Chicago Hotel Guide. Hotels in Oakland, Chicago, United States of America

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
25 Feb - 26 Feb
Tomorrow
26 Feb - 27 Feb
This weekend
28 Feb - 2 Mar
Next weekend
7 Mar - 9 Mar

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Oakland, Chicago

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, (2046)
"My daughter turned 17 and wanted a hotel party. The staff was welcoming and reminded us we need anything, to give them a buzz. The rooms were clean and fresh and the view of the city scape was amazing. I’m going back in the summer with my husband. "
The price is €164
includes taxes & fees
27 Feb - 28 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, (1938)
"Amazing service great customer care "
The price is €205
includes taxes & fees
23 Mar - 24 Mar
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1413)
"Great hotel, clean, staff was excellent and helpful and friendly."
The price is €197
includes taxes & fees
27 Feb - 28 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, (2629)
"Would stay again"
The price is €150
includes taxes & fees
27 Feb - 28 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)
" It was nice"
The price is €111
includes taxes & fees
9 Mar - 10 Mar
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, (1437)
"N/a"
The price is €206
includes taxes & fees
23 Mar - 24 Mar
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, (1638)
"Very nice experience, very appreciated "
The price is €219
includes taxes & fees
28 Feb - 1 Mar
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, (2619)
"The lady at the frint desk I believe her name was diamond, went above and beyond to make our stay super pleasant ❤️"
The price is €98
includes taxes & fees
2 Mar - 3 Mar
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1000)
"Enjoyed my stay, especially in the soaking tub"
The price is €141
includes taxes & fees
23 Mar - 24 Mar
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, (1666)
"Proximity to magnificent mile and great restaurants. "
The price is €129
includes taxes & fees
26 Feb - 27 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, (3203)
"Very neat and modern and comfortable. We had a nice weekend getaway. "
The price is €221
includes taxes & fees
21 Mar - 22 Mar
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2020)
"I loved the pool and the view!!"
The price is €136
includes taxes & fees
27 Feb - 28 Feb
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1788)
"Everyone was so gracious & welcoming. The hotel is a grande dame that has held up well over time. The cafe is great for breakfast and lunch. Even though we didn’t drink at the lobby bar it looks great. We’ll definitely be back!"
The price is €101
includes taxes & fees
26 Feb - 27 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, (1032)
"Everything was good except that the service charge is too much I even went to get my own food and still was charged a service charge which doesn’t make sense "
The price is €156
includes taxes & fees
11 Mar - 12 Mar
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, (1004)
"Very nice place for staying easy to go "
The price is €94
includes taxes & fees
26 Feb - 27 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)
"It was wonderful"
The price is €106
includes taxes & fees
10 Mar - 11 Mar
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, (1490)
"Great Location and very nice accommodations"
The price is €126
includes taxes & fees
26 Feb - 27 Feb
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2494)
"."
The price is €78
includes taxes & fees
11 Mar - 12 Mar
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8537)
"Wonderful building, incredibly helpful staff and fast service!"
The price is €96
includes taxes & fees
26 Feb - 27 Feb
Congress Plaza Hotel
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1002)
"Good"
The price is €130
includes taxes & fees
26 Mar - 27 Mar
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.
Don't see what you're looking for?
See all available properties in Oakland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.