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Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

HK$4,889

per person

6 Nov - 9 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,427 reviews)

Cleaning staff amazing! Great proximity to everything on Michigan Ave! Starbucks across the street along with Garrett’s popcorn !

Reviewed on 6 Oct 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

HK$7,488

per person

6 Nov - 9 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.

Reviewed on 6 Oct 2025

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

HK$5,140

per person

6 Nov - 9 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (2,765 reviews)

Front desk clerk was great. Made us feel like VIPs.

Reviewed on 5 Oct 2025

Tours & day trips

See all 159 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 31 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 27 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Attractions

See all 17 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 14 activities

Rosemont: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Northwestern College Chicago Campus

Walk around the campus at Northwestern College Chicago Campus during your visit to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

The Gift Theatre

You can make plans for a show at The Gift Theatre during your stay in Chicago. Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.

Copernicus Center

You can make plans for a show at Copernicus Center during your stay in Chicago. Amble around this vibrant area's lakeside or attend a sporting event.

Norwood Park Dog Park

After visiting Norwood Park Dog Park, make a plan to see the other sights and activities in Chicago.

Portage Park

After visiting Portage Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

Six Corners

You can browse for the perfect souvenirs at Six Corners during your visit to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.