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Top Kid friendly vacation packages in Chicago

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

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

￥165,705

per person

Feb 12 - Feb 17

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.2/10 Very Good! (2,734 reviews)

its very well located. rooms as usual very confortable.

Reviewed on Jan 9, 2026

Hilton Chicago

Downtown Chicago

￥229,580

per person

Mar 24 - Mar 28

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

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

Staff members were friendly and helpful. Great location walking distance and transportation options.

Reviewed on Jan 9, 2026

Palmer House a Hilton Hotel

Downtown Chicago

￥232,640

per person

Mar 24 - Mar 28

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

8.4/10 Very Good! (2,059 reviews)

Room was very clean and staff was great

Reviewed on Jan 6, 2026

Hyatt Regency Chicago

Downtown Chicago

￥235,456

per person

Mar 24 - Mar 28

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

9.4/10 Exceptional! (3,386 reviews)

Location, amenities, cleanliness and service

Reviewed on Jan 9, 2026

The Royal Sonesta Chicago Downtown

Downtown Chicago

￥178,322

per person

Feb 12 - Feb 17

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (3,062 reviews)

Great stay. Highly recommended!

Reviewed on Jan 9, 2026

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See all available trips from Tokyo to Chicago

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4 Night Kid friendly vacations in Chicago

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

Hilton Chicago

Downtown Chicago

￥229,580

per person

Mar 24 - Mar 28

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

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

Staff members were friendly and helpful. Great location walking distance and transportation options.

Reviewed on Jan 9, 2026

Palmer House a Hilton Hotel

Downtown Chicago

￥232,640

per person

Mar 24 - Mar 28

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

8.4/10 Very Good! (2,059 reviews)

Room was very clean and staff was great

Reviewed on Jan 6, 2026

Hyatt Regency Chicago

Downtown Chicago

￥235,456

per person

Mar 24 - Mar 28

found 23 hours ago

Roundtrip non-stop flight included

Tokyo (NRT) to Chicago (ORD)

9.4/10 Exceptional! (3,386 reviews)

Location, amenities, cleanliness and service

Reviewed on Jan 9, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Chicago

View all trips

Top Kid friendly Chicago Hotels

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

511 North Columbus Drive Chicago IL

3 min walk from Michigan Avenue

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...

8.2/10 Very Good! (2,811 reviews)

Friendly helpful staff.

Reviewed on Jan 5, 2026

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

15 min walk from Michigan Avenue

Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...

8.4/10 Very Good! (2,223 reviews)

Room was very clean and staff was great

Reviewed on Jan 6, 2026

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

3 min walk from Michigan Avenue

Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...

8.4/10 Very Good! (5,522 reviews)

Had a great stay.

Reviewed on Jan 8, 2026

See all 5,637 properties in Chicago

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.