Oak Street
Visit Oak Street
Tours & day trips
See all 134 activities
Wendella's 90-min Chicago River Architecture Tour
Private & custom tours
See all 48 activities
Zen Route - Private & Exclusive Full Day Tour with Lunch Included
Food, drink & nightlife
See all 17 activities
Odyssey Chicago River Premier Dinner Cruise
Attractions
See all 16 activities
360 CHICAGO Observation Deck
Adventure & outdoor
See all 11 activities
Chicago Bulls Basketball Game at United Centre
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 acclaimed art galleries in this vibrant area.
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 galleries.
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.
Washington Square
Learn about the local history of Chicago with a stop at Washington Square. Stroll along the riverfront 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 fascinating museums.
Top Oak Street Hotel Deals
Hilton Chicago/Magnificent Mile Suites
The Whitehall Hotel, BW Premier Collection
Eurostars Magnificent Mile
Warwick Allerton - Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
Embassy Suites by Hilton Chicago Downtown River North
Palmer House a Hilton Hotel
InterContinental Chicago Magnificent Mile by IHG
Aloft Chicago Mag Mile
* 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.