Oak Street
Visit Oak Street
Tours & day trips
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Architecture River Tour
Food, drink & nightlife
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Chicago: Architecture Boat Tour with Drinks
Private & custom tours
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Chicago's Dark Side Self-Guided Smartphone Walking Tour
Attractions
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360 CHICAGO Observation Deck
Adventure & outdoor
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Chicago White Sox Baseball Game at Guaranteed Rate Field
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 riverfront or experience the fascinating museums in this vibrant area.
Fourth Presbyterian Church
Find out about the history of Chicago when you take a trip to Fourth Presbyterian Church. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
John Hancock Center
You can find out about the history of Chicago when you stop by John Hancock Center. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
Washington Square
Learn about the local history of Chicago with a stop at Washington Square. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.
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 acclaimed art galleries in this vibrant area.
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.
Top Oak Street Hotel Deals
Hilton Chicago/Magnificent Mile Suites
The Whitehall Hotel, BW Premier Collection
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Palmer House a Hilton Hotel
Freehand Chicago
Hotel Felix River North/Magnificent Mile
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Holidays and getaways similar to Oak Street
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- InterContinental Chicago Magnificent Mile by IHG
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- Holiday Inn Express Chicago - Magnificent Mile by IHG
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- Claridge House
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- Viceroy Chicago
- The Royal Sonesta Chicago Downtown
- Fairmont Chicago at Millennium Park
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- Hotels near Loyola University Chicago
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- Hotels near University of Illinois Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.