+ Profile + Job

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.

Show all babysitters in Chicago


Debra Jimison

Debra Jimison
Chicago, IL

Activity summary

Member since: Jul 2024

Hey I’m Debbie and I’m just interested in helping as much as possible

Hey love I’m currently getting ready to start work but I’m still available. I don’t start work until the next 2 weeks so far I am available. I love helping out and I could use the extra cash as a side hustle for myself. I just moved back to chicago in February, I left at 19 to go to college and I came back to work and stack up more money to make sure I’m good , just a fresh start. I love kids , I love watching tv with the kids, playing, I even specialize in housekeeping and caregiving.

Valentine's Day Babysitter, Babysitter, Nanny $20/hour

Child ages I'm comfortable caring for:

  • Newborns (0 - 2 months)
  • Babies (3 - 12 months)
  • Toddlers (1 - 2 years)
  • Preschoolers (3 - 4 years)
  • Small school kids (5 - 8 years)

Childcare duties I can do:

  • Light meals
  • Full meals
  • Toilet training
  • Changing diapers
  • Bathing kids
  • Help with homework

Household duties I can do:

  • Housekeeping
  • Laundry / washing

I can do tutoring

  • Tutoring

I can do house sitting

  • House sitting

Other services I can provide

  • Cleaning
  • Elderly care / companionship

My availability

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

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

Here's my weekly availability:

M T W T F S S

Morn

✓ ✓ ✓ ✓ ✓ ✓ ✓

Day

✓ ✓ ✓ ✓ ✓ ✓ ✓

Arvo

✓ ✓ ✓ ✓ ✓ ✓ ✓

Eve.

✓ ✓ ✓ ✓ ✓ ✓ ✓

Nite

✓ ✓ ✓ ✓ ✓ ✓ ✓

I'm available for:

  • Last minute bookings
  • School holidays
  • Public holidays
  • New Year's Eve
  • 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:

  • 8 years experience working with children
    • I'm a parent
  • General credentials:
    • Email verified
    • 32 years old
    • Covid vaccinated
    • Languages I can speak: English

My skills and interests:

  • Music
  • Singing
  • Dance
  • Comedy
  • Drawing / painting
  • Arts / crafts
  • Nature
  • Cooking

Contact Debra For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

Powered by Google

(remains private)

Default user image

Saf Bar
Skokie, IL

Activity summary

Member since: Oct 2024

Valentine's Day Babysitter, Babysitter, Parent helper $25/hour

Child ages I'm comfortable caring for:

  • Preschoolers (3 - 4 years)
  • Small school kids (5 - 8 years)
  • Tweens (9 - 12 years)

Childcare duties I can do:

  • Light meals
  • Full meals
  • Taking kids on outings
  • Help with homework
  • Care for twins/multiples

I'm available for events

  • Special event babysitting
  • Wedding babysitting

I can do tutoring

  • Tutoring

Pet sitting $20 / hour

Pets I'm comfortable caring for:

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

Other pet duties I can do:

  • Pet playtime

Dog walking $20 / hour

  • Small dogs (0—22lbs / 0—10kg)
  • Medium dogs (22—44lbs / 10—20kg)
  • Large dogs (44—88lbs / 20—40kg)

Other pet services I can provide

  • Pet daycare (at my place during the day)
  • Pet boarding (at my place overnight)

Other services I can provide

My availability

I'm looking for Casual/temporary employment.

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

Here's my weekly availability:

M T W T F S S

Morn

- - - - - - -

Day

- - - - - ✓ -

Arvo

- - - - - ✓ -

Eve.

- ✓ - - ✓ ✓ -

Nite

- ✓ ✓ - ✓ - -

I'm available for:

  • Last minute bookings
  • School holidays
  • Public holidays
  • Valentine's Day
  • Overnight jobs
  • Vacations with the family

My credentials

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

  • 6 years experience working with children
    • CPR training
    • First aid training
  • 5 years experience working with pets
    • I'm comfortable with pets
  • General credentials:
    • Email verified
    • 18 years old
    • Non-smoker / non-vaper
    • Permanent resident
    • Languages I can speak: English, Hindi, and Spanish

My skills and interests:

  • Music
  • Reading / storytelling
  • Drawing / painting
  • Arts / crafts
  • Nature
  • Gardening
  • Cooking
  • Design

Contact Saf For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

Powered by Google

(remains private)

Alejandra Figueroa

Alejandra Figueroa
Chicago, IL

Activity summary

Member since: Jun 2023

Welcome message:

Hello !! If you want your kids to have the best time it’s definitely here . I have a variety of skills ranging from great activities to dancing and exercise! I love painting and DIY! I am fluent in Spanish, reading and writing I can teach them if needed . I can also cook very well !

Valentine's Day Babysitter, Babysitter, Parent helper, Nanny $15/hour

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 1 child at once

Childcare duties I can do:

  • Light meals
  • Full meals
  • Bottle feeding
  • Taking kids on outings
  • Help with homework

Household duties I can do:

  • Housekeeping

Pet sitting $15 / hour

Pets I'm comfortable caring for:

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

Other services I can provide

  • Yard work
  • Cleaning

My availability

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

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

Here's my weekly availability:

M T W T F S S

Morn

✓ ✓ - ✓ ✓ ✓ -

Day

✓ - - ✓ ✓ - -

Arvo

✓ - - ✓ ✓ - -

Eve.

✓ - - ✓ ✓ - -

Nite

- - - - - - -

I'm available for:

  • School holidays
  • Valentine's Day
  • Vacations with the family

My credentials

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

  • 2 years experience working with children
    • I carry a first aid kit
  • Pet credentials:
    • I'm comfortable with pets
  • General credentials:
    • Email verified
    • 23 years old
    • Non-smoker / non-vaper
    • Languages I can speak: English and Spanish

My skills and interests:

  • Music
  • Dance
  • Reading / storytelling
  • Drawing / painting
  • Arts / crafts
  • Sports
  • Fitness
  • Gardening
  • Cooking
  • Video
  • Writing
  • Foreign languages

Contact Alejandra For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

Powered by Google

(remains private)

Default user image

Kayla Cielocha
Chicago, IL

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:

M T W T F S S

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

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

Powered by Google

(remains private)

Page 2 of 2

Prev 1 2

Select the Services You Need

Do you need childcare services?

How many kids need care?

Do you need pet sitting services?

Other pet services you need:

Do you need dog walking services?

Powered by Google

(remains private)


Babysitting Pay Rates Chicago, IL, United States (Updated 25 Oct 2025)

Chicago babysitters are paid an average of $20.19 per hour as of October 2025, which is 0.7% higher than the Illinois average of $20.04, and 9.4% higher than the United States average of $18.45. 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:
$18.35 $20.19 $22.02
Illinois:
$18.22 $20.04 $21.86
United States:
$16.77 $18.45 $20.12

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?