Oakland Hotels, Chicago

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May 14 - May 15
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May 15 - May 16
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May 17 - May 19
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May 24 - May 26

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4085 Cheap Hotels in Oakland - Specials, Reviews, & Last Minute Deals

Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6727)
"A great and easy hotel to stay in for a short trip to Chicago! This location had everything you needed even an oven and microwave to use! "
The price is NZ$304
includes taxes & fees
15 May - 16 May
Congress Plaza Hotel
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3487)
"Overall a great experience "
The price is NZ$491
includes taxes & fees
28 May - 29 May
Hyatt Regency Chicago
Daily cooked-to-order breakfast for a fee
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2195)
"Staying at the Aloft is very central and walkable to most things. With concrete walls the rooms are quite as we didnt hear anything from next door. Close to shopping and dining options. Walkable to Mag mile and Navy Pier. We caught the train from the airport with a short walk to the hotel without changes from train to bus."
The price is NZ$369
includes taxes & fees
27 May - 28 May
Aloft Chicago Mag Mile
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Terrace/patio
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (1348)
"We enjoyed the room so much!! It’s so quaint and clean. We were able to rest so comfortably and enjoyed every minute of it! I would come back and I will for sure tell everyone "
The price is NZ$246
includes taxes & fees
27 May - 28 May
citizenM Chicago Downtown
Cocktail bar
Freehand Chicago
4.0 star property
7.8 out of 10, Good, (1002)
"Nice old timey vibe. The rooms are small, but it’s in the perfect location. A parking garage is right beside the hotel, which makes life nice. No complaints. "
The price is NZ$204
includes taxes & fees
27 May - 28 May
Freehand Chicago
Lobby sitting area
Hotel Felix River North/Magnificent Mile
4.0 star property
8.0 out of 10, Very good, (1004)
"Good location "
The price is NZ$288
includes taxes & fees
27 May - 28 May
Hotel Felix River North/Magnificent Mile
Exterior
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
8.8 out of 10, Excellent, (1583)
"This has become my go to place when I am in Chicago. The staff is so nice The new restaurant Casa chi was so good."
The price is NZ$432
includes taxes & fees
27 May - 28 May
InterContinental Chicago Magnificent Mile, an IHG Hotel
Presidential Room, 2 Bedrooms, Non Smoking
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
8.2 out of 10, Very good, (2432)
"It was amazing. The suite was more than comfortable enough for my family. The kids really liked the snacks and the breakfast. I will definitely be coming back "
The price is NZ$350
includes taxes & fees
27 May - 28 May
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
City view from property
voco Chicago Downtown, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1192)
"Jasmine was amazing! She always made sure my guest and I were doing well and she was helping to help us even when she wasn’t clocked in!"
The price is NZ$333
includes taxes & fees
27 May - 28 May
voco Chicago Downtown, an IHG Hotel
Terrace/patio
Home2 Suites by Hilton Chicago River North
3.0 star property
8.4 out of 10, Very good, (1489)
"Nice rooms"
The price is NZ$313
includes taxes & fees
27 May - 28 May
Home2 Suites by Hilton Chicago River North
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1924)
"Very nice and clean! Great customer service."
The price is NZ$351
includes taxes & fees
27 May - 28 May
Eurostars Magnificent Mile
Exterior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3046)
"Love this property and location! "
The price is NZ$280
includes taxes & fees
28 May - 29 May
Club Quarters Hotel, Central Loop, Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3513)
"The roof top bar-views are second to none. Property is directly on river walk and steps from Michigan Ave and all the shopping one can stand. Hotel is modern and classy!!"
The price is NZ$396
includes taxes & fees
27 May - 28 May
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.2 out of 10, Wonderful, (1901)
"Great Place for sightseeing! Close to boat tours, carriage tours, right in Navy Pier!"
The price is NZ$413
includes taxes & fees
28 May - 29 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.0 out of 10, Very good, (1784)
"Great experience!!! "
The price is NZ$297
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
Best Western Grant Park Hotel
2.5 star property
7.8 out of 10, Good, (2530)
"Best Western-Grant Park and the most friendly staff on call most of the times. I did interact with one or two not so friendly members. But everyone else helpful and sweet which out weighed the others "
The price is NZ$224
includes taxes & fees
28 May - 29 May
Best Western Grant Park Hotel
Front of property - evening/night
Fairmont Chicago at Millennium Park
4.5 star property
8.6 out of 10, Excellent, (1485)
"Requested a fridge and microwave, as they do not come in each room. Wasn't there when we checked in, but came shortly and worked well. Nice hotel, but no pool and they only offer parking as a valet service for $80+ per day. Ended up parking at Aon Center for $17/day, which was VERY close. "
The price is NZ$430
includes taxes & fees
28 May - 29 May
Fairmont Chicago at Millennium Park
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1002)
"Cool vibe and good value for the rooms. Was a bit loud of an area and windows didn’t have shades to block out sun. Great gym and convenient coffee shop on premises. Would stay again. "
The price is NZ$476
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1920)
"Very clean and well maintained. It’s in a very busy location but convenient to walk around. "
The price is NZ$438
includes taxes & fees
27 May - 28 May
The Royal Sonesta Chicago Downtown
Lobby
Travelodge by Wyndham Downtown Chicago
2.0 star property
6.4 out of 10, (1644)
"I loved the location close to other attractions. "
The price is NZ$181
includes taxes & fees
27 May - 28 May
Travelodge by Wyndham Downtown Chicago
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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.