Oakland, IL
Chicago
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Oakland Hotel Deals
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is NT$5,236 per night from Jul 27 to Jul 28
NT$5,236
NT$6,225 total
Jul 27 - Jul 28
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,697 reviews)
"It’s a lovely place to stay I love it"
Reviewed on 2026/7/6
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$5,393 per night from Jul 9 to Jul 10
NT$5,393
NT$7,475 total
Jul 9 - Jul 10
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,861 reviews)
"Love the location."
Reviewed on 2026/7/6
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is NT$3,880 per night from Jul 7 to Jul 8
NT$3,880
NT$4,612 total
Jul 7 - Jul 8
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,185 reviews)
"The room itself was clean, which I appreciated. However, there were several issues that made my overall experience disappointing. The air conditioning was not working well. The coffee machine was in poor condition. I noticed some bugs on the bedsheet. I'm not certain whether they were bed bugs, but ..."
Reviewed on 2026/7/6
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is NT$5,399 per night from Jul 8 to Jul 9
NT$5,399
NT$6,154 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,786 reviews)
"Room was clean and comfortable-a welcome place to rest overnight when our flight home was cancelled."
Reviewed on 2026/7/6
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
The price is NT$7,731 per night from Jul 11 to Jul 12
NT$7,731
NT$9,075 total
Jul 11 - Jul 12
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,326 reviews)
"rooms need an upgrade, carpets look dirty, curtains not in a good shape. Furniture not nice and TV location wasn't good."
Reviewed on 2026/7/6
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is NT$6,856 per night from Jul 19 to Jul 20
NT$6,856
NT$8,151 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,513 reviews)
"Upon arrival the bellman was right at our car door waiting to greet us and assist with our bags. The valet service at the hotel, even though we learned they are a third-party vendor and not actually connected to the Hilton, was polite and very helpful! They represented the Hilton very well! Our car ..."
Reviewed on 2026/7/6
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.
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Learn more about Oakland
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Oakland, IL
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- Nuclear Energy Sculpture
- Visit Bronzeville
- Visit United Center
- Chicago Theatre
- Visit Fuller Park
- Visit The Loop
- Visit East Village
- University of Chicago
- Civic Opera House
- American Police Center & Museum
- Visit Avalon Park
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- Ida B Wells House
- Bond Chapel
- Visit Grace Abbott Homes
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- Muddy Waters’ House
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- Visit Wicker Park
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- 49th Street Beach
- Visit Jackson Park Highlands
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- Visit Chicago Lawn
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- Grant Park
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