When you've spent some time at this stretch of coastline in Downtown Chicago, why not check out Wrigley Field, Millennium Park, and Willis Tower? They're not too far from Oak Street Beach and also popular with travelers.

Plan a trip to see Oak Street Beach

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

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$280

per person

Feb 6 - Feb 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

18/10 Exceptional! (380 reviews)

Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

The Westin Michigan Avenue Chicago

Downtown Chicago

$520

per person

Dec 23 - Dec 28

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

17.6/10 Exceptional! (1,075 reviews)

Room was clean and staff was good

Reviewed on Nov 21, 2025

The French Country Inn Lake Geneva

Save 100% on your flight

$302

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

17.2/10 Exceptional! (161 reviews)

Beautiful place, friendly staff. We loved the restaurant.

Reviewed on Nov 1, 2025

Browse tours and tickets to explore Oak Street Beach

Tours & day trips

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Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

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Experience Chicago Cocktail Adventure Part 2

Free cancellation available

Food, drink & nightlife

See all 28 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 14 activities

BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

Popular places to visit

Oak Street

During your trip to Chicago, you can do some window-shopping at Oak Street. Experience the entertainment choices and fascinating museums in this vibrant area.

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 fascinating museums in this vibrant area.

John Hancock Center featuring a city, night scenes and landscape views

875 North Michigan Avenue

You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums.

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.

Water Tower Place

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

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 theater scene.