Find hotels in Oakland, Chicago from ¥14,475

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Discover 4,102 Oakland hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6724)
"Great location for walking to both museums and Magnificent Mile. Restaurants on site if you don't get out to eat. Late check out (noon). "
The price is ¥26,122
¥30,666 total
includes taxes & fees
May 27 - May 28
Congress Plaza Hotel
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3486)
"Overall a great experience "
The price is ¥33,999
¥44,501 total
includes taxes & fees
May 27 - May 28
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, (2209)
"great dog friendly stay. the hotel was a little loud at night (easily hearing people when they come back after drinking/partying) but you are right in the heart of the city. "
The price is ¥29,527
¥34,665 total
includes taxes & fees
May 27 - May 28
Aloft Chicago Mag Mile
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Terrace/patio
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (1346)
"Love Citizen M, stay every time I am in Chicago. Excellent rate, fun atmosphere, and walkable to everything downtown"
The price is ¥19,685
¥23,110 total
includes taxes & fees
May 27 - May 28
citizenM Chicago Downtown
Cocktail bar
Freehand Chicago
4.0 star property
7.8 out of 10, Good, (1000)
"I’ve stayed many times and enjoyed the Freehand. "
The price is ¥16,404
¥21,094 total
includes taxes & fees
May 27 - May 28
Freehand Chicago
Lobby sitting area
Hotel Felix River North/Magnificent Mile
4.0 star property
8.0 out of 10, Very Good, (1002)
"Good location "
The price is ¥20,122
¥27,059 total
includes taxes & fees
May 27 - May 28
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 ¥30,309
¥40,582 total
includes taxes & fees
May 27 - May 28
InterContinental Chicago Magnificent Mile, an IHG Hotel
Presidential Room, 2 Bedrooms, Non Smoking | Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
8.2 out of 10, Very Good, (2431)
"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 ¥28,051
¥32,932 total
includes taxes & fees
May 27 - May 28
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)
"Front desk service was very accommodating and sweet, the service there was exceptional. The rooms were clean and the staff were all great. Definitely will stay here again in the future! "
The price is ¥26,714
¥31,361 total
includes taxes & fees
May 27 - May 28
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 location, nice staff."
The price is ¥25,098
¥29,466 total
includes taxes & fees
May 27 - May 28
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 ¥28,121
¥33,014 total
includes taxes & fees
May 27 - May 28
Eurostars Magnificent Mile
Exterior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3046)
"Customer service at front desk was friendly and great "
The price is ¥23,599
¥27,705 total
includes taxes & fees
May 27 - May 28
Club Quarters Hotel, Central Loop, Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3510)
"Excellent quality. Comfortable bed, nice view from 12th floor over river. Friendly staff. "
The price is ¥31,738
¥37,261 total
includes taxes & fees
May 27 - May 28
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, (1900)
"The staff was very helpful and accommodating checking in and out. "
The price is ¥33,066
¥38,819 total
includes taxes & fees
May 28 - May 29
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 ¥24,819
¥29,137 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
Best Western Grant Park Hotel
2.5 star property
7.8 out of 10, Good, (2530)
"The location and price were good, and we had a suite which was great for our group size. The staff was helpful and we enjoyed our stay. "
The price is ¥17,131
¥20,112 total
includes taxes & fees
May 27 - May 28
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 ¥31,090
¥40,405 total
includes taxes & fees
May 28 - May 29
Fairmont Chicago at Millennium Park
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1000)
"Just disappointed the rooftop was packed and had so many people on the elevator….would have liked to enjoy the rooftop just hotel guests.."
The price is ¥37,339
¥48,423 total
includes taxes & fees
May 27 - May 28
Virgin Hotels Chicago
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1920)
"Everything was in walking distance "
The price is ¥27,981
¥37,536 total
includes taxes & fees
May 27 - May 28
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 ¥14,475
¥16,995 total
includes taxes & fees
May 27 - May 28
Travelodge by Wyndham Downtown Chicago
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Other neighborhoods around Oakland

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Oakland hotels information

Number of reviews
43,207
Accommodation
4,102 hotels
Lowest Price
¥14,475
Highest Price
¥58,000

Frequently asked questions

What's it like in Oakland?

Oakland is a neighborhood that travelers 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 neighborhood.

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

Yes, most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the best deals in Oakland.

Where can I learn more about changing or cancelling my trip to Oakland?

To find more details about picking new dates or cancelling your trip to Oakland, go to https://www.expedia.com/service/.

What can I see and do in this Chicago neighborhood?

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 neighborhood. 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.

Recent reviews of Oakland hotels