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The Leelanau School
Boarding School for Chicago Families

Just across Lake Michigan, a different kind of high school experience awaits. The Leelanau School is a small, independent boarding and day school for grades 9–12 in Glen Arbor, Michigan, where bright, curious students are known, supported, and encouraged to find their own way forward.

For families in Chicago, Evanston, Oak Park, Naperville, the North Shore, and surrounding communities, Leelanau offers something worth the journey: personalized learning, a welcoming community, and room to grow on the shores of Lake Michigan.

A Michigan Boarding School Within Reach of Chicago

Sometimes a student does not need to try harder at the same kind of school. They need a school that teaches differently. At Leelanau, individualized attention, integrated learning support, small classes, and whole-person wellness are built into everyday life.

Families looking beyond large Chicago-area public and private schools may be seeking a place where teachers have time to listen, students can take an active role in learning, and relationships matter as much as the daily schedule. Our approach is designed for students who have more to offer than a transcript or test score can capture.

Explore our profile of a prospective student to see whether Leelanau sounds like the right fit for your child.

Leelanau School students learn through active exploration and hands-on experiences

Why Chicago-Area Families Consider Boarding School in Northern Michigan

For some families, the search begins with a question: would a smaller school and a change of setting help our teenager reconnect with learning? Leelanau offers a different daily experience from a large city or suburban school—one shaped by close relationships, active participation, and the chance to grow more independent.

Students engage in hands-on science at The Leelanau School

More time to be seen and heard

In a small class, teachers have more opportunities to notice how a student participates, what sparks their curiosity, and where they might need a different approach. A student does not have to disappear into the back row.

Students explore literature and performance in a Leelanau School learning activity

Room to discover different strengths

Drama, music, science, art, and experiential projects offer more ways to engage than worksheets alone. Students can build confidence by trying something unfamiliar and finding a place to contribute.

Leelanau School students perform music together at Cherry Republic in Glen Arbor

A community beyond the classroom

In a residential community, friendships and faculty relationships extend beyond the school day. Shared meals, outdoor activities, and Family Advisory Units make connection part of everyday life.

Photography and visual creativity are part of The Leelanau School learning experience
Creative collaboration is part of the learning experience at The Leelanau School

Boarding School With ADHD and Executive Functioning Support

Many students arrive at Leelanau with ADHD, executive functioning challenges, or learning differences. Others simply need a more flexible learning environment. We don’t ask every student to learn the same way.

Learning how to learn

Through the Learning Commons, students work with Learning Specialists on the habits behind academic success: managing assignments, setting goals, organizing materials, understanding how they learn, and applying those strategies in real classes.

Hands-on, college-preparatory academics

Experiential and project-based instruction gives students opportunities to connect ideas to the real world, whether they are investigating local freshwater ecosystems, collaborating in the arts, or exploring questions in class. Postsecondary advising helps students consider college and other paths after graduation with attention to individual fit.

Leelanau is an educational boarding school, not a therapeutic treatment program. If your child needs intensive clinical services, a conversation with admissions can help determine whether the school is an appropriate match.

A Slower Pace of Life. More Space to Explore.

Chicago is full of energy and opportunity. But for a teenager who has spent years navigating busy hallways, crowded schedules, and constant comparison, a change of setting can be meaningful. Leelanau offers a quieter daily rhythm rooted in woods, water, fresh air, and an active school community.

Our wooded, 42-acre campus sits near the Lake Michigan shoreline in Glen Arbor, in the heart of Leelanau County and close to Sleeping Bear Dunes National Lakeshore. This is not nature as a backdrop to education. The outdoors becomes part of the classroom, the activity program, and the way students experience the world.

From studying the Crystal River to exploring northern Michigan landscapes, students have chances to discover strengths that may not be obvious behind a desk. The pace is different here, but the learning is active.

Leelanau students explore the water through outdoor activities

Nature Is Part of the School Day

The Crystal River, Lake Michigan, and surrounding forests make it possible to bring observation, movement, and exploration into learning. From freshwater ecology to outdoor activities, our Northern Michigan setting gives students new ways to connect with what they study.

Students also grow, harvest, and learn about food through the school greenhouse and gardens—a hands-on part of the school’s commitment to wellness and stewardship.

Boarding School Life: Belonging, Structure & Growing Independence

Living at school is about more than having a place to sleep. At Leelanau, residence life is an extension of learning, with opportunities to practice responsibility, resolve everyday challenges, build friendships, and develop self-management skills.

