Plan a trip to see Oak Street

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Level Chicago - River North

Downtown Chicago

AU$2,314

per person

29 May - 1 June

found 1 day ago

Return direct flight included

Honolulu (HNL) to Chicago (ORD)

9.2/10 Wonderful! (932 reviews)

Everything about this hotel was perfect. The room was nice and clean. Everyone was so nice and welcoming. I seriously have no complaints. Will be staying here again

Reviewed on 26 Apr 2026

Hotel Felix River North/Magnificent Mile

Downtown Chicago

AU$3,902

per person

27 May - 1 June

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

8.2/10 Very Good! (2,636 reviews)

Great location and value

Reviewed on 25 Apr 2026

L7 Chicago by LOTTE

Downtown Chicago

AU$3,797

per person

27 May - 1 June

found 1 day ago

Return direct flight included

Sydney (SYD) to Chicago (ORD)

9.6/10 Exceptional! (3,950 reviews)

The room was spacious, clean, and the hotel staff are friendly. The room had a great window with a comfortable lookout spot. Great location—so close to everything! There was an additional excitement with the new ac units being brought to the roof.

Reviewed on 26 Apr 2026

Tours & day trips

See all 215 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 52 activities

Sip Happens: Chicago Loop Prohibition Tour

Free cancellation available

Food, drink & nightlife

See all 34 activities

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

Attractions

See all 21 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 16 activities

Chicago: BYOB Spray Paint and Sip Workshop

Free cancellation available

Popular places to visit

900 North Michigan Shops

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

875 North Michigan Avenue

4.5/5(36 reviews)

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.

Chicago Gold Coast highrise residential towers with a lakeshore beach in the foreground.

Oak Street Beach

Why not spend a care-free afternoon at Oak Street Beach during your travels in Chicago? Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Water Tower view on Michigan Ave in Chicago City

Chicago Water Tower

4.5/5(19 reviews)

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 theatre scene.

Water Tower Place

4.5/5(16 reviews)

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

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 acclaimed theatre scene in this vibrant area.