Babysitting and Nanny Jobs in Chesterton IN

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Found 191 babysitting and nanny jobs within 50mi of Chesterton IN 46304. Showing 1 to 24. Sorted by

Infant Care - Flexible Hours in Evergreen Park

Evergreen Park, IL | 34 mi

Start Date: 19 Jul 25
Applications Close: 26 Jul 25

Posted by Ariel 8 days ago

Job Details: Casual Babysitting

$20 per hour

Calling all experienced infant caregivers! We're seeking a compassionate sitter for our adorable 5-month-old baby boy. Opportunity Highlights: • Occasional, flexible part-time hours • Competitive pay: $20-$23 per hour • Located in charming Evergreen Park, IL Your Responsibilities: • Providing loving infant care • Feeding and burping • Diaper changes • Occasional daycare pick-ups Must-Have Requirements: • Reliable personal transportation • Previous experience with multiple children • Comfortable with evening/flexible shifts Perfect for a nurturing, detail-oriented caregiver who loves spending time with infants and can adapt to a dynamic family schedule!

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NEW! Fun Family Needs Experienced Sitter for 4 Kids

Country Club Hills, IL | 35 mi

Start Date: 21 Jul 25
Applications Close: 21 Jul 25

Posted by Tasha a day ago

Job Details: Casual Babysitting

$18 per hour

Calling all amazing sitters! We're looking for a reliable childcare pro to spend quality time with our four awesome kids. Job Details: • Date: July 21, 2025 • Time: 1:00 PM - 3:00 PM • Pay: $18-$23 per hour Our Kids: • Ages range from preschool to elementary • Energetic and fun-loving group What We Need: • Experience caring for multiple children • Reliable transportation (must have own car) • Patient and attentive demeanor Your Responsibilities: • Supervise playtime • Prepare light snacks • Help with homework if needed • Create a safe and engaging environment • Light tidying up Are you the organized, caring sitter we're looking for? We can't wait to meet you!

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NEW! Fun Summer Babysitting - North Center Kids!

Chicago, IL | 36 mi

Start Date: 25 Jul 25
Applications Close: 24 Jul 25

Posted a day ago

Job Details: Casual Babysitting

$25 per hour

Looking for an awesome one-time babysitter for two fantastic kids! Location: Near Irving Park and Western in Chicago, IL Job Details: • Date: July 25th • Hours: 8:30 AM - 4:00 PM • Children: 2 siblings (ages 6-11) Compensation: • Hourly Rate: $25-28 per hour We need a caring, energetic sitter who can keep these kiddos engaged and happy during a summer day. If you're great with elementary-aged children and love creating fun memories, we want to hear from you!

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NEW! Fun Summer Playdate in Chicago

Chicago, IL | 36 mi

Start Date: 19 Jul 25
Applications Close: 02 Aug 25

Posted a day ago

Job Details: Casual Babysitting

$19 per hour

Exciting Babysitting Opportunity for a Playful 4-Year-Old! Seeking a warm and engaging sitter for my curious son during our Chicago visit. Job Highlights: • One-time summer babysitting gig • Perfect for energetic, child-loving sitter • Hourly rate: $19-35 per hour Child Details: • Age: 4 years old • Loves reading and interactive play • Curious and fun personality Sitter Requirements: • Non-smoker • Comfortable with light housekeeping • Patient and creative with young children Start Date: July 19th Ideal candidate will create a fun, nurturing environment and keep my son entertained during our short stay. Looking forward to meeting a fantastic caregiver!

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NEW! Easy-Going Baby Care in Windy City

Chicago, IL | 36 mi

Start Date: 17 Jul 25
Applications Close: 24 Jul 25

Posted a day ago

Job Details: Casual Babysitting

$18 per hour

Seeking a caring sitter for my delightful 13-month-old daughter! Job Highlights: • One-time evening babysitting opportunity • Hourly rate: $18-$28 • Start Date: July 18th About My Little One: • 13 months old • Loves walks and outdoor adventures • Great eater with a consistent schedule • Easy-going temperament What We're Looking For: • Non-smoker preferred • Comfortable around pets • Light housekeeping welcome Perfect for a nurturing, responsible caregiver who enjoys spending time with an active toddler. Occasional evening care while parents enjoy a night out!

