Visiting the Windy city with your child(ren)? Not a problem! It is our pleasure to serve hotels throughout Chicago with fully screened babysitters to traveling families visiting the area. Our professional childcare providers are here to ensure your little ones are safe, always engaged, and well cared for!
Voted by Conde Nast as the best big city in the U.S. for 5 straight years, there’s no shortage of fun adventures to be had! The award winning food scene is as diverse as the city itself. From classic Chicago dishes to globally inspired plates, you stomach is sure to be satisfied in this city. If Museums are more your speed you can meet the world’s largest dinosaur, step inside a whirling tornado, or admire world class art in the handful of gallerias throughout Chicago! And how could one forget the countless outdoor adventures that await visitors in the “city in a garden!” One can bike the Lakefront Trail, take a boat cruise on the Chicago River, or kayak alongside the scenic skyline, and let’s not forget “The Bean” in iconic Millennium Park!
Let us connect you with our Chicago babysitters, nannies, and childcare professionals in a instant! Our sitters our fully screened and trusted! We come to your destination, whether at it’s your hotel, vacation rental, or Airbnb!
Babysitting Services in Chicago, IL
- Professional
- First Aid Certified
- CPR Certified
- Background & Reference Checked
- Drug Tested
Babysitters
Every sitter arrives with a bag of games, books, and age-appropriate activities for your children.
Pet Sitting
Traveling with your pet? Hire a sitter to feed, play, walk, and snuggle with your pet, because pets are family too!
Wedding Childcare
We provide on-site childcare at your hotel or venue. We work directly with your wedding coordinator or venue.
Event Childcare
We provide stress-free group childcare that fits your budget and a wide variety of activities for your function.
Special Needs
We work with families of children with special needs
We don't sit, we play!
®Multilingual
We have sitters who speak multiple languages
Babysitting Rates in Chicago, IL
Book a Sitter Contact Us More Locations
- All sits will be charged at least a four-hour minimum.
- Your location may have additional fees, such as parking fees.
- Babysitters may be paid with credit card.
- In order to cancel a sit reservation, you must speak to a live person.
- Please read our Cancellation Policy.
Number of Children
Price per Hour
Misc
Major Credit Cards Accepted:
Babysitting Service Locations
Arizona
- Phoenix
California
- Los Angeles County
- Orange County
- San Diego County
- San Francisco
- Santa Barbara
- Palm Springs
Florida
- Orlando
- Miami
- Tampa
Georgia
- Atlanta
Illinois
- Chicago
New Locations Coming Soon
Colorado
- Denver
District of Columbia
- Washington
Hawaii
- Honolulu
Louisianna
- New Orleans
Massachusetts
- Boston
New York
- New York
Texas
- Dallas
Things To Do in Chicago, IL
Give Parents Peace of Mind®
Features & Benefits
We know (also from personal experience) how hard it is to leave your children with a childcare provider, so we’ve made sure to give parents peace of mind® with Destination Sitters’ standards!
Entertainment
Our sitters bring a bag of toys, games, and books for the children’s entertainment.
Background Checked
Every sitter is background checked.
Reference Checked
All of our sitters are interviewed and reference checked personal and professional.
Drug Tested
Drug testing is part of our prescreening process.

We don't sit, we play!
®First Aid Certified
Our baby sitters are all First Aid Certified.
CPR Certified
All of our babysitters are CPR Certified.
Multilingual *
Upon request, we have sitters who can care for families of children who speak other languages.
Special Needs *
We have sitters who can care for children with special needs.