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Flight and Cheap hotel deals in Southeast Wisconsin

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

The Ingleside Hotel

CA $786

per person

Sep 1 - Sep 6

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Milwaukee (MKE)

8.6/10 Excellent! (842 reviews)

The staff were extremely kind And helpful with every question we had. Will definitely come back!!

Reviewed on Jun 29, 2026

Saint Kate - The Arts Hotel

Downtown Milwaukee

CA $1,285

per person

Aug 20 - Aug 23

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9.8/10 Exceptional! (2,669 reviews)

A wonderful hotel. The whole place was an art gallery. Food and drinks were fabulous. Loved it all.

Reviewed on Jun 29, 2026

The Iron Horse Hotel

Fifth Ward

CA $1,451

per person

Aug 20 - Aug 23

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9.2/10 Wonderful! (1,176 reviews)

Front desk was so sweet! Room was clean and felt cozy!

Reviewed on Jun 30, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette

CA $1,111

per person

Aug 20 - Aug 23

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9/10 Wonderful! (1,350 reviews)

This was a fun hotel to stay at because of its historic status. The room was spacious and immaculate. Parking is on-site, covered, and behind a security gate. Staff was welcoming and informative.

Reviewed on Jun 29, 2026

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3 Night Cheap holidays in Southeast Wisconsin

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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Marquette

CA $1,111

per person

Aug 20 - Aug 23

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9/10 Wonderful! (1,350 reviews)

This was a fun hotel to stay at because of its historic status. The room was spacious and immaculate. Parking is on-site, covered, and behind a security gate. Staff was welcoming and informative.

Reviewed on Jun 29, 2026

Saint Kate - The Arts Hotel

Downtown Milwaukee

CA $1,285

per person

Aug 20 - Aug 23

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9.8/10 Exceptional! (2,669 reviews)

A wonderful hotel. The whole place was an art gallery. Food and drinks were fabulous. Loved it all.

Reviewed on Jun 29, 2026

The Iron Horse Hotel

Fifth Ward

CA $1,451

per person

Aug 20 - Aug 23

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Milwaukee (MKE)

9.2/10 Wonderful! (1,176 reviews)

Front desk was so sweet! Room was clean and felt cozy!

Reviewed on Jun 30, 2026

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 ...

8.2/10 Very good! (980 reviews)

"Bed and bathroom were subpar. The breakfast was well below standards, no fruit or yogurt, only bland tasting eggs and sausage you need to load up with salt and pepper to eat."

Reviewed on Jun 28, 2026

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! (1,239 reviews)

"The location of this hotel is great, and the overall stay was okay, but the service really missed the mark. I arrived on Wednesday, and every single day. Whether it was the front desk, the cleaning crew or other building staff: someone was asking me if I was checking out. It didn’t matter if I was ..."

Reviewed on Jun 28, 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! (2,271 reviews)

"This property was a pleasant surprise. The front desk help was lovely, and the room was spacious and clean. I would stay here again!"

Reviewed on Jun 29, 2026

See all 2,459 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.