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Top Retreat locations in Chicago, IL

  • $588/hr
  • New
  • 5.0 (0)
  • Instant book
  • Responds within a day
  • Chicago, IL
  • $588/hr
  • New
  • 5.0 (0)
  • Instant book
  • Responds within a day
  • Chicago, IL
Burnham Boardroom
  • $150/hr
  • New
  • 5.0 (0)
  • Instant book
  • Responds within a day
  • Chicago, IL
Massive luxury Lincoln park mansion
  • $125/hr
  • New
  • 5.0 (0)
  • Instant book
  • Responds within 1 hr
  • Chicago, IL
12,600 SF Chicago Historic Gem
  • $250/hr
  • New
  • 5.0 (0)
  • Instant book
  • Responds within a few hours
  • Chicago, IL
Universal Cozy Space
  • $50/hr
  • New
  • 5.0 (0)
  • Instant book
  • Responds within a few hours
  • Chicago, IL

How to find Retreat locations in Chicago, IL
Explore Retreat location in Chicago, IL and book your location in minutes.

1. Search

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2. Book

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Frequently Asked Questions about Retreat venues

Do I need my own production or event insurance in Chicago?
Yes. All renters are required to carry Comprehensive Liability and Property Damage insurance with liability coverage of no less than $1,000,000.
What protection plans are available for bookings in Chicago on Giggster?
Giggster offers Damage Protection coverage that you can add to a booking at checkout. Learn more about Giggster's Damage Protection coverage.
What types of locations can I book in Chicago?
You can choose from 42 types! Just search for locations in Chicago at, then click 'Filters' to look for something specific.
How many Retreat locations are available in Chicago?
Right now, there are 276 Retreat locations available in Chicago.
What payment methods does Giggster accept for Chicago bookings?
You can pay for your booking with a credit card, or with ACH or wire transfer for bookings over $4k.
What is the cancellation policy for Chicago guests on Giggster?
Refund options vary, based on when the booking is canceled. Learn more about Giggster's cancellation and refund policy.
What are the cleaning and safety policies for Chicago locations on Giggster?
Now more than ever, your health and safety is our number one priority. We've outlined specific health and safety requirements for both hosts and guests. Learn more about Giggster's COVID-19 Health & Safety Measures.
What locations available near Chicago?
You'll find up to 42 different types of locations in Chicago. Just start a search at and narrow things down with the 'Filter' option.
Is there an extra cost to add more attendees to my Chicago booking?
Yes. Pricing tiers are based on group size. For example, if you booked a space for a group of 1-5 for $30/hr, the price per person is $6/hr. Each additional person would increase the rate by $6/hr.
How much are average location rentals in Chicago?
Rental rates vary with the type and features of the location, but the average rate in Chicago is $291 per hour.
Why should I choose Giggster over other platforms offering rentals in Chicago?
Giggster's got your back — and we know our stuff. Our Customer Support team is knowledgeable and accessible, we offer white glove Concierge service to help you find the perfect location, and we're experts on the unique needs of production teams.
What is the price range for Retreat locations in Chicago, IL?
Booking prices vary with the property type, features, and rental length, but generally a 1-hour booking will be in the range of $50 to $588.
Which Retreat locations are most popular in Chicago, IL in 2023?
The top 3 Retreat locations in Chicago, IL right now are Sullivan , Olmstead and Burnham Boardroom .
How do I book a Chicago location on Giggster?
When you find the right venue, you can connect with the host to get additional info and work out the details. Once everything is all set, you can book and pay for the location in a couple of clicks. Learn more about booking locations.
How do I cancel a Chicago reservation request?
You can contact our team to request a cancellation. Learn more about our cancellation policy.

Have a question about Retreat in Chicago, IL? Ask our City Guides

Find Retreat locations in Chicago, IL

About Chicago

There is probably a lot that you already know about Chicago. You probably know that it is also called the Windy City thanks to the gusts that spread through the streets off the waters of Lake Michigan. You may also know that it has been home to some pretty famous people - notably notorious gangster, Al Capone, and former first family, the Obamas.

What you might not know is that it has some pretty outstanding architecture, or that it is home to 24 Michelin-starred restaurants. There are a lot of things happening in Chicago of late and it is looking good. Whether you are an outdoorsy sort of person or like to stay in and enjoy art and history, the Windy City has something for everyone.

While you are looking for your prime retreat location in Chicago, be sure to take the time to enjoy some of the attractions like the Art Institute of Chicago, the Field Museum, and Millennium Park.

