Plan a trip to see City Gallery

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Sports Illustrated Resorts Chicago

Downtown Chicago

£2,308

per person

3 Aug - 8 Aug

found 1 day ago

Return flight included

London (LHR) to Chicago (ORD)

9.2/10 Wonderful! (1,405 reviews)

Shea was wondering! A couple of hiccups but she handled with ease. I would definitely stay again because of the service I received.

Reviewed on 27 May 2026

theWit Chicago, a Hilton Hotel

Downtown Chicago

£2,455

per person

3 Aug - 8 Aug

found 1 day ago

Return flight included

London (LHR) to Chicago (ORD)

9/10 Wonderful! (1,006 reviews)

Great location. Staff was professional and helpful. Restaurant State and Lake had great breakfast and ambience. Roof at theWit was amazing with a good happy hour, great ambience and vibe with city views.

Reviewed on 27 May 2026

Thompson Chicago, by Hyatt

Downtown Chicago

£2,403

per person

3 Aug - 8 Aug

found 1 day ago

Return flight included

London (LHR) to Chicago (ORD)

9.2/10 Wonderful! (1,368 reviews)

Such a gorgeous hotel. And it’s in the Gold Coast neighbour of Chicago so you are in the middle of all the energy and excitement of the city. Absolutely amazing.

Reviewed on 28 May 2026

Tours & day trips

See all 227 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 48 activities

Chamarel 7 Colours and Waterfalls - Exclusive South West Tour

Free cancellation available

Food, drink & nightlife

See all 34 activities

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

Attractions

See all 24 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 20 activities

Chicago: BYOB Spray Paint and Sip Workshop

Free cancellation available

Popular places to visit

Water Tower view on Michigan Ave in Chicago City

Chicago Water Tower

You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

Water Tower Place

Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

875 North Michigan Avenue

You can find out about the history of Chicago when you stop by 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

900 North Michigan Shops

You can browse for the perfect souvenirs at 900 North Michigan Shops during your trip to Chicago. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

Holy Name Cathedral

After visiting Holy Name Cathedral, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Oak Street

During your trip to Chicago, you can find the perfect gifts to bring home at Oak Street. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.