Cheap Vacations in Southeast Wisconsin 2026

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Flight and Cheap hotel deals in Southeast Wisconsin

Price found within the past 48 hours. Click for updated prices.

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette

CA $969

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Milwaukee (MKE)

9/10 Wonderful! (1,362 reviews)

Good experience overall !

Reviewed on Aug 14, 2026

Saint Kate - The Arts Hotel

Downtown Milwaukee

CA $1,227

per person

Oct 17 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Milwaukee (MKE)

9.8/10 Exceptional! (2,658 reviews)

The Iron Horse Hotel

Fifth Ward

CA $1,011

per person

Oct 17 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Milwaukee (MKE)

9.2/10 Wonderful! (1,267 reviews)

The Ingleside Hotel

CA $1,257

per person

Sep 22 - Sep 25

found 19 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

8.6/10 Excellent! (898 reviews)

Hilton Milwaukee

Westown

CA $1,246

per person

Oct 17 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Milwaukee (MKE)

8.6/10 Excellent! (1,183 reviews)

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See all available trips from Columbus to Southeast Wisconsin

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3 Night Cheap holidays in Southeast Wisconsin

Price found within the past 48 hours. Click for updated prices.

Saint Kate - The Arts Hotel

Downtown Milwaukee

CA $1,220

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Milwaukee (MKE)

9.8/10 Exceptional! (2,658 reviews)

The Iron Horse Hotel

Fifth Ward

CA $1,277

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Milwaukee (MKE)

9.2/10 Wonderful! (1,267 reviews)

The Ingleside Hotel

CA $1,257

per person

Sep 22 - Sep 25

found 19 hours ago

Roundtrip flight included

St. John's (YYT) to Milwaukee (MKE)

8.6/10 Excellent! (898 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southeast Wisconsin

View all trips

Cheap Hotels in Southeast Wisconsin

La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

7141 S 13th St Oak Creek WI

19 min drive from American Family Field

Book a stay at this business-friendly hotel in Oak Creek. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

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 ...

8.2/10 Very good! (1,248 reviews)

"Breakfast ok"

Reviewed on Aug 13, 2026

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! (2,340 reviews)

"Great place to stay. I would recommend to anyone."

Reviewed on Aug 14, 2026

See all 2,461 properties in Southeast 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.