Retreat Location Options in Chicago

When you are looking for a calming space to host a retreat, there are a few things to consider. It is best to have local companies who specialize in Chicago retreat locations to help you plan it all.

  • Catering
    When you are going to a retreat, you often don’t leave or associate with the outside world during your time there. As such, you are going to need to cater to your guests fully - breakfast, lunch, dinner, snacks - all of it, and make sure you are covering all necessary dietary requirements. A caterer can do all that for you.

  • Decor
    If you are setting up a space for people to get away from it all, decor, vibe, and atmosphere are all massively important components to consider. What do you want your guests to feel during their stay? What decor reflects that?

  • Transportation
    The majority of the time, retreats don’t tend to happen in city centers close to airports and major train hubs. So, it is worth looking into some kind of shuttle bus or transfer system from these major travel stations to your Chicago retreat location.

Retreat Location Companies in Chicago

You will have your hands full planning the perfect retreat - why not let the pros help? There is no reason for you to do it all. Chicago has some of the best retreat location experts in the state from catering to décor.

  • Blue Plate Catering
    If you are looking for fresh, vibrant, seasonal cuisine that looks Instagram-ready, look no further than Blue Plate Catering. With over 35 years of experience catering to the needs of the Chicago elite, they know what they are doing. Not only does their food look awesome, but it also tastes spectacular as well.

  • Tablescapes
    To create a zen-like and tranquil space while keeping the area stylish enough for your guest’s tastes, check out the inventory and reviews at Tablescapes. This company has been in business for years and they love their job so it will be amazing no matter what. With a rotating list of guest designers, they are at the cutting edge of interior design and decor.

  • Infinity Transportation
    Looking to get to your retreat in comfort with tons of luggage storage for all your guest’s bags? Then check out Infinity Transportation. Proudly serving Chicago since 1998, they can get you where you need to go. With professional, vetted drivers or personal chauffeurs and fabulous rides, you cannot go wrong with Infinity Transportation.

Pros and Cons of Retreat Locations in Chicago

Even though Chicago is a pretty great city, it is important to weigh up the pros and cons. Before finalizing any plans for your Chicago retreat location, find out what to expect.


  • Landscape
    As Chicago sits on the edge of one of America’s great lakes, Lake Michigan, the view out from the skyline is as spectacular as looking at the city itself. Being as large as it is, it acts more as an expanse of open water than an inland lake.

  • Food
    Even though Chicago has a reputation for delicious, if not high-class, foods such as hotdogs and deep pan pizza pies, that doesn’t mean that there are not amazing restaurants of all cuisines to be found in the city.

  • Travel connections
    Despite seemingly being isolated from other large cities like New York and LA, Chicago is amazingly well connected via Amtrak services, the iconic Route 66, and the huge Chicago O’Hare airport. So, wherever you are traveling from you can get here with minimal drama.

  • Diversity
    As a city, there is an amazing, beautiful diversity that can be experienced in Chicago. This can be seen in the history of the city, the food, the festivals, the people, and the culture that’s made Chicago what it is today.


  • Pollution
    Unfortunately, a combination of misuse of the water system over the past few decades and an increased population in the city have manifested themselves in very high levels of both water and air pollution. Although they are trying to be greener, it is something to note.

  • Weather
    Anyone who’s either been in Chicago in the winter or seen photos or footage of it will know that it can get very intense. Think huge amounts of snow and ice and freezing temperatures - pack accordingly!

  • Crime
    Unfortunately, like many major cities, crime is still a bit of an issue in certain parts of Chicago. Although the mob rule that Capone had over the city has long since passed, it is always a good idea to be sensible and safe.

  • Poverty
    When there is a situation with high taxation, crime, and rising populations, poverty often follows. The national average is 13% and Chicago on average is at 20% with some areas having poverty levels of between 40% and 60%.

Famous Locations in Chicago

  • Navy Pier
    If you are looking to head down to the shoreline of Lake Michigan and have a good time with family or friends, then Navy Pier is the destination for you. With dozens of restaurants, bars, shops, and attractions, it is great for the whole family.

  • Michigan Avenue
    If you are looking for something a little bit more upmarket with shops, restaurants, and more, then head to Michigan Avenue, otherwise known as the Magnificent Mile. It is also the location of Chicago’s theatre district, and it is a must-visit.

  • Wrigley Field
    Are you a big fan of America’s favorite pastime? If so then you are definitely going to want to either catch the Cubs in action or take a tour around the second oldest and one of the most famous ballparks in the country. Whatever your franchise allegiances, Wrigley Field is a Chicago institution!