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

Omni Chicago Hotel

Downtown Chicago

HK$4,100

per person

14 Aug - 16 Aug

found 1 day 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

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

HK$4,719

per person

14 Aug - 16 Aug

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (4,464 reviews)

Beautiful hotel, perfect location! Loved everything about this hotel. Breakfast was great. But they really want you out of the restaurant right at the closing time so give yourself time in the morning for breakfast

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 1 day 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

Tours & day trips

See all 251 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: Lake Michigan Premier Dinner Cruise

Classes & workshops

See all 22 activities

Chicago: BYOB Spray Paint and Sip Workshop

Free cancellation available

Attractions

See all 19 activities

360 CHICAGO Observation Deck

Free cancellation available

Popular places to visit

Kathy Osterman Beach

Spend a day swimming and paddling on Lake Michigan or soaking up the sun on a peaceful beach located at the northern tip of Lincoln Park.

Aragon Ballroom

Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Montrose Beach

Soak up the sun with views of Lincoln Park and Lake Michigan at this city beach known for its fun sports and extensive amenities.

Montrose Harbor

With trails, a beach and a bird sanctuary, this spacious city harbor is a good place to sail from and a great place to hang out.

Hutchinson Street Historic District

You can learn about the history of Chicago with a visit to Hutchinson Street Historic District. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.

Edgewater Dog Park

Edgewater Dog Park 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 lakeside or experience the area's theatre scene.