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NEW! Fun Toddler Buddy - Daytime Care in Chicago

Chicago, IL | 36 mi

Start Date: 26 Jul 25
Applications Close: 14 Aug 25

Posted by Maria a day ago

Job Details: Part-time

$24 per hour

Are you a nurturing caregiver with a passion for early childhood development? We're seeking an awesome daytime sitter for our energetic 2-year-old son, Trippie! Job Highlights: • Flexible Hours: Monday-Friday, 8:00am - 4:00pm • Competitive Pay: $22-$26 per hour • One-on-One Care with a Playful Toddler About Trippie: • Loves water, music, instruments, and basketball • Currently in potty training stage • Looking for engaging, educational interactions Your Responsibilities: • Ensure child's safety • Prepare nutritious snacks and lunch • Support developmental milestones • Assist with potty training • Create fun, interactive learning experiences Bonus Points: • Spanish language skills • Experience with toddler development • Own reliable transportation If you're ready to make a difference in a curious toddler's life, we want to meet you!

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NEW! Wedding Day Childcare - Sweet Family Needs Help!

Chicago, IL | 36 mi

Start Date: 31 Aug 25
Applications Close: 31 Jul 25

Posted by Margaret a day ago

Job Details: Casual Babysitting

$22 per hour

Loving family seeks experienced babysitter for wedding reception childcare!

Event Details:
- Date: August 31, 2025
- Time: 5:00 PM - 12:00 AM
- Location: Chicago, IL

Children:
- 1 Preschooler
- 1 Toddler

compensation:
- $10 - $22 per hour

We're the Gallaghers - a fun, traveling family looking for a warm, reliable sitter to help during our special day. Our children are well-behaved and easy-going. Potential for early day coverage while parents prepare for the wedding!

Required:
- Experience with multiple children
- Must have reliable transportation

Bonus points for flexibility and a caring personality! Looking forward to meeting our perfect sitter. 💕

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NEW! Fun Chicago Family Seeks Energetic Sitter

Chicago, IL | 36 mi

Start Date: 17 Jul 25
Applications Close: 24 Jul 25

Posted a day ago

Job Details: Casual Babysitting

$24 per hour

Looking for a warm, playful caregiver for our three adorable kiddos! We need someone who can: • Engage with our energetic crew (ages 1.5, 5, and 8) • Handle bedtime routines with ease • Keep up with our lively 1.5-year-old • Love on our sweet havapoo dog This is currently a one-time gig with potential for regular sitting opportunities. Perfect for a caring, dynamic sitter who enjoys an active household! Job Details: • Location: Chicago, IL • Rate: $19-29 per hour • Start Date: July 18th • Flexible future opportunities possible Ideal candidate is fun-loving, calm when needed, and great with kids of all ages. Our family is ready to meet you!

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NEW! Weekend Care: Playful Toddler in Logan Square

Chicago, IL | 36 mi

Start Date: 26 Jul 25
Applications Close: 27 Jul 25

Posted a day ago

Job Details: Casual Babysitting

$25 per hour

Fun Weekend Sitting Opportunity for a Loving Caregiver! We're seeking a warm, patient sitter with early childhood experience for our energetic 2.5-year-old son on Saturday, July 26th. 🕒 Time: 9:30am - 4:00pm 📍 Location: Logan Square, Chicago Ideal Candidate: • Has experience with toddlers • Comfortable managing separation anxiety • Enjoys creative, engaging play • Background in early childhood development preferred Daily Schedule: • Morning: Home play and possible park visit • Lunch provided • Nap time: 12:30-2:30pm • Afternoon snack and continued care We're building a trusted sitter rotation for future weekend and date night needs! Compensation: • Minimum $25/hr based on experience • Paid via credit • Easy parking available Looking forward to finding the perfect match for our little one! 💕

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NEW! Weekend Childcare: Twins & 8-Year-Old

Matteson, IL | 36 mi

Start Date: 25 Jul 25
Applications Close: 26 Jul 25

Posted a day ago

Job Details: Part-time

Hourly rate not specified

Calling experienced nannies! We're seeking a caring professional to support our family on weekends. Job Details: - Care for adorable 7-month-old twins (boy and girl) - Also supervising our sweet 8-year-old daughter - Mainly weekend work during day and evening hours - Parents seeking some personal time while ensuring children are well-cared for What to Expect: - Children will mostly be sleeping - Meal included - Responsibilities include: * Feeding children * Preparing simple meals * Gentle, attentive care Perfect for: Experienced, mature caregiver who loves working with infants and elementary-age children. Location: Matteson, IL 60443 Compensation: Rate dependent on experience Payment: Cash Availability: Saturdays during day/evening Applications close: Sunday, July 27 Ideal candidate: Older, experienced lady with a nurturing touch and calm demeanor.

