Valentine's Day Babysitters Chicago, IL (Contact for Free)

Secure your Valentine's Day babysitter early for this very popular babysitting date. See our Pay Rates.

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Kayla Cielocha
Chicago, IL

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Activity summary

Member since: May 2023

Valentine's Day Babysitter, Babysitter

Child ages I'm comfortable caring for:

Toddlers (1 - 2 years)
Preschoolers (3 - 4 years)
Small school kids (5 - 8 years)
Tweens (9 - 12 years)
Teenagers (13+ years)
Up to 3 children at once

Childcare duties I can do:

Light meals
Full meals
Bottle feeding
Taking kids on outings
Changing diapers
Bathing kids
Help with homework
Care for twins/multiples

Household duties I can do:

Laundry / washing
Grocery shopping
Running errands

Pet sitting

Pets I'm comfortable caring for:

Dogs
Cats
Birds
Fish
Small animals (rabbits, ferrets, etc.)

I can do house sitting

House sitting

Other services I can provide

Cleaning
Elderly care / companionship

My availability

I'm looking for Casual/temporary, Full-time employment.

I can travel to neighboring suburbs/towns of Chicago for work.

Here's my weekly availability:

Morn

✓ ✓ ✓ ✓ ✓ - -

Day

✓ ✓ ✓ ✓ ✓ - -

Arvo

- - - - - - -

Eve.

✓ ✓ ✓ ✓ ✓ - -

Nite

- - - - - - -

I'm available for:

Valentine's Day
Overnight jobs
Full weekends
Vacations with the family

My credentials

I'm happy to provide written documentation of my qualifications and credentials:

Childcare credentials:
- I have child car seats

Pet credentials:
- I'm comfortable with pets

General credentials:
- Email verified
- 21 years old
- Covid vaccinated
- Languages I can speak: English

Contact Kayla For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

Babysitter

Parent helper

Nanny

Au pair

How many kids need care?

× Newborns

(0 - 2 months)

× Babies

(3 - 12 months)

× Toddlers

(1 - 2 years)

× Preschoolers

(3 - 4 years)

× Small school kids

(5 - 8 years)

× Tweens

(9 - 12 years)

× Teenagers

(13+ years)

Pet sitting

× Dogs

× Cats

× Birds

× Fish

× Reptiles

× Small animals

(rabbits, ferrets, etc.)

Other pet services you need:

Pet checker (home visits to check on pets)

Pet daycare (at sitters place)

Pet boarding (overnight at sitters place)

Dog walking

× Small dogs (0—22lbs / 0—10kg)

× Medium dogs (22—44lbs / 10—20kg)

× Large dogs (44—88lbs / 20—40kg)

× Giant dogs (+88lbs / +40kg)

Enter your location

Your full name

Your email (remains private)

I agree to the Kidsit Terms. I am 18+ years, or 16/17 years and have permission from my parent or guardian to use this website.

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Select the Services You Need

Do you need childcare services?

Babysitter

Parent helper

Nanny

Au pair

How many kids need care?

× Newborns

(0 - 2 months)

× Babies

(3 - 12 months)

× Toddlers

(1 - 2 years)

× Preschoolers

(3 - 4 years)

× Small school kids

(5 - 8 years)

× Tweens

(9 - 12 years)

× Teenagers

(13+ years)

Do you need pet sitting services?

× Dogs

× Cats

× Birds

× Fish

× Reptiles

× Small animals

(rabbits, ferrets, etc.)

Other pet services you need:

Pet checker (home visits to check on pets)

Pet daycare (at sitters place)

Pet boarding (at sitters place)

Do you need dog walking services?

× Small dogs (0—22lbs / 0—10kg)

× Medium dogs (22—44lbs / 10—20kg)

× Large dogs (44—88lbs / 20—40kg)

× Giant dogs (+88lbs / +40kg)

Your location

Your full name

Your email (remains private)

I agree to the Kidsit Terms. I am 18+ years, or 16/17 years and have permission from my parent or guardian to use this website.

Babysitting Pay Rates Chicago, IL, United States (Updated 5 Oct 2025)

Chicago babysitters are paid an average of $20.14 per hour as of October 2025, which is 0.7% higher than the Illinois average of $20.01, and 9.3% higher than the United States average of $18.43. A fair pay rate depends on babysitter credentials, specific job requirements, and local demand for babysitting services in Chicago.
1 Kid	2 Kids	3+ Kids
Chicago:
$18.31	$20.14	$21.97
Illinois:
$18.19	$20.01	$21.83
United States:
$16.75	$18.43	$20.10

Rates are calculated weekly from our live member data. Prices are shown in United States dollars (USD). If you republish our rates please credit kidsit.com 😊

Don't know how much to pay? See our parents' guide to babysitting pay rates

Top 10 Tips For Hiring A Valentine's Day Babysitter

Follow these handy tips for hiring a Valentine's Day babysitter so you can enjoy a romantic evening while knowing your kids are in safe hands.

1. Book early

Valentine’s Day is a high-demand night for babysitters, so secure someone well in advance.

2. Expect holiday rates

Babysitters often charge extra for special occasions, so budget for a premium.

3. Choose someone trusted

Go with a sitter your kids already know, or someone with strong references if it’s their first time.

4. Confirm late-night availability

Make sure the sitter is comfortable staying until your return, even if it’s late.

5. Share bedtime routines

Provide clear instructions for dinner, storytime, and bedtime so the evening runs smoothly.

6. Leave fun activities

Stock up on games, crafts, or a movie to keep the kids entertained while you’re out.

7. Plan a simple dinner for kids

Prepare or order something easy the babysitter can serve without stress.

8. Leave emergency contacts

Give them your number, backup contacts, and any medical details they might need.

9. Set house rules

Be clear on snacks, screen time, and bedtime flexibility.

10. Show appreciation

Since they’re working on a date night, consider a bonus, chocolates, or a thank-you note.

See our parents' guide to Valentine's Day babysitting for more detailed information.

Valentine's Day Babysitter Interview Questions

Ask the following questions when interviewing Valentine's Day babysitter candidates so you can enjoy a stress-free date night knowing your kids are well cared for.

Experience & Background

Have you babysat on holidays or special occasions before (like Valentine’s Day)?
What ages of children do you have the most experience caring for?
Are you comfortable caring for multiple children at once?
How do you usually keep kids entertained in the evening?

Availability & Flexibility

Are you available to work late into the evening if needed?
Do you have reliable transportation to and from our home that night?
How do you feel about working on Valentine’s Day, when many sitters are in demand?

Care & Routines

How do you handle dinnertime and bedtime routines when parents are out late?
Are you comfortable preparing and serving a simple meal or snacks?
How do you keep kids calm and happy if they miss us while we’re out?
Would you plan activities (games, crafts, movie night) to make the evening fun?

Safety & Emergencies

Are you CPR and first aid certified?
How would you handle an emergency if we’re not immediately reachable?
What steps would you take if a child refuses to go to bed or becomes upset?

Communication & Reliability

How do you usually keep parents updated while babysitting (texts, calls, photos)?
What’s your backup plan if something prevents you from coming at the last minute?
Are you comfortable working later than planned if our evening runs long?

Personality & Fit

What do you enjoy most about babysitting on special occasions?
How do you balance keeping the night fun but still structured?
Why do you think you’d be a great fit for our family on Valentine’s Day?