Every student belongs to a Family Advisory Unit (FAU), a small mixed-age group supported by teaching and residential faculty. FAUs meet throughout the week, share meals and activities, and give students approachable adults who know them beyond the classroom.

Parents remain important partners. Our school emphasizes communication and a shared commitment to each student’s academic, social, and emotional development. Families can explore Family Advisory Units and student life to learn how that support works.

Student Center on the wooded Leelanau School campus in Glen Arbor, Michigan

A day with rhythm and room to grow. Classes, meals, movement, study hall, and activities create a predictable framework while giving students space to take more ownership of their time. See our daily schedule.

“The sense of community and connectedness is palpable on [the Leelanau] campus.”

— Kelly Mahar, parent of a Class of 2022 student. Read more family stories.

OUR PHILOSOPHY

“A Better Way to Learn”

At Leelanau, the focus is on helping students understand how they learn, discover their strengths, and build the confidence to use them. For many Chicago families, that is the real reason to look beyond familiar school choices.

Getting to The Leelanau School From Chicago

Our campus is located at One Old Homestead Road, Glen Arbor, MI 49636. For families in Chicago and its suburbs, reaching Leelanau is practical by car or through Traverse City. Here is what to consider when planning a first campus visit or future travel.

Driving from Chicago

Allow approximately 5½–7 hours from the Chicago area, depending on where you start, traffic around the city, stops, and weather. The drive from central Chicago to Glen Arbor is roughly 315–320 miles.

The trip travels through southwest and western Michigan before turning toward the Leelanau Peninsula. Driving can be especially convenient for a campus visit, move-in day, or a longer family weekend when you want your own vehicle for exploring the area.

Plan ahead: Chicago-area rush hours, seasonal tourist traffic, lake-effect snow, winter daylight, and weekend travel can change the experience. Glen Arbor is on Eastern Time, one hour ahead of Chicago. Check your route and road conditions before departure.

Flying from Chicago

Chicago O’Hare (ORD) to Traverse City (TVC) is the most direct air option. Cherry Capital Airport lists Chicago among its nonstop destinations; the flight itself is typically around 1½ hours, though schedules and frequency can change.

From TVC, allow approximately 40–50 minutes by car to Glen Arbor and campus. Renting a vehicle or arranging a reliable pickup in advance is advisable, especially for school breaks, late arrivals, or winter weather.

Plan ahead: include airport check-in time, luggage, connection or delay buffers, and ground transportation. Flight arrival times for Traverse City are in Eastern Time, one hour ahead of Chicago. Confirm current flights with the airline and coordinate your student’s travel plan with the school.

See Cherry Capital Airport for airlines and destinations.

Travel planning note: All travel times are estimates, not guaranteed schedules. The school’s official Getting Here page has campus directions and arrival instructions.

View of learning and student life at The Leelanau School in northern Michigan

Visit Campus — Then Explore Northern Michigan

The best way to understand whether Leelanau is right for your family is to walk the campus, meet the people, and see how learning happens. Schedule a tour with admissions and leave time to explore Glen Arbor and nearby Sleeping Bear Dunes.

Take a walk around Glen Arbor, enjoy the Lake Michigan shoreline, or visit the Sleeping Bear Dunes National Lakeshore. The National Park Service offers information about trails, beaches, and seasonal access. The Traverse City tourism guide to Leelanau County offers more ideas for dining, sightseeing, and exploring during your stay.

If your family enjoys the arts, Interlochen Center for the Arts offers performances and cultural events south of Traverse City. Interlochen is a separate school and arts institution, not the location of The Leelanau School.

For accommodations and local restaurant suggestions, see our local lodging and dining resources.

YOUR NEXT STEP

Tuition, Financial Aid & Boarding Options for Chicago-Area Families

Our admissions process is a conversation, not simply a checklist. We want to learn about your child’s experiences and aspirations, and we want you to see whether our approach fits your family.

Boarding options and tuition

The Leelanau School offers five-day and seven-day boarding, as well as a day-student option. For families in the Chicago region, seven-day boarding may be a more practical arrangement than weekly travel; admissions can help you evaluate the right option.

Tuition depends on the residential program, and financial assistance may be available based on demonstrated need and available funds. The school publishes its current tuition and boarding fees and financial aid process online.

