
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, (1,004 reviews)
The price is HK$3,949
HK$4,636 total
includes taxes & fees
30 Mar - 31 Mar

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$3,429
HK$4,025 total
includes taxes & fees
1 Apr - 2 Apr

The Langham, Chicago
The Langham, ChicagoRiver North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,004 reviews)
The price is HK$3,441
HK$4,040 total
includes taxes & fees
26 Apr - 27 Apr

Residence Inn Chicago Downtown Magnificent Mile
Residence Inn Chicago Downtown Magnificent MileStreeterville, 0.8 km from Oak Street
9.6 out of 10, Exceptional, (483 reviews)
The price is HK$1,856
HK$2,179 total
includes taxes & fees
12 Apr - 13 Apr

Kasa River North Chicago
Kasa River North ChicagoNear North Side, 0.8 km from Oak Street
9.6 out of 10, Exceptional, (187 reviews)
The price is HK$1,043
HK$1,868 total
includes taxes & fees
12 Apr - 13 Apr

The Talbott, Autograph Collection
The Talbott, Autograph Collection0.2 km from Oak Street
9.4 out of 10, Exceptional, (90 reviews)
The price is HK$1,036
HK$1,446 total
includes taxes & fees
26 Apr - 27 Apr

Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,348 reviews)
The price is HK$1,544
HK$2,042 total
includes taxes & fees
31 Mar - 1 Apr

Waldorf Astoria Chicago
Waldorf Astoria Chicago0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,000 reviews)
The price is HK$3,211
HK$3,770 total
includes taxes & fees
5 Apr - 6 Apr

Four Seasons Hotel Chicago
Four Seasons Hotel ChicagoStreeterville, 0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,001 reviews)
The price is HK$3,172
HK$3,724 total
includes taxes & fees
5 Apr - 6 Apr

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 0.8 km from Oak Street
9.4 out of 10, Exceptional, (3,661 reviews)
The price is HK$1,010
HK$1,407 total
includes taxes & fees
5 Apr - 6 Apr

Viceroy Chicago
Viceroy Chicago0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,192 reviews)
The price is HK$1,762
HK$2,299 total
includes taxes & fees
5 Apr - 6 Apr

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue ChicagoStreeterville, 1 km from Oak Street
9.6 out of 10, Exceptional, (1,001 reviews)
The price is HK$2,029
HK$2,611 total
includes taxes & fees
4 Apr - 5 Apr

L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 1.6 km from Oak Street
9.6 out of 10, Exceptional, (3,831 reviews)
The price is HK$1,480
HK$1,738 total
includes taxes & fees
31 Mar - 1 Apr

Moxy Chicago Downtown
Moxy Chicago DowntownRiver North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (927 reviews)
The price is HK$835
HK$980 total
includes taxes & fees
5 Apr - 6 Apr

Aloft Chicago Downtown River North
Aloft Chicago Downtown River NorthRiver North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (1,229 reviews)
The price is HK$987
HK$1,158 total
includes taxes & fees
5 Apr - 6 Apr

Springhill Suites by Marriott Chicago Downtown/ River North
Springhill Suites by Marriott Chicago Downtown/ River NorthRiver North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,130 reviews)
The price is HK$965
HK$1,133 total
includes taxes & fees
5 Apr - 6 Apr

Hotel EMC2, Autograph Collection
Hotel EMC2, Autograph CollectionStreeterville, 0.9 km from Oak Street
9.4 out of 10, Exceptional, (1,003 reviews)
The price is HK$1,590
HK$1,866 total
includes taxes & fees
5 Apr - 6 Apr

Thompson Chicago, by Hyatt
Thompson Chicago, by HyattGold Coast, 0.1 km from Oak Street
9.2 out of 10, Wonderful, (1,326 reviews)
The price is HK$1,347
HK$1,812 total
includes taxes & fees
5 Apr - 6 Apr

Residence Inn by Marriott Chicago Downtown / River North
Residence Inn by Marriott Chicago Downtown / River NorthRiver North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,050 reviews)
The price is HK$1,057
HK$1,241 total
includes taxes & fees
5 Apr - 6 Apr

citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,253 reviews)
The price is HK$979
HK$1,149 total
includes taxes & fees
5 Apr - 6 Apr
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 1,004 reviews | View | ||||||
![]() Park Hyatt Chicago | 9.6 Exceptional 1,000 reviews | View | ||||||
![]() The Langham, Chicago | 9.8 Exceptional 1,004 reviews | View | ||||||
![]() Residence Inn Chicago Downtown Magnificent Mile | 9.6 Exceptional 483 reviews | View | ||||||
![]() Kasa River North Chicago | 9.6 Exceptional 187 reviews | View |
Top Oak Street Hotel Reviews

Aloft Chicago Mag Mile
8/10 Good
Hotels near other Oak Street attractions
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










































































