Plan a trip to see The Drake

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Silversmith Hotel Chicago Downtown

Downtown Chicago

￥96,893

per person

Aug 19 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

9.2/10 Wonderful! (2,270 reviews)

Nice place to stay

Reviewed on Jul 14, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

￥114,218

per person

Aug 19 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

9.4/10 Exceptional! (4,586 reviews)

One of the best hotels I’ve ever stayed in. All staff from reception, cleaners, breakfast attendants and security work so well together. They are friendly, go beyond, hard working and kind. The breakfast time was beyond amazing. Everything is always fully stocked, until last hour. Wide variety of items, clean and smoothly operated by a meticulous breakfast team. I spent my birthday here and they made it special with small details such as wishing me during breakfast with a cake. We were delayed by a day and they sorted it for me without a problem- thank you Anderson and Jessica. The location is perfect, round the corner from magnificent mile, a walk to oak beach and much more. I can’t wait to return!

Reviewed on Jul 14, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

￥121,629

per person

Aug 19 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

9.4/10 Exceptional! (2,566 reviews)

The staff were very inattentive . 4 calls over 2 days for housekeeping issues . Meal was corrected 2 times still brought the wrong order after she apologized for the first one . If I managed the place I would not be employed

Reviewed on Jul 14, 2026

Browse tours and tickets to explore The Drake

Tours & day trips

See all 270 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 65 activities

Chamarel 7 Colours and Waterfalls - Exclusive South West Tour

Free cancellation available

Food, drink & nightlife

See all 41 activities

City Cruises Chicago: Signature Lunch Cruise on Lake Michigan

Classes & workshops

See all 26 activities

Chicago: BYOB Spray Paint and Sip Workshop

Free cancellation available

Attractions

See all 21 activities

360 CHICAGO Observation Deck

Free cancellation available

Stay near popular The Drake attractions

The Drake

The Drake is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

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