Kid friendly Holidays in Northwest Side 2026

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

Hotel Felix River North/Magnificent Mile

Downtown Chicago

HK$3,802

per person

14 Aug - 16 Aug

found 15 hours ago

Return flight included

Toronto (YTO) to Chicago (ORD)

8.2/10 Very Good! (2,767 reviews)

Little slow to respond

Reviewed on 21 Jun 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

HK$4,719

per person

14 Aug - 16 Aug

found 15 hours ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (4,464 reviews)

Clean and spacious room with excellent bathroom

Reviewed on 21 Jun 2026

The Emily Hotel

Downtown Chicago

Save 100% on your flight

HK$5,040

per person

14 Aug - 16 Aug

found 15 hours ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,327 reviews)

Great location, great space in the rooms!!

Reviewed on 21 Jun 2026

Omni Chicago Hotel

Downtown Chicago

HK$4,100

per person

14 Aug - 16 Aug

found 15 hours ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,813 reviews)

very clean and friendly staff

Reviewed on 18 Jun 2026

Warwick Allerton - Chicago

Downtown Chicago

HK$3,992

per person

14 Aug - 16 Aug

found 15 hours ago

Return flight included

Toronto (YTO) to Chicago (ORD)

8.6/10 Excellent! (3,070 reviews)

Super easy check in on the 2nd floor, staff was all amazing. I saw a bad review about the small rooms but honestly it was perfect for myself and my boyfriend we loved the room it was so vintage and beautiful and clean. we were only there to sleep so the size doesn’t matter. the bed was comfy, shower was big and easy walking to everywhere. Really no complaints

Reviewed on 21 Jun 2026

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