Mar 25, 2026 [](https://expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information) [See all 2,401 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