Search for Cheap Deals on
Luxury & Trendy Hotels in Chicago

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Hotels in Chicago

The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
4 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min drive from Wrigley Field
The price is $84 per night from Mar 20 to Mar 21
$84
per night
Mar 20 - Mar 21
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking. Our guests praise the helpful staff and the clean ...
The Chicago Hotel Collection - Magnificent Mile
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
3.5 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min drive from Wrigley Field
The price is $101 per night from Mar 24 to Mar 25
$101
per night
Mar 24 - Mar 25
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free WiFi, breakfast, and onsite parking. Our guests praise the helpful staff and the clean rooms in our ...
The Whitehall Hotel, BW Premier Collection
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min drive from Wrigley Field
The price is $85 per night from Mar 20 to Mar 21
$85
per night
Mar 20 - Mar 21
Stay at this 4-star boutique hotel in Chicago. Enjoy a 24-hour health club, onsite parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Hotel Felix River North/Magnificent Mile
ACME Hotel Company
ACME Hotel Company
3.5 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min drive from Wrigley Field
The price is $114 per night from Mar 21 to Mar 22
$114
per night
Mar 21 - Mar 22
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and onsite parking. Our guests praise the bar and the helpful staff in our ...
ACME Hotel Company
Ivy Boutique Hotel
Ivy Boutique Hotel
4.5 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min drive from Wrigley Field
The price is $131 per night from Mar 31 to Apr 1
$131
per night
Mar 31 - Apr 1
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Ivy Boutique Hotel
Hotel Lincoln
Hotel Lincoln
4 out of 5
Fully refundable
  • 6 min drive from Wrigley Field
The price is $91 per night from Apr 2 to Apr 3
$91
per night
Apr 2 - Apr 3
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the restaurant and the bar in our reviews. ...
Hotel Lincoln
The Willows Hotel
The Willows Hotel
3 out of 5
Fully refundableReserve now, pay when you stay
  • 21 min walk from Wrigley Field
The price is $94 per night from Mar 27 to Mar 28
$94
per night
Mar 27 - Mar 28
Stay at this 3-star boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and onsite parking. Our guests praise the helpful staff and the clean rooms ...
The Willows Hotel
The Majestic Hotel
The Majestic Hotel
3 out of 5
Fully refundableReserve now, pay when you stay
  • 7 min walk from Wrigley Field
The price is $99 per night from Mar 20 to Mar 21
$99
per night
Mar 20 - Mar 21
Stay at this 3-star boutique hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
The Majestic Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min drive from Wrigley Field
The price is $112 per night from Mar 31 to Apr 1
$112
per night
Mar 31 - Apr 1
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Eurostars Magnificent Mile
Gale Chicago
Gale Chicago
4 out of 5
  • 9 min drive from Wrigley Field
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Navy Pier and Grant Park are located ...
Gale Chicago
Kimpton Hotel Monaco Chicago, an IHG Hotel
Kimpton Hotel Monaco Chicago, an IHG Hotel
4.5 out of 5
Fully refundable
  • 11 min drive from Wrigley Field
The price is $161 per night from Mar 31 to Apr 1
$161
per night
Mar 31 - Apr 1
Stay at this 4.5-star luxury hotel in Chicago. Enjoy WiFi, room service, and a fitness center. Our guests praise the restaurant and the helpful staff in our ...
Kimpton Hotel Monaco Chicago, an IHG Hotel
The Talbott Hotel
The Talbott Hotel
4 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min drive from Wrigley Field
The price is $127 per night from Mar 28 to Mar 29
$127
per night
Mar 28 - Mar 29
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
The Talbott Hotel
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.

Boutique Hotels in Chicago

You’re a swim-against-the-current type. When everyone’s going right, you go left. And you like the finer things with all the special touches included. Run-of-the-mill getaways just aren’t your vibe. There’s only one way to really do it up on your last-minute trip to Chicago, and that’s with boutique hotels.

Unique Stays Just for You

When you’re ready to get away in a major way, any old hotel in Chicago won’t do. You’re looking for exclusive spots that offer a one-of-a-kind experience. Vanilla accommodations? Not on your radar. And spending your entire travel budget on the best boutique hotels in Chicago doesn’t have to be a thing—you can get so much more for a lot less when you book a Hotwire Hot Rate hotel deal for your just-right place. Get all that far-from-common experience wrapped up in one boutique hotel room for an unparalleled price.

Cheap Boutique Hotels in Chicago

Booking boutique hotels in Chicago is a fast-track to the rarest of good times on your getaway. With attention to every small detail and design that you just won’t find in big-name spots, you can rest assured that your stay will be as unique as you are. From Instagram-worthy places to snap to cooler-than-cool décor and intimate and cozy interiors, boutique hotels serve up an aesthetic you won’t find when you just reserve a room wherever. There’s no cookie-cutter nonsense here.

Frequently Asked Questions About Boutique Hotels

How to get last-minute deals on boutique hotels in Chicago?

Getting amazing boutique hotel deals is a breeze when you book a Hotwire Hot Rate hotel for your stay, even when you’re dealing with a time crunch. In fact, you could save up to 60% off versus booking a listed rate two weeks earlier. With affordable boutique hotels as low as $84, these last-minute deals are totally something to write home about.

How many boutique hotels are in Chicago?

With 4,924 boutique hotels in Chicago, you can make sure you get exactly what you want for just what you want to pay. And thanks to Hotwire Hot Rate hotel deals, you can get wildly good prices on these one-of-a-kind spots. Four-star hotels for 2-star prices kind of deals. And you don’t even have to wait to wish on a shooting star.

How to find cheap boutique hotels in Chicago?

Booking boutique hotels in Chicago takes just minutes and gets you everything you want in your tailor-made vacay. Simply peruse the most unique deals around and take your pick from the prime. If you book a Hotwire Hot Rate hotel deal, keep in mind that you won’t know the exact hotel until after you’ve reserved, but know your spot will be perfectly unique and just your taste. And cost you way less than you expected.

Is it safe to travel to Chicago during the coronavirus (COVID-19) crisis?

With all of the recent COVID-19 closures and reopenings, you may be wondering is it safe to travel to Chicago right now. Before booking your last-minute boutique hotel deal in Chicago, be sure to check the latest information on all safety measures, closures, and guidance on traveling during the coronavirus.