Skip to content
888-886-2781[email protected]1 Central Street, Suite 205, Middleton, MA 01949
Chicago, IL · The Windy City

Educational Field Trips in Chicago

From lakefront museums to riverfront architecture tours, Chicago turns lessons into vivid, hands-on discoveries for student groups of every grade level.

Why Chicago

Discover the perfect blend of innovation, culture, and history with unforgettable Chicago educational tours designed to engage and inspire students at every level. Known for its iconic skyline and rich heritage, Chicago offers an immersive environment where classroom concepts come to life through real-world experiences. From the shores of Lake Michigan to its vibrant downtown streets, every moment presents an opportunity for meaningful learning.

WHAT STUDENTS EXPLORE

  • Interactive exhibits at the Museum of Science and Industry
  • Natural history discoveries at the Field Museum
  • World-class works at the Art Institute of Chicago
  • Architecture boat tours along the Chicago River
  • Historic neighborhoods rich in culture and influence
Get a Quote
A Landmark student group by Lake Michigan with the Chicago skyline behind them
3curated itineraries
Tours & Itineraries

CHICAGO TRIPS

Explore our most popular Chicago programs: every one fully customizable to your group, grade level, and budget.

How it works

CUSTOMIZATION MADE SIMPLE

Three simple steps from first call to a fully-planned, worry-free trip.

1

Contact

Our Travel Consultants are waiting to build your next trip! Contact our office to get the process started.

2

Customize

Let our experienced staff help bring your ideas to life. We have expertise about timing, best places to stay, restaurants, and fun activities for your group size.

3

Book the trip

Once you are ready, we can create a portal for all travelers to access and sign up for the trip. After that, let us lead the way and keep surprises off of the itinerary.

Good to know

Chicago school trips: common questions

Our Chicago programs are published starting at 3 days / 2 nights, and extend for groups that want more time in the city. Length is not fixed, though — if none of the published programs fits your calendar, your Travel Consultant will build one that does.

Chicago trips draw on the Museum of Science and Industry, the Field Museum, and the Art Institute of Chicago, with architecture boat tours along the Chicago River and the city’s historic neighborhoods rounding out most itineraries.

Yes. Every itinerary is built around your group, and our Travel Consultants customize the stops, pacing, and inclusions to your curriculum, grade level, dates, and budget. Planning is free until you decide to proceed with a trip.

Every Landmark trip is private to your group. No other group is merged with yours, the itinerary is entirely your own, and your Tour Director is assigned exclusively to you for the whole trip.

We prefer that trips are booked at least 60 days before departure. Shorter timelines are sometimes possible depending on what you are looking for, so it is always worth calling or emailing to ask.

A Landmark trip is quoted as a package: the private group tour, your custom itinerary, transportation, hotels, attractions, meals, and a professional Tour Director. Gratuities for your Landmark Tour Director, and for any step-on guides, are not included in the trip cost and should be budgeted for separately. Your Travel Consultant will walk you through exactly what your trip includes before you commit to anything.

Safety is our first priority. Students receive safety bracelets and a safety briefing at their first meeting with their Tour Director, groups move in chaperone groups or on the buddy system, and the group does not leave an attraction until two separate headcounts have been completed — one by a Tour Director and a final one by the head chaperone. Overnight security at the hotel is available on request.

Download our Free Brochure

Forty-four pages of destinations, sample itineraries, and trip inclusions — everything we can build for your group.

Download the Brochure
Landmark Educational Tours 2026-2027 travel brochure cover