Oakland Hotels, Chicago

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4106 Cheap Hotels in Oakland - Specials, Reviews, & Last Minute Deals

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2403)
"The view was amazing. I will return soon. "
The price is AU$346
includes taxes & fees
20 Apr - 21 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2484)
"Everything was great except for some surprise hidden fees. Over $200 in hidden fees not disclosed up front! Some urban experience tax, parking was $87. All that for only one night. "
The price is AU$359
includes taxes & fees
4 Apr - 5 Apr
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1732)
"Great for families. Cookies and hot chocolate after check in. Kids packs and closet full of kids books and toys. Pool room is warm. Water is a bit cold but still fun for the kids. Bennett park is modern and close by if the kids need to let some energy out. Conveniently located to whole foods/target/cvs. We had a credit from being VIP and had an extra credit from Loews. Room service has a service and delivery fee. The kids breakfast sandwich and omelet were plenty for adults. Would stay again. "
The price is AU$425
includes taxes & fees
6 Apr - 7 Apr
Loews Chicago Hotel

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.4 out of 10, Very good, (3025)
"Kids had an absolute blast !! Definitely going back & highly recommend!!"
The price is AU$269
includes taxes & fees
21 Apr - 22 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2289)
"Our reservation was for 2 queen beds but the room we got had 2 double beds. "
The price is AU$194
includes taxes & fees
20 Apr - 21 Apr
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1751)
"Highly recommend this property, restaurant was very good , rooms were spacious clean and updated "
The price is AU$378
includes taxes & fees
20 Apr - 21 Apr
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1842)
"Was soo good! "
The price is AU$421
includes taxes & fees
4 Apr - 5 Apr
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2901)
"The staff were very friendly and helpful!"
The price is AU$162
includes taxes & fees
13 Apr - 14 Apr
Aloft Chicago Mag Mile

Ivy Boutique Hotel

4.5 star property
8.4 out of 10, Very good, (1194)
"Property needs a little TLC but maybe just off season? The staff were nice, amenities were great and the rainfall shower was top notch! Comfy beds too!"
The price is AU$205
includes taxes & fees
2 Apr - 3 Apr
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very good, (1813)
"Everyone was so nice from the bell hop to the front desk, service staff, always kind friendly and happy. "
The price is AU$273
includes taxes & fees
6 Apr - 7 Apr
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3815)
"Perfect location and great, clean hotel!"
The price is AU$386
includes taxes & fees
19 Apr - 20 Apr
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2202)
"My family stayed here over spring break. Checkin was fast and seamless. The bellman met us at the car and took our bags up to our room. The staff was helpful during our stay. Everyone was friendly. Front desk was helpful. The bar/restaurant closed for a few days, but the front desk gave us bottled water. Hotel is nicely located near Francesca’s and Wildberry Cafe, which we enjoyed during our time. We took taxis and Ubers while we were in town. Checkout was a bit more chaotic. The Bellman did...
The price is AU$244
includes taxes & fees
21 Apr - 22 Apr
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.2 out of 10, Very good, (2034)
"Good"
The price is AU$188
includes taxes & fees
13 Apr - 14 Apr
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1341)
"Nice enough but very expensive "
The price is AU$301
includes taxes & fees
13 Apr - 14 Apr
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1437)
"Overall a very nice hotel. Not sure I would stay at any Marriot in the future. I arrived early 8am and they were kind enough to store my bags so we can explore the city freely. Waiting close to check in time to come back and get our room and it wasn’t ready yet. Kind of disappointing. We were very tired from traveling and exploring the city on our feet. I never had this issue with other hotels in this city regarding having my room ready on time or earlier. Lighting in the room could have been...
The price is AU$208
includes taxes & fees
6 Apr - 7 Apr
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.8 out of 10, Good, (1248)
"Stay was nice. Great location 5-10 walk to many places. "
The price is AU$210
includes taxes & fees
2 Apr - 3 Apr
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1814)
"Great location. Elevators are rather slow, and walls are a bit thin, otherwise no issues here."
The price is AU$171
includes taxes & fees
8 Apr - 9 Apr
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1636)
"Probably one of the best to stay in Chicago, I will be back soon!!!"
The price is AU$250
includes taxes & fees
6 Apr - 7 Apr
Hotel Riu Plaza Chicago

Best Western Grant Park Hotel

2.5 star property
8.0 out of 10, Very good, (3016)
"Great location, friendly staff, and awesome bakery in the lobby area"
The price is AU$152
includes taxes & fees
20 Apr - 21 Apr
Best Western Grant Park Hotel

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (9399)
"Service was above and beyond. We really enjoy our stay "
The price is AU$188
includes taxes & fees
2 Apr - 3 Apr
Congress Plaza Hotel
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.

How many hotels can I expect to find in Oakland?

When you want to find places to stay in Chicago, start by booking one of Expedia's 6 hotels and other accommodation options in Oakland.

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 natural setting of Oakland with a visit to Lake Michigan 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.