Search for Cheap Deals on
Luxury & Trendy Hotels in Old Town Chicago

Photo by trenton.badillo

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 Old Town Chicago

Hotel Lincoln
Hotel Lincoln
4 out of 5
Fully refundable
  • 6 min walk from Second City
The price is $107 per night from May 13 to May 14
$107
per night
May 13 - May 14
Stay at this boutique hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the restaurant and the bar in our reviews. Popular ...
Hotel Lincoln
The Sono Chicago
The Sono Chicago
3.5 out of 5
  • 6 min walk from Second City
The price is $156 per night from Apr 24 to Apr 25
$156
per night
Apr 24 - Apr 25
Stay at this 3.5-star B&B in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Sono Chicago
See all 4,089 properties in Old Town Chicago
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 Old Town 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 Old Town 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 Old Town 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 Old Town 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 Old Town Chicago

Booking boutique hotels in Old Town 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 Old Town 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 $107, these last-minute deals are totally something to write home about.

How many boutique hotels are in Old Town Chicago?

With 4,089 boutique hotels in Old Town 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 Old Town Chicago?

Booking boutique hotels in Old Town 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 Old Town 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 Old Town Chicago right now. Before booking your last-minute boutique hotel deal in Old Town Chicago, be sure to check the latest information on all safety measures, closures, and guidance on traveling during the coronavirus.