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NEW! Fun Preschool Playmate - Evening Care

Chicago, IL | 36 mi

Start Date: 02 Sep 25
Applications Close: 02 Aug 25

Posted by Temia a day ago

Job Details: Part-time

$22.5 per hour

Are you a patient and engaging caregiver looking for consistent evening hours with a delightful preschooler? We're seeking a reliable babysitter for our energetic 3-5 year old in Chicago, IL. Job Highlights: • Consistent schedule: Every Tuesday and Thursday • Hours: 5:00 PM - 10:00 PM • Start Date: September 2nd, 2025 • Competitive Pay: $20-$25 per hour Your Responsibilities: • Create a fun, safe play environment • Prepare healthy snacks • Lead age-appropriate activities • Manage smooth bedtime routine Ideal Candidate: • Prior experience with young children • Punctual and attentive • Positive, nurturing approach • Strong references preferred This is more than just babysitting - it's about building a meaningful connection with a young learner! If you love working with preschoolers and can bring energy and compassion, we want to meet you!

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NEW! Fun Toddler Playtime - Afternoon Babysitting Gig

Chicago, IL | 36 mi

Start Date: 21 Jul 25
Applications Close: 22 Jul 25

Posted a day ago

Job Details: Casual Babysitting

Hourly rate not specified

Are you a playful and responsible caregiver who loves engaging with energetic toddlers? 🌟

We're seeking a fun-loving sitter for our 2-year-old daughter Kaya in Chicago, IL!

Job Details:
• Date: Monday, Jul 21
• Time: 12:00 PM - 3:30 PM
• Location: Chicago, IL 60647
• Payment: Cash (rate depends on experience)

About Kaya:
• Wonderfully active toddler
• Loves reading books
• Enjoys playing games
• Huge fan of dance parties! 💃

Job Responsibilities:
• Interact and play with Kaya
• Assist with feeding
• Ensure a safe and enjoyable afternoon

interested sitters welcome to apply until Tuesday, Jul 22 at 12:00 PM.

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NEW! Fun Summer Week with 3 Active Kids!

Chicago, IL | 36 mi

Start Date: 11 Aug 25
Applications Close: 12 Aug 25

Posted a day ago

Job Details: Full-time

$22 per hour

Exciting Opportunity for an Energetic Sitter! 🌞

Week-Long Babysitting Adventure in Bronzeville

What You'll Need to Know:
• Dates: Monday, Aug 11 - Friday, Aug 15
• Hours: 7:30am to 4:30pm daily
• Location: Chicago, IL - Bronzeville (60653)

The Awesome Kids:
• Ages: 6, 9, and 10 years old
• High-energy and fun-loving

Job Highlights:
• Competitive Pay: $22/hour
• Total Hours: 105.5 hours for the week
• Easy parking available

Main Responsibilities:
• Keeping children engaged and supervised
• Preparing and serving meals
• Creating a fun, safe environment

ideal for a responsible, energetic sitter who loves spending time with kids!

Applications close: Tuesday, Aug 12 at 7:00 AM

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NEW! Toddler Night Sitter - Lincoln Square Fun

Chicago, IL | 36 mi

Start Date: 19 Jul 25
Applications Close: 20 Jul 25

Posted a day ago

Job Details: Casual Babysitting

$23 per hour

Fun Evening Sitting Opportunity for Caring Sitter! 🌙 Looking for a reliable and energetic babysitter for my delightful 2.5-year-old on Saturday night. Job Details: • Date: Saturday, July 19 • Time: 6:00 PM - 1:00 AM • Location: Lincoln Square, Chicago (60625) • Compensation: $23 per hour (7 total hours) What to Expect: - Dinner will be provided - Bedtime routine included - Caring for one sweet toddler Ideal Candidate: - Comfortable with nighttime sitting - Warm and patient with young children - Able to follow bedtime routine Applications open until Sunday, July 20 at 6:00 PM. Ready to create a memorable evening for a wonderful little one? Apply now! 👶✨

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NEW! Fun Saturday Night Babysitting in South Loop

Chicago, IL | 36 mi

Start Date: 19 Jul 25
Applications Close: 20 Jul 25

Posted by Jessica a day ago

Job Details: Casual Babysitting

$23 per hour

Hello Caregivers! Seeking a reliable sitter for a delightful 2-year-old girl during a weekend evening out. Job Highlights: • Date: Saturday, July 19th • Time: 6:00 PM - 11:00 PM • Location: Near South Side, Chicago (60616) • Compensation: $23/hour for 5 total hours What to Expect: - One adorable 2-year-old to care for - Most of the time child will likely be sleeping - Easy parking available - Bedtime routine assistance needed Responsibilities: - Feeding - Bedtime preparation and support Perfect opportunity for a responsible, patient caregiver looking for an evening gig with a sweet toddler! Applications accepted until Sunday, July 20th at 6:00 PM.

