
Chicago Oak Street Hotels
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Oak Street hotels

The Peninsula Chicago
The Peninsula ChicagoStreeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,001 reviews)
The price is HK$4,504
HK$5,355 total
includes taxes & fees
25 May - 26 May

The Langham, Chicago
The Langham, ChicagoRiver North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,001 reviews)
The price is HK$4,700
HK$5,587 total
includes taxes & fees
25 May - 26 May

Park Hyatt Chicago
Park Hyatt ChicagoStreeterville, 0.4 km from Oak Street
9.6 out of 10, Exceptional, (1,000 reviews)
The price is HK$4,153
HK$4,937 total
includes taxes & fees
26 May - 27 May

Trump International Hotel & Tower Chicago
Trump International Hotel & Tower ChicagoRiver North, 1.3 km from Oak Street
9.6 out of 10, Exceptional, (1,866 reviews)
The price is HK$3,670
HK$4,363 total
includes taxes & fees
27 May - 28 May

Waldorf Astoria Chicago
Waldorf Astoria Chicago0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,001 reviews)
The price is HK$4,379
HK$5,206 total
includes taxes & fees
21 May - 22 May

Viceroy Chicago
Viceroy Chicago0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,226 reviews)
The price is HK$2,107
HK$2,764 total
includes taxes & fees
25 May - 26 May

Four Seasons Hotel Chicago
Four Seasons Hotel ChicagoStreeterville, 0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,000 reviews)
The price is HK$4,700
HK$5,587 total
includes taxes & fees
25 May - 26 May

The Talbott, Autograph Collection
The Talbott, Autograph Collection0.2 km from Oak Street
9.4 out of 10, Exceptional, (114 reviews)
The price is HK$1,715
HK$2,319 total
includes taxes & fees
25 May - 26 May

citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,322 reviews)
The price is HK$1,120
HK$1,331 total
includes taxes & fees
26 May - 27 May

The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownThe Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3,420 reviews)
The price is HK$1,245
HK$1,731 total
includes taxes & fees
25 May - 26 May

Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area2.3 km from Oak Street
9.4 out of 10, Exceptional, (1,001 reviews)
The price is HK$1,258
HK$1,496 total
includes taxes & fees
25 May - 26 May

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 2.1 km from Oak Street
9.4 out of 10, Exceptional, (2,494 reviews)
The price is HK$1,569
HK$2,135 total
includes taxes & fees
26 May - 27 May

Arlo Chicago
Arlo ChicagoTheatre District, 1.7 km from Oak Street
9.4 out of 10, Exceptional, (2,099 reviews)
The price is HK$974
HK$1,395 total
includes taxes & fees
25 May - 26 May

Nobu Hotel Chicago
Nobu Hotel Chicago2.6 km from Oak Street
9.4 out of 10, Exceptional, (844 reviews)
The price is HK$3,523
HK$4,189 total
includes taxes & fees
21 May - 22 May

Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 2 km from Oak Street
9.4 out of 10, Exceptional, (1,063 reviews)
The price is HK$1,089
HK$1,527 total
includes taxes & fees
25 May - 26 May

Kimpton Gray Hotel by IHG
Kimpton Gray Hotel by IHGTheatre District, 2.3 km from Oak Street
9.4 out of 10, Exceptional, (1,002 reviews)
The price is HK$1,785
HK$2,374 total
includes taxes & fees
24 May - 25 May

LIVN - Millennium Park Downtown Chicago
LIVN - Millennium Park Downtown ChicagoTheatre District, 2.1 km from Oak Street
9.4 out of 10, Exceptional, (44 reviews)
The price is HK$1,127
HK$1,324 total
includes taxes & fees
20 May - 21 May

The LaSalle Chicago, Autograph Collection by Marriott
The LaSalle Chicago, Autograph Collection by MarriottTheatre District, 2.5 km from Oak Street
9.4 out of 10, Exceptional, (356 reviews)
The price is HK$2,224
HK$2,645 total
includes taxes & fees
25 May - 26 May

The Ritz-Carlton, Chicago
The Ritz-Carlton, ChicagoStreeterville, 0.5 km from Oak Street
9.2 out of 10, Wonderful, (1,000 reviews)
The price is HK$3,728
HK$4,433 total
includes taxes & fees
21 May - 22 May

