Compare Cheap Hotels in Oakland Illinois
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cheap Oakland Hotels
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
$129 nightly
The price is $153 total per night
$153 total
Nov 10 - Nov 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.72 mi from Oakland
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Free WiFi
Restaurant
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
$121 nightly
The price is $143 total per night
$143 total
Nov 22 - Nov 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.82 mi from Oakland
You'll be centrally located in Chicago with a stay at The Chicago Hotel Collection Ambassador Gold Coast, within a 15-minute walk of Oak Street Beach and Chicago History Museum.
Pet friendly
Free WiFi
River Hotel
75 East Wacker Drive Chicago IL
$116 nightly
The price is $138 total per night
$138 total
Nov 22 - Nov 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.57 mi from Oakland
A stay at River Hotel places you in the heart of Chicago, steps from Michigan Avenue and Chicago Riverwalk.
Pet friendly
Free WiFi
The Wade
644 N Lake Shore Dr Chicago IL
$119 nightly
The price is $141 total per night
$141 total
Nov 23 - Nov 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.88 mi from Oakland
Located in Chicago (Downtown Chicago), The Wade is within a 10-minute walk of Lake Michigan and Michigan Avenue.
Pool
Pet friendly
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
$142 nightly
The price is $169 total per night
$169 total
Nov 2 - Nov 3
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.08 mi from Oakland
With a stay at The Chicago Hotel Collection - Magnificent Mile in Chicago (Downtown Chicago), you'll be steps from Ann and Robert H. Lurie Children's Hospital and 5 minutes by foot from Museum of Contemporary Art Chicago.
Pet friendly
Free WiFi
Hilton Chicago
720 S Michigan Ave Chicago IL
$160 nightly
The price is $190 total per night
$190 total
Nov 22 - Nov 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.55 mi from Oakland
With a stay at Hilton Chicago, you'll be centrally located in Chicago, steps from Grant Park and within a 10-minute walk of Buckingham Fountain.
Pool
Hot Tub
Freehand Chicago
19 East Ohio Street Chicago IL
$154 nightly
The price is $183 total per night
$183 total
Nov 3 - Nov 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.89 mi from Oakland
With a stay at Freehand Chicago, you'll be centrally located in Chicago, steps from Chinese Consulate and within a 10-minute walk of Holy Name Cathedral.
Pet friendly
Free WiFi
Eurostars Magnificent Mile
660 North State Street Chicago IL
$130 nightly
The price is $154 total per night
$154 total
Nov 22 - Nov 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.04 mi from Oakland
With a stay at Eurostars Magnificent Mile, you'll be centrally located in Chicago, just a 4-minute walk from Michigan Avenue and 12 minutes by foot from Chicago Riverwalk.
Spa
Free WiFi
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
$116 nightly
The price is $138 total per night
$138 total
Nov 22 - Nov 23
Total with taxes and fees
Free Cancellation
4.1 mi from Oakland
With a stay at Club Quarters Hotel, Central Loop, Chicago, you'll be centrally located in Chicago, just a 5-minute walk from Willis Tower and 7 minutes by foot from Grant Park.
Pet friendly
Free WiFi
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
$161 nightly
The price is $191 total per night
$191 total
Nov 23 - Nov 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.56 mi from Oakland
With a stay at The Royal Sonesta Chicago Downtown, you'll be centrally located in Chicago, steps from Chicago Riverwalk and Michigan Avenue.
Pet friendly
Free WiFi
Sports Illustrated Resorts Chicago
203 N Wabash Ave Chicago IL
$203 nightly
The price is $241 total per night
$241 total
Nov 22 - Nov 23
Total with taxes and fees
4.46 mi from Oakland
With a stay at Sports Illustrated Resorts Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and Chicago Riverwalk.
Free WiFi
Air conditioning
The Godfrey Hotel Chicago
127 West Huron, at LaSalle Chicago IL
$135 nightly
The price is $160 total per night
$160 total
Nov 24 - Nov 25
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.13 mi from Oakland
Located in Chicago (Downtown Chicago), The Godfrey Hotel Chicago is within a 15-minute walk of Michigan Avenue and Chicago Riverwalk.
Spa
Free WiFi
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.
