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Top Pet-friendly vacation packages in Great Lakes

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

The Royal Sonesta Chicago River North

Downtown Chicago

￥271,232

per person

Aug 5 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

9.2/10 Wonderful! (2,593 reviews)

The hotel had a good location and the staff were polite, but I was concerned about the cleanliness of the room. I noticed spots on the bedsheets that appeared to look like blood stains, which was very uncomfortable and disappointing. Cleanliness, especially bedding, should be checked more carefully before guests check in. I hope management improves housekeeping standards moving forward.

Reviewed on May 21, 2026

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

￥383,288

per person

Aug 1 - Aug 4

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,066 reviews)

Clean rooms, comfy bed.

Reviewed on May 17, 2026

Hilton Chicago

Downtown Chicago

￥279,995

per person

Aug 5 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

8.6/10 Excellent! (2,813 reviews)

Very nice hotel. Did not get the chance to really explore or use any amenities. Very nice hotel for a quick overnight trip.

Reviewed on May 23, 2026

L7 Chicago by LOTTE

Downtown Chicago

￥289,062

per person

Aug 5 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

9.6/10 Exceptional! (4,041 reviews)

Upon check-in, Alex was kind and helpful. He gave us some great tips about the hotel and some things to explore and where to eat. Alex was moved by our mother-daughter trip before my daughter travels to Spain to study. He even left us a sweet treat which was a perfect end to our evening. The room, the view, and the shower were absolutely perfect! We will be back to Chicago and because of Alex we will only be staying at L7 when we do. Thanks for your kind words, Alex.

Reviewed on May 24, 2026

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3 Night Pet-friendly vacations in Great Lakes

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

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

￥383,288

per person

Aug 1 - Aug 4

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,066 reviews)

Clean rooms, comfy bed.

Reviewed on May 17, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Great Lakes

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4 Night Pet-friendly vacations in Great Lakes

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

Hilton Chicago

Downtown Chicago

￥279,995

per person

Aug 5 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

8.6/10 Excellent! (2,813 reviews)

Very nice hotel. Did not get the chance to really explore or use any amenities. Very nice hotel for a quick overnight trip.

Reviewed on May 23, 2026

Sports Illustrated Resorts Chicago

Downtown Chicago

￥310,660

per person

Jul 1 - Jul 5

found 3 hours ago

Roundtrip flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,400 reviews)

Nice location nestled I'm the middle of it all. Great stay the staff was communicative.

Reviewed on May 7, 2026

L7 Chicago by LOTTE

Downtown Chicago

￥289,062

per person

Aug 5 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

9.6/10 Exceptional! (4,041 reviews)

Upon check-in, Alex was kind and helpful. He gave us some great tips about the hotel and some things to explore and where to eat. Alex was moved by our mother-daughter trip before my daughter travels to Spain to study. He even left us a sweet treat which was a perfect end to our evening. The room, the view, and the shower were absolutely perfect! We will be back to Chicago and because of Alex we will only be staying at L7 when we do. Thanks for your kind words, Alex.

Reviewed on May 24, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Great Lakes

View all trips

Top Pet-friendly Great Lakes Hotels

Old Stone Inn Boutique Hotel

6080 Fallsview Blvd. Niagara Falls ON

Dogs are welcome (fees apply) and can enjoy pet-friendly amenities, like food and water bowls, at this city-center hotel. Take a stroll at Queen Victoria Park ...

7.8/10 Good! (1,523 reviews)

"Wouldn’t stay here again. Zero warmth. Restaurant was nice, that’s it."

Reviewed on May 22, 2026

La Quinta Inn & Suites by Wyndham Duluth

1805 Maple Grove Rd Duluth MN

22 hours drive from Lake Erie

Dogs and cats may join you (for a fee) during your stay at this pet-friendly hotel. Take the opportunity to stretch your legs on the nearby hiking or biking ...

8.8/10 Excellent! (1,513 reviews)

"There was long black hair all over the bathroom, but the breakfast was good, great coffee, friendly staff and parking was adequate."

Reviewed on May 23, 2026

Aloft by Marriott Syracuse Inner Harbor

310 West Kirkpatrick Street Syracuse NY

Four-legged friends stay free and can enjoy pet-friendly amenities, like a dog park, at this lakefront hotel. While you're here, get some fresh air on the nearby ...

8.6/10 Excellent! (1,000 reviews)

"Hotel was very clean and staff was very friendly l. The walls are think and we could hear alot of noise in the hall and the doors are not soft closing so when people came out of the room the doors slammed shut. But I would stay there again"

Reviewed on Apr 27, 2026

See all 82,009 properties in Great Lakes

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.