Chicago

Boutique Hotels Chicago

Select your dates to find cosy boutique hotels in Chicago that feel truly local.

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Hotel star rating
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Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Boutique Hotels Chicago

Explore charming boutique hotels with style and personality in Chicago
Recommended
Lowest price
Closest to downtown
Top reviewed
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Restaurant
Very Good
203 reviews
8.7/10
1 night
From S$ 222
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Restaurant
Great
149 reviews
9.2/10
1 night
From S$ 413
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Bar, Restaurant
Very Good
100 reviews
8.3/10
1 night
From S$ 270
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Café, Bar, Restaurant
Great
264 reviews
9.1/10
1 night
From S$ 286
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99+
Hotels in Prospect Heights
Featured facilities: Swimming Pool, Bar, Restaurant
Good
111 reviews
7.7/10
1 night
From S$ 172
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Restaurant
Very Good
112 reviews
8.8/10
1 night
From S$ 167
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Swimming Pool, Bar, Restaurant
Great
128 reviews
9.3/10
1 night
From S$ 434
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99+
Hotel near Chicago Loop,Chicago
Featured facilities: Café, Bar, Restaurant
Great
80 reviews
9.3/10
1 night
From S$ 294
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Restaurant
Great
54 reviews
9.2/10
1 night
From S$ 855
Check Availability
99+
Hotel near Chicago Loop,Chicago
Featured facilities: Bar, Restaurant
Very Good
112 reviews
8.9/10
1 night
From S$ 304
Check Availability
See All Boutique Hotels in Chicago

FAQs

What are the top hotels in Chicago near Millennium Park?

Some of the top hotels in Chicago near Millennium Park include The Palmer House Hilton (from S$ 299), Swissotel Chicago (from S$ 295) and Hyatt Regency Chicago (from S$ 394), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.

What is the average price of a hotel in Chicago for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago this weekend is S$ 467 per night. For a 4-star hotel, the average cost is S$ 605 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost S$ 1,452 per night.

How much do hotels in Chicago cost per day during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago during weekdays is S$ 405 per night. For a 4-star hotel, you can expect to pay around S$ 565 per night. If you're seeking a luxury stay, 5-star hotels in Chicago generally cost S$ 1,353 per night on weekdays.

What are the best places to stay in Chicago?

Some of the best places to stay in Chicago are near popular attractions like Millennium Park, Willis Tower and Magnificent Mile, offering easy access to key sights and amenities.

What are the best budget-friendly hotels in Chicago?

What are the best pet-friendly hotels in Chicago?

Club Quarters Hotel, Central Loop (from S$ 184), Aloft Chicago Mag Mile (from S$ 238) and Best Motel By OYO Chicago I-90 (from S$ 101) are the best pet-friendly hotels that welcomes your furry friends. Enjoy your stay with your pets by your side!

How to get good deals on hotels in Chicago?

Trip.com provides various promotions, discounts and special offers all year round. You can check the promotions page for the latest promotions on Trip.com.