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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

￥242,060

per person

Apr 17 - Apr 21

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (2,241 reviews)

Clean great staff they let us store our luggage after check out until our flight.

Reviewed on Feb 7, 2026

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

￥293,702

per person

Apr 30 - May 6

found 1 day ago

Roundtrip non-stop flight included

Osaka (KIX) to Chicago (ORD)

9.4/10 Exceptional! (1,003 reviews)

Staff was excellent and the building is literally iconic. Our only negative is that the bathrooms were a bit tired. Ours had a yellowed, loose fitting toilet seat and a light out on the mirror.

Reviewed on Feb 2, 2026

L7 Chicago by LOTTE

Downtown Chicago

￥308,214

per person

Apr 30 - May 6

found 1 day ago

Roundtrip non-stop flight included

Osaka (KIX) to Chicago (ORD)

9.6/10 Exceptional! (3,227 reviews)

Spotless room. Early check in.

Reviewed on Feb 6, 2026

Virgin Hotels Chicago

Downtown Chicago

￥300,618

per person

May 2 - May 4

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,404 reviews)

Staff was super friendly and rooms were clean. Definitely will come back

Reviewed on Jan 20, 2026

Hilton Chicago

Downtown Chicago

￥284,028

per person

Mar 27 - Mar 29

found 1 day ago

Roundtrip flight included

Fukuoka (FUK) to Chicago (ORD)

8.4/10 Very Good! (2,301 reviews)

Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field.

Reviewed on Feb 1, 2026

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3 Night Pet-friendly vacations in Great Lakes

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

The Royal Sonesta Chicago River North

Downtown Chicago

￥279,808

per person

May 2 - May 4

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (2,241 reviews)

Clean great staff they let us store our luggage after check out until our flight.

Reviewed on Feb 7, 2026

Virgin Hotels Chicago

Downtown Chicago

￥300,618

per person

May 2 - May 4

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,404 reviews)

Staff was super friendly and rooms were clean. Definitely will come back

Reviewed on Jan 20, 2026

Hilton Chicago

Downtown Chicago

￥284,028

per person

Mar 27 - Mar 29

found 1 day ago

Roundtrip flight included

Fukuoka (FUK) to Chicago (ORD)

8.4/10 Very Good! (2,301 reviews)

Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field.

Reviewed on Feb 1, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Great Lakes

View all trips

4 Night Pet-friendly vacations in Great Lakes

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

Aloft Chicago Downtown River North

Downtown Chicago

￥241,682

per person

Apr 17 - Apr 21

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,159 reviews)

Staff was great but next to fire station. Beware very noisy if staying city view

Reviewed on Feb 8, 2026

The Royal Sonesta Chicago River North

Downtown Chicago

￥242,060

per person

Apr 17 - Apr 21

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (2,241 reviews)

Clean great staff they let us store our luggage after check out until our flight.

Reviewed on Feb 7, 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 ...

7.6/10 Good! (1,484 reviews)

Clean rooms Staff were very pleasant

Reviewed on Feb 1, 2026

La Quinta Inn & Suites by Wyndham Duluth

1805 Maple Grove Rd Duluth MN

13 hours drive from Lake Superior

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 ...

8.6/10 Excellent! (1,609 reviews)

Oveall, good stay

Reviewed on Feb 1, 2026

Aloft 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 ...

8.4/10 Very Good! (1,001 reviews)

Fantastic, just needed better breakfast options

Reviewed on Feb 5, 2026

See all 80,379 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.