Oakland hotels essential information
Accommodation | 4,634 hotels |
|---|---|
Lowest Price | $138 |
Highest Price | $241 |
Popular hotels | Congress Plaza Hotel, The Chicago Hotel Collection Ambassador Gold Coast, River Hotel, The Wade, The Chicago Hotel Collection - Magnificent Mile, Hilton Chicago, Freehand Chicago, Eurostars Magnificent Mile, Club Quarters Hotel, Central Loop, Chicago, The Royal Sonesta Chicago Downtown, Sports Illustrated Resorts Chicago, The Godfrey Hotel Chicago |
Most Recent Oakland Hotel Reviews
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Convenient location, walkable, and close to public transit. Property seems older but is well maintained. Twin-sized beds are definitely small but that is the room I chose. Slight issue at check-in due to the room not being ready but the staff was extremely considerate and helpful. It was also much cheaper than a lot of other options in the immediate area."
A verified traveler stayed at Club Quarters Hotel, Central Loop, Chicago
Top Picks
- Hotels near Arie Crown Theater
- Hotels near Navy Pier
- The Gap Hotels
- Theatre District Hotels
- West Town Hotels
- Near South Side Hotels
- Chinatown Hotels
- Beach Resorts & in Hyde Park
- Marriott Hotels & Resorts in The Loop
- Pilsen Hotels
- Wyndham Hotels in South Loop
- Hotels with an Indoor Pool in The Loop
- Hotels near Millennium Park
- Hotels near University of Chicago
- Chicago Hotels
- Hotels with Balconies in South Loop
- Hotels near Soldier Field
- Hotels with Free Breakfast in Downtown Chicago
- Downtown Chicago Hotels
- Tri-Taylor Hotels
- Hotels near Columbia College Chicago
- Romantic Getaways & Hotels in Hyde Park
- Hotels near McCormick Place
- Boutique Hotels in The Loop
- Bridgeport Hotels
- Lake Meadows Hotels
- Hotels with a Wedding Venue in South Loop
- Hotels near Field Museum of Natural History
- Hotels with a Gym in Hyde Park
- Loews Hotels in South Loop
- Hotels near Water Tower Place
- Hotels with Kitchenettes in South Loop
- 4 Star Hotels in Hyde Park
- Little Village Hotels
- Marriott Hotels & Resorts in Pilsen
- 3 Star Hotels in Hyde Park
- Business Hotels in Hyde Park
- Hotels near Grant Park
- Spa Resorts & in Hyde Park
- Luxury Hotels in South Loop
- Golf Resorts & in Chinatown
- Hotels near Anna and Frederick Douglass Park
- Hotels near Michigan Avenue
- Cheap Hotels in Chinatown
- Business Hotels in Chinatown
- Hotels near CIBC Theatre
- Hotels on the River in South Loop
- South Englewood Hotels
- Hotels with Pools in South Loop
- Hotels with Restaurants in Hyde Park
- Business Hotels in South Loop
- Hotels with Room Service in South Loop
- Hotels near Museum of Contemporary Art Chicago
- 5 Star Hotels in South Loop
- Hotels with Suites in The Loop
- Hotels near Art Institute of Chicago
- Hotels near Dave & Buster's
- Extended Stay America Hotels in Hyde Park
- 4 Star Hotels in South Loop
- Historic Hotels in Chinatown
- Hyde Park Hotels
- Cheap Hotels in Hyde Park
- Flights from Pensacola to Chicago
- Flights from San Diego to Chicago
- Flights from Munich to Chicago
- Flights from San Antonio to Chicago
- Flights from Venice to Chicago
- Flights from Charlottesville to Chicago
- Flights from Sacramento to Chicago
- Flights from Chișinău to Chicago
- Flights from Tallahassee to Chicago
- Flights from Mexico City to Chicago
- Flights from Los Angeles to Chicago
- Flights from Nairobi to Chicago
- Flights from Daytona Beach to Chicago
- Flights from Atlanta to Chicago
- Flights from Killeen to Chicago
- Flights from Greensboro to Chicago
- Flights from Charlotte to Chicago
- Flights from Ho Chi Minh City to Chicago
- Flights to Chicago
- Flights from London to Chicago
- Flights from Liberia to Chicago
- Flights from Amarillo to Chicago
- Flights from Harrisonburg to Chicago
- Flights from Las Vegas to Chicago
- Flights from Yosemite National Park to Chicago
- Flights from Baltimore to Chicago
- Flights from Minsk to Chicago
- Flights from Houghton to Chicago
- Flights from Cancun to Chicago
- Flights from San Francisco to Chicago
- Flights from Allentown to Chicago
- Flights from Springfield to Chicago