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NEW! Fun Family Needs Awesome Afternoon Sitter!

Chicago, IL | 36 mi

Start Date: 17 Aug 25
Applications Close: 10 Aug 25

Posted a day ago

Job Details: Part-time

$18 per hour

Calling all caring and energetic sitters! We're seeking a reliable childcare helper for our two awesome kids in Chicago. Job Highlights: • Part-time afternoon hours (Mon/Tue, 2-6:30pm) • Competitive pay: $18-30 per hour • Two amazing children: One 4-5 years old, one 6-11 years old What We're Looking For: • Must have own transportation • Non-smoker • Comfortable around pets • CPR certified preferred • Bonus points if you speak Mandarin or Spanish! Responsibilities: • Supervising children • Light housekeeping • Preparing occasional snacks • Helping with transportation to activities Start Date: August 18th If you're patient, playful, and love working with kids, we want to meet you! Ideal candidate will be organized, responsible, and ready to make our children's afternoons fun and educational.

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NEW! Quick Weekend Sitter - Ukrainian Village

Chicago, IL | 36 mi

Start Date: 19 Jul 25
Applications Close: 20 Jul 25

Posted a day ago

Job Details: Casual Babysitting

Hourly rate not specified

Exciting Short-Term Childcare Opportunity! 🍼 Looking for a reliable sitter for my adorable 18-month-old on Saturday morning. Job Details: • Date: Saturday, July 19 • Time: 8:15am - 10:30am • Location: Ukrainian Village, Chicago IL (60622) We need a caring, responsible caregiver while we attend a quick appointment. Perfect for: - Early morning weekend sitters - Flexible childcare professionals - Those comfortable with toddlers Compensation: • Rate: Dependent on experience • Payment: Cash Interested? Apply now! Openings close Sunday, July 20 at 8:15am. Looking forward to meeting a fantastic sitter who can provide loving care for our little one! 👶

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NEW! Fun Family Seeks Full-Time Nanny for 3 Kids

Chicago, IL | 36 mi

Start Date: 17 Jul 25
Applications Close: 16 Aug 25

Posted by Nanyely a day ago

Job Details: Full-time

$22 per hour

Exciting Full-Time Childcare Opportunity in Chicago! We're a loving family seeking an energetic and compassionate nanny to join our household. Care for three wonderful children ranging from toddler to elementary school age. Key Details: • Schedule: 7:00 AM - 7:00 PM, all days of the week • Flexible start date: July 18, 2025 • Competitive Pay: $22-$26 per hour Your Responsibilities: • Engaging children in age-appropriate activities • Preparing nutritious meals and snacks • Helping with homework • Maintaining a safe, fun, and positive environment • Light housekeeping Ideal Candidate: • Patient and nurturing personality • Ability to manage multiple age groups • Creative and enthusiastic approach to childcare If you love creating memorable experiences with children and want to be part of a supportive family environment, we can't wait to meet you!

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NEW! Fun After-School Care in Chicago!

Chicago, IL | 36 mi

Start Date: 25 Aug 25
Applications Close: 04 Aug 25

Posted a day ago

Job Details: Part-time

$27 per hour

Looking for a reliable and energetic sitter to support our family! Job Details: • Help with 2 awesome kids: - One child (4-5 years old) - One child (6-11 years old) Responsibilities: • School pickup • Transportation to dance class • Friendly, responsible supervision Schedule: • Tuesdays: 3:30pm - 7pm • Thursdays: 3:30pm - 7pm Requirements: • Safe, reliable personal vehicle • Non-smoker • Punctual and dependable Compensation: • Hourly rate: $22 - $32 • Part-time position Start Date: August 25th If you love working with kids and enjoy an active, supportive environment, we want to hear from you!

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NEW! Evening Childcare Pro Needed - 3 Fun Kids!

