Photo by Eleonora Bertacchi

3 Star Hotels near Oak Street

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Dates

October 2025

November 2025

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3 Star Hotels near Oak Street

$145 nightly

Nov 2 - Nov 3

Total with taxes and fees

$173 nightly

Nov 3 - Nov 4

Total with taxes and fees

$128 nightly

Nov 3 - Nov 4

Total with taxes and fees

Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

$111 nightly

Nov 3 - Nov 4

Total with taxes and fees

$147 nightly

Nov 3 - Nov 4

Total with taxes and fees

$161 nightly

Nov 3 - Nov 4

Total with taxes and fees

$179 nightly

Oct 19 - Oct 20

Total with taxes and fees

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

$162 nightly

Oct 5 - Oct 6

Total with taxes and fees

$209 nightly

Oct 5 - Oct 6

Total with taxes and fees

$174 nightly

Nov 2 - Nov 3

Total with taxes and fees

$190 nightly

Oct 30 - Oct 31

Total with taxes and fees

$173 nightly

Nov 2 - Nov 3

Total with taxes and fees

$185 nightly

Nov 2 - Nov 3

Total with taxes and fees

$196 nightly

Oct 5 - Oct 6

Total with taxes and fees

$207 nightly

Oct 19 - Oct 20

Total with taxes and fees

$201 nightly

Oct 5 - Oct 6

Total with taxes and fees

1 bedroom, hypo-allergenic bedding, desk, laptop workspace

$237 nightly

Oct 30 - Oct 31

Total with taxes and fees

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Discover Oak Street's neighborhood and other top neighborhoods in Chicago

Downtown Chicago

Chicago's lively Downtown Chicago neighborhood is loved for its skyscrapers and museums, and visitors often enjoy its varied attractions including Michigan Avenue and Navy Pier.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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West Loop

Chicago's West Loop neighborhood is known for its restaurants and offers a host of things to see such as Milwaukee Avenue and Old St Patrick’s Church.

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Other landmarks in Downtown Chicago

At Bloomingdales, great place to shop and eat. 🎄

900 North Michigan Shops

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

Directly across Michigan Avenue from the John Hancock Center sits this 100 year old church. The courtyard has a peaceful beauty that makes you forget being in a city of 2.7 million.

Fourth Presbyterian Church

Fourth Presbyterian Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art scene.