From first inquiry to campus visit

1. Tell us about your student. Start with a brief inquiry, including what is and is not working at their current school.

2. Get to know Leelanau. Speak with admissions, explore the school virtually, and arrange a visit to experience the community in person.

3. Consider applying. The admission roadmap explains the supporting materials and conversations that help both the family and school make a thoughtful decision.

The school considers applications on a rolling basis, with entry timing and space dependent on current availability. Contact admissions before making travel commitments.

Frequently Asked Questions About Boarding Schools Near Chicago

From travel and weekend life to academic support and admissions, here are answers to some of the practical questions families ask when exploring The Leelanau School.

How far is The Leelanau School from Chicago?

The campus is in Glen Arbor, Michigan, about 315–320 driving miles from central Chicago. Plan on roughly 5½–7 hours by car, depending on your starting point, road conditions, and traffic. For the campus address and directions, see Getting Here.

Can we fly from Chicago to the school?

Yes. Cherry Capital Airport (TVC) in Traverse City is the nearest major commercial-air-service option described on the school’s travel page. Chicago O’Hare (ORD) has nonstop service to TVC; flight availability varies by date. From TVC, the school is approximately a 40–50 minute drive. Arrange ground transportation in advance and confirm the itinerary with admissions. Check Cherry Capital Airport for travel information.

Is Glen Arbor in the same time zone as Chicago?

No. Chicago uses Central Time, while Glen Arbor and Traverse City use Eastern Time, one hour ahead. Remember the time difference when scheduling campus visits, calls with admissions, flights, and pickups.

Is Leelanau a good boarding school for students with ADHD or executive functioning challenges?

Students with ADHD and executive functioning challenges are an important part of Leelanau’s community. The school uses small classes, experiential learning, individualized attention, and Learning Skills instruction to help students build strategies for academic work and daily life. Review Thriving With ADHD and the Learning Commons for specifics.

Is The Leelanau School a therapeutic boarding school?

No. Leelanau is an independent boarding and day high school with academic, executive functioning, and social-emotional support. It is not positioned as a clinical or therapeutic treatment program. Because every student’s needs differ, families should speak candidly with admissions about the support their child requires.

How large is the school, and which grades does it serve?

Leelanau serves grades 9–12 and emphasizes small classes and a close-knit, relationship-centered community. Rather than relying on an enrollment or class-size figure that may change each year, ask admissions about the current student body, class sizes, and residential openings.

What is boarding school life like for students who are away from home?

Students participate in classes, meals, a structured daily schedule, study and activities, with residential faculty providing support outside classroom hours. Family Advisory Units give each student another small group of peers and adults who follow their progress. See Student Life and Family Advisory Units.

Can Chicago-area parents stay involved while their child boards at Leelanau?

Yes. The school describes parents as partners and emphasizes ongoing communication about student well-being and progress. Families can contact faculty and Family Advisory Unit advisors with questions. Ask admissions about the current routines for family updates, visits, home trips, and communication.

Does Leelanau offer college preparation as well as learning support?

Yes. Leelanau is a college-preparatory high school with experiential academics and postsecondary advising. Its goal is to help students prepare for the next chapter in ways that respect their learning profiles, strengths, and aspirations.

What are the five-day and seven-day boarding options?

The school offers both five-day and seven-day boarding programs. Five-day boarding involves returning home on weekends, while seven-day boarding provides a residential option through the week and weekends. Chicago families should compare the travel demands of each option and review current tuition and boarding details before choosing.

Can we visit the campus before applying?

Absolutely. The school welcomes campus visits arranged through admissions. A visit offers a chance to meet people, see classes and campus life, and determine fit. To coordinate a tour, request more information. After scheduling, see Getting Here for directions.

What is there to do near Glen Arbor during a campus visit?

Families can explore Glen Arbor, the Lake Michigan shoreline, and the nearby Sleeping Bear Dunes National Lakeshore. The Traverse City tourism guide offers additional ideas. Check seasonal park and local business hours before visiting.

How do we start the admissions process, and is financial aid available?

Start by requesting information and sharing your student’s story. Admissions will explain tours, conversations, and application materials. Financial aid is available to qualifying families based on demonstrated need and available funds; read the financial aid information and admission roadmap for details.

Could Leelanau Be the Right Next Chapter?

You know your child. We know what a small, supportive, experiential boarding school can offer. Let’s start a conversation about whether The Leelanau School is the right place for them to learn, belong, and grow.