Chicago, IL | 36 mi

Start Date: 18 Aug 25
Applications Close: 26 Jul 25

Posted by Kim a day ago

Job Details: Part-time

$23 per hour

Are you an energetic, reliable sitter who loves working with young children? We're seeking an amazing part-time evening caregiver for our three adorable kids! 🧒👧👶

Job Highlights:
• Ages: 6, 3, and 20 months old
• Hours: Monday-Friday, 5:15 PM - 8:00 PM
• Flexible schedule options
• Competitive pay: $23-$27 per hour

What You'll Do:
• Supervise and play with children
• Prepare simple, healthy snacks
• Help with bath and bedtime routines
• Keep play areas tidy
• Communicate proactively with parents

What We Need:
• Experience with multiple young children
• Reliable transportation
• Patient and proactive personality
• Comfortable around pets

Start Date: August 18, 2025

If you're passionate about childcare and creating fun, safe environments for kids, we want to meet you!

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NEW! After School City Helpers - 2 Cool Boys!

Chicago, IL | 36 mi

Start Date: 25 Aug 25
Applications Close: 04 Aug 25

Posted a day ago

Job Details: Part-time

$19 per hour

Exciting opportunity for an energetic babysitter to support two awesome 6 and 7-year-old boys in Chicago! Perfect for someone comfortable navigating city driving and looking for consistent afternoon hours. Job Details: • Schedule: Monday-Thursday • Hours: 2pm-6pm • Hourly Rate: $19-30 per hour • Start Date: August 25th Responsibilities: • Transportation and supervision of two elementary school boys • Light housekeeping • Potential for occasional late evening coverage Ideal Candidate: • Comfortable driving in urban environment • Flexible scheduling • Enjoys engaging with school-aged children This is a fantastic part-time position for a reliable, city-savvy caregiver who loves working with kids and wants steady afternoon work!

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NEW! Flexible Infant Care in Chicago - Engaging Hours!

Chicago, IL | 36 mi

Start Date: 10 Aug 25
Applications Close: 25 Jul 25

Posted by Rhyan a day ago

Job Details: Part-time

$25 per hour

Seeking a loving, reliable caregiver for our adorable infant in the heart of Chicago! Perfect part-time opportunity with consistent weekly hours: • Mondays: 3:00 PM - 5:00 PM • Wednesdays: 11:00 AM - 5:00 PM • Thursdays: 3:00 PM - 5:00 PM Compensation: $23 - $27 per hour Key Responsibilities: • Provide attentive, nurturing infant care • Ensure child's safety and comfort • Prepare snacks and meals • Assist with light housekeeping and laundry Ideal Candidate Requirements: • Reliable and communicative • Own transportation • Strong hygiene practices • Passion for infant development • Engaging and age-appropriate interaction skills Start Date: August 11, 2025 Join our family and make a meaningful impact in a young life while earning competitive pay!

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NEW! Preschool Helper - Lincoln Park

Chicago, IL | 36 mi

Start Date: 04 Aug 25
Applications Close: 26 Jul 25

Posted by Glenn a day ago

Job Details: Part-time

$18 per hour

Exciting opportunity to work with adorable preschoolers in a nurturing Lincoln Park educational setting! We're seeking a passionate, energetic assistant to support our amazing early childhood learning team. Job Highlights: • Two flexible shift options: 8:00 AM – 1:00 PM or 1:00 - 5:00 PM • Work with children ages 2-5 years • Competitive pay: $16.50 - $19.00 per hour • Start Date: August 4, 2025 Your Responsibilities: • Assist teachers with daily classroom activities • Supervise children during indoor and outdoor play • Maintain a clean, safe classroom environment • Support positive learning experiences Required Qualifications: • Experience with young children • Patient and engaging personality • CPR and First Aid certification • Understanding of child development principles Perfect for early childhood education students, childcare professionals, or those passionate about working with young learners! Join our supportive team and make a difference in children's lives!

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NEW! Loving Nanny Needed for Sweet Infant

Chicago, IL | 36 mi

Start Date: 01 Sep 25
Applications Close: 01 Aug 25

Posted a day ago

Job Details: Full-time

$19 per hour

Wonderful Christian Family Seeking Nurturing Nanny 🍼 Job Details: • 6-month-old baby starting September 1st • Full-time position in Chicago, IL • Hourly rate: $19-$30 Weekly Schedule: • Week 1: Consistent hours Monday-Friday, 8am-5:30pm • Week 2: More flexible hours Ideal Candidate: • Christian background preferred • Non-smoker • Reliable transportation • Warm, attentive infant care We're looking for a dedicated caregiver who will provide loving, consistent care for our little one. If you're patient, kind, and passionate about early childhood development, we want to hear from you!

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