Book a hotel near Oak Street, Downtown Chicago

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top hotels close to Oak Street

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
20 E Chestnut St Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.15 mi from Oak Street
$267 nightly
The price is $314 total per night
$314 total
Apr 27 - Apr 28
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and express check-out are also on offer.
Pet friendly
Free WiFi
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
909 North Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.15 mi from Oak Street
$169 nightly
The price is $198 total per night
$198 total
Apr 26 - Apr 27
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.
Spa
Pet friendly
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.22 mi from Oak Street
$139 nightly
The price is $165 total per night
$165 total
May 10 - May 11
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.
Pool
Pet friendly
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
201 East Walton Place Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.25 mi from Oak Street
$139 nightly
The price is $166 total per night
$166 total
May 10 - May 11
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.38 mi from Oak Street
$131 nightly
The price is $154 total per night
$154 total
Apr 23 - Apr 24
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.
Pet friendly
Free WiFi
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue Chicago IL
0.4 mi from Oak Street
$131 nightly
The price is $154 total per night
$154 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.
Free WiFi
Air conditioning
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.5 mi from Oak Street
$125 nightly
The price is $147 total per night
$147 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.
Pet friendly
Free WiFi
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.52 mi from Oak Street
$152 nightly
The price is $179 total per night
$179 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Breakfast included
Free WiFi
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.56 mi from Oak Street
$147 nightly
The price is $172 total per night
$172 total
Apr 29 - Apr 30
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.
Pool
Breakfast included
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.58 mi from Oak Street
$111 nightly
The price is $130 total per night
$130 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Valet parking, a business center, and a snack bar/deli are also offered.
Pool
Pet friendly
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
0.89 mi from Oak Street
$116 nightly
The price is $136 total per night
$136 total
Apr 27 - Apr 28
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.
Pet friendly
Free WiFi
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.76 mi from Oak Street
$116 nightly
The price is $137 total per night
$137 total
Apr 26 - Apr 27
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Free WiFi
Restaurant
Don't see what you're looking for?
See all available properties in Oak Street
View all properties
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.

Oak Street hotels essential information

Accommodation
4,193 hotels
Lowest Price
$130
Highest Price
$314
Popular hotels
Hotel Felix River North/Magnificent Mile, Hilton Chicago/Magnificent Mile Suites, River Hotel, The Westin Michigan Avenue Chicago, Hotel Riu Plaza Chicago, Embassy Suites by Hilton Chicago Downtown River North, Warwick Allerton - Chicago, Congress Plaza Hotel, Aloft Chicago Mag Mile, Sofitel Chicago Magnificent Mile, Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical, The Chicago Hotel Collection Ambassador Gold Coast

Recent Oak Street hotel reviews by fellow wanderers

Warwick Allerton - Chicago

Warwick Allerton - Chicago

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Staff was quite accommodating and courteous. Room was clean and view was nice. Great location to various shopping and restaurant options. "
A verified traveler stayed at Warwick Allerton - Chicago
Warwick Allerton - Chicago

Explore More Ways to Travel with Travelocity