Oakland Hotels, Chicago

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Check prices for these dates

Tonight
19 Feb - 20 Feb
Tomorrow
20 Feb - 21 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

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4209 Cheap Hotels in Oakland - Specials, Reviews, & Last Minute Deals

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2039)
"The view is amazing. "
The price is AU$226
includes taxes & fees
25 Feb - 26 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1939)
"Very friendly in hotel staff. Clean, well equipped rooms with a great view! "
The price is AU$343
includes taxes & fees
22 Feb - 23 Feb
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1408)
"Great "
The price is AU$325
includes taxes & fees
23 Feb - 24 Feb
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2620)
"Outstanding service, great view of the lake, perfect location!"
The price is AU$231
includes taxes & fees
25 Feb - 26 Feb
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1815)
"Great property and well maintained"
The price is AU$154
includes taxes & fees
25 Feb - 26 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1435)
"Great property."
The price is AU$323
includes taxes & fees
25 Feb - 26 Feb
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Front of property - evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1633)
"Wonderful property and staff was very helpful "
The price is AU$360
includes taxes & fees
21 Feb - 22 Feb
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2611)
"Great place to stay "
The price is AU$155
includes taxes & fees
27 Feb - 28 Feb
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (998)
"nice i enjoyed my staycation "
The price is AU$171
includes taxes & fees
25 Feb - 26 Feb
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very good, (1645)
"Clean, Comfy, and Great Location."
The price is AU$212
includes taxes & fees
25 Feb - 26 Feb
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3202)
"Nice and clean great staff was great "
The price is AU$364
includes taxes & fees
22 Mar - 23 Mar
Hyatt Regency Chicago
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1785)
"After many trips to Chicago, we have found the Millennium Knickerbocker to be the most consistent, quaint and cozy hotel in / on / near Mag Mile. It's an easy walk to countless quality restaurants and bars. The staff is always too notch and friendly. The historic feel of the hotel just adds to the charm! Would highly recommend.... unless the added demand drives up the reasonable prices.... in which case ignore everything above! (It truly is a gem!)"
The price is AU$166
includes taxes & fees
25 Feb - 26 Feb
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1029)
"Evidently the fitness center and pool were closed for renovations on the 4th floor. Expedia did not communicate this to guests, which was disappointing. We booked the hotel for these amenities and ended up spending hundreds of dollars extra on entertainment and transportation to keep our family occupied during our planned down time. It was quite frustrating. Other than that, the staff here was helpful and friendly. The rooms and property was clean (except the 3rd floor). Dust was evident...
The price is AU$257
includes taxes & fees
27 Feb - 28 Feb
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1006)
"My stay was great! I couldn’t believe the value for the money."
The price is AU$194
includes taxes & fees
24 Feb - 25 Feb
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1528)
"Great value "
The price is AU$119
includes taxes & fees
27 Feb - 28 Feb
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1468)
"We loved the area where we stayed and the breakfast was delicious 😍"
The price is AU$208
includes taxes & fees
25 Feb - 26 Feb
Hotel Riu Plaza Chicago
The Blackstone, Autograph Collection
Premium bedding, in-room safe, desk, blackout curtains

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1003)
"9/10 for sure will be back in the near future. The view of the lake was absolutely stunning!! Would’ve given 10/10 had we not had to repeatedly visit the front desk for small inconveniences regarding our room keys. "
The price is AU$308
includes taxes & fees
9 Mar - 10 Mar
The Blackstone, Autograph Collection
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2500)
"Good stay. Would stay there again"
The price is AU$124
includes taxes & fees
25 Feb - 26 Feb
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8520)
"It was lovely "
The price is AU$158
includes taxes & fees
23 Feb - 24 Feb
Congress Plaza Hotel
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1006)
"Great property"
The price is AU$211
includes taxes & fees
23 Feb - 24 Feb
Le Méridien Essex Chicago
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.
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Frequently asked questions

What's it like in Oakland?

Oakland is a neighbourhood that travellers like for its beaches, restaurants and shopping. Looking for sights you might find in a travel guide about Oakland? Consider a visit to Lake Michigan while you're in the neighbourhood.

If I need to cancel my hotel reservation in Oakland, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Add your dates and click on "Search", then filter by "fully refundable" to view the top deals on offer in Oakland.

What can I see and do in this Chicago neighbourhood?

Spend some time exploring the great outdoors at Lake Michigan, Lakefront Trail and Burnham Park. A visit to 41st Street Beach is also worth the trip while you're discovering the neighbourhood. A few places to visit in the area around Oakland include Soldier Field, Nat King Cole Residence and Muddy Waters’ House. While you're out sightseeing, Ida B. Wells-Barnett Residence and Ida B Wells House are a couple of additional sights to visit in Chicago.