Omni Chicago Hotel
Omni Chicago HotelStreeterville, 0.7 km from Oak Street
9.2 out of 10, Wonderful, (1,782 reviews)
The price is HK$1,370
HK$1,890 total
includes taxes & fees
26 May - 27 May
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.
Compare popular hotels close to Oak Street
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included | |
|---|---|---|---|---|---|---|---|---|
![]() The Peninsula Chicago | 9.8 Exceptional 1,001 reviews | View | ||||||
![]() The Langham, Chicago | 9.8 Exceptional 1,001 reviews | View | ||||||
![]() Park Hyatt Chicago | 9.6 Exceptional 1,000 reviews | View | ||||||
![]() Trump International Hotel & Tower Chicago | 9.6 Exceptional 1,866 reviews | View | ||||||
![]() Waldorf Astoria Chicago | 9.4 Exceptional 1,001 reviews | View |
Top Oak Street Hotel Reviews

Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Downtown Chicago Hotels
- Kimpton Hotels in Rush Street
- Hotel with Pool Hotels in Magnificent Mile
- Cheap Hotels in Lincoln Park
- Cheap Hotels in Near North Side
- Cheap Hotels in Magnificent Mile
- Beach Hotel Hotels in Chicago
- The Loop Hotels
- Hotels near Chicago Riverwalk
- Hotels near Cyrus McCormick Mansion
- Bar Hotel Hotels in Chicago
- Hotels near London Guarantee Building
- Barcelo Hotels in Chicago
- Motel 6 Hotels in Chicago
- Hotels near Monroe Station
- Luxury Hotel Hotels in Streeterville
- Hotels near James M. Nederlander Theatre
- Pet-Friendly Hotel Hotels in Near North Side
- B&B in Chicago
- Spa Hotel Hotels in Old Town Chicago
- Hotels near Merchandise Mart
- 5 Star Hotels in River North
- Fairmont Hotels in River North
- Hotels near Kendall College
- Best Western Hotels in Lincoln Park
- Hotel with Pool Hotels in Near North Side
- Hotels near Harris Theater
- Magnificent Mile Hotels
- Luxury Hotel Hotels in The Loop
- Hilton Hotels in Near North Side
- Hotels near Park West
- Casino Hotel Hotels in The Loop
- Club Quarters Hotels in River North
- Aparthotels in Central Chicago
- Hotels near Marina City
- Fairmont Hotels in Downtown Chicago
- Romantic Hotel Hotels in Magnificent Mile
- Lincoln Park Hotels
- Golf Hotel Hotels in Downtown Chicago
- Hotels near Navy Pier
- Hotel with Pool Hotels in Chicago
- Loews Hotels in Near North Side
- Rosewood Hotels in Chicago
- Gold Coast Hotels
- Boutique Hotel Hotels in Near North Side
- Hotels near Chagall's Four Seasons
- Kimpton Hotels in Chicago
- 4 Star Hotels in West Town
- Apartments in Chicago
- Boutique Hotel Hotels in Gold Coast
- Vacation Homes in Chicago
- Hotels near Michigan Avenue Bridge
- Red Roof Inn Hotels in Chicago
- Hotels near Chicago Water Tower
- Casino Hotel Hotels in Chicago
- Hotel with Pool Hotels in Downtown Chicago
- Cheap Hotels in Downtown Chicago
- Hotels near Museum of Contemporary Photography
- Hotels near Lincoln Park Zoo
- Family Hotel Hotels in Lincoln Park
- Boutique Hotel Hotels in Chicago
- Oakwood Hotels in Goose Island
- Business Hotel Hotels in Near North Side
- Romantic Hotel Hotels in Lincoln Park
- Hotels near Chinese Consulate
- Hotels near Chicago Place Mall
- Lgbt Welcoming Hotel Hotels in Gold Coast
- 4 Star Hotels in Old Town Triangle
- Hotels near Oak Street Beach
- Four Seasons Hotels in Gold Coast
- Boutique Hotel Hotels in Downtown Chicago
- Moxy Hotels in Chicago
- Family Hotel Hotels in West Loop
- Hotels near Bally's Casino Chicago
- Hotels near Chicago Architecture Foundation
- Preferred Hotels in Chicago
- Chicago Hotels
- Aparthotels in Millennium Station
- 4 Star Hotels in Chicago
- Bar Hotel Hotels in Near North Side
- Hotels near Northwestern Pritzker School of Law
- 3 Star Hotels in Downtown Chicago
- Marriott Hotels & Resorts in Streeterville
- Luxury Hotel Hotels in River North
- Lgbt Welcoming Hotel Hotels in Chicago
- Hotels near DePaul University-Lincoln Park
- Pet-Friendly Hotel Hotels in West Loop
- Motels in Chicago
- Cheap Hotels in River North
- Hotels near Aon Center
- 5 Star Hotels in Streeterville
- Pet-Friendly Hotel Hotels in Downtown Chicago










































































