Oakton
Chicago
Things to do
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Skydeck Chicago at Willis Tower
CA $59
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
LEGOLAND® Discovery Center Chicago
CA $37
per adult
92% of travellers recommend
Oakton Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
The price is CA $225 per night from Nov 2 to Nov 3
CA $225
CA $267 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,462 reviews)
"The room and the facility were just right, and the location was lovely. But the best thing about the stay was the helpfulness and interest from the staff. From upgrading our room (to include the great view!), to helping us find one of the five Starbucks Roasterys in the world, and storing our luggage ..."
Reviewed on Oct 2, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CA $165 per night from Nov 2 to Nov 3
CA $165
CA $196 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very good! (10,135 reviews)
"This was my first stay in the North Towers in nearly 30 years, and I really enjoyed rediscovering its character. The high ceilings, rounded corners, heavy wooden doors, and even little quirks like the light switch inside the closet were a treat. These details are increasingly rare and give the hotel ..."
Reviewed on Oct 1, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is CA $204 per night from Nov 1 to Nov 2
CA $204
CA $242 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
The price is CA $155 per night from Nov 1 to Nov 2
CA $155
CA $185 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the ...
8/10 Very good! (1,641 reviews)
"Nice place! Perfect location!"
Reviewed on Oct 1, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is CA $195 per night from Nov 1 to Nov 2
CA $195
CA $231 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very good! (2,285 reviews)
"Clean hotel, great location on the Northwestern Campus. Staff were friendly and helpful. The rooftop bar seemed to be having a drain issue or something, had a bit of a smell while inside. Outside was great though. Fire pit and comfy seating, gorgeous views. Breakfast was AMAZING! The yogurt bar was ..."
Reviewed on Oct 2, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is CA $236 per night from Oct 30 to Oct 31
CA $236
CA $322 total
Oct 30 - Oct 31
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Where to stay in Oakton
Find the best Oakton areas and neighborhoods for the activities you enjoy most.
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Photo by © City of Chicago
Open Photo by © City of Chicago
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
