Students will be blown away by the windy city!

From dazzling museums and Broadway-style shows to the city’s famous deep-dish pizzas, Chicago truly has it all. The city’s eclectic modern architecture is nestled amongst buildings of old-world charm and is filled with sights that will blow students away. Simply put, your group will love the “Windy City”!

Field Museum

This museum of natural history contains collections of over 21 million specimens, including Sue, the largest and most complete Tyrannosaurus currently known.

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Navy Pier

Historic Navy Pier is Chicago’s lakefront playground. From rides to restaurants, exhibitions to entertainment, shopping to dining cruises and tour boats, Navy Pier has it all – in a location unlike any other!

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Skydeck Chicago

Travel to the 103rd floor of Willis Tower for amazing views of Chicago.  You can even step outside the tallest building in the western hemisphere and the third tallest in the world on the new Ledge. At 1,353 feet in the air, the Ledge’s glass boxes extend out 4.3 feet from Skydeck.

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Museum of Science and Industry Chicago

The largest science museum in the western hemisphere, the Museum of Science and Industry has over 2,000 exhibits displayed in 75 major halls and many of the exhibits are interactive.

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Shedd Aquarium

The Shedd Aquarium is a national historic landmark with the new Oceanarium and Wild Reef. Beautifully situated on the shores of Lake Michigan, the facility houses nearly 22,000 aquatic animals representing some 1,500 species of fishes, reptiles, amphibians, invertebrates, birds and mammals from waters around the world.

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Comedy Sportz

“ComedySportz” is a completely improvised show in which a red and blue team battle for your laughter. A referee hosts each show and comes to you the audience to shout out your suggestions and your ideas drive the show!

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The Chicago Symphony Orchestra at Symphony Center

The Chicago Symphony Orchestra is consistently hailed as one of today’s leading orchestras. Founded in 1891, the Chicago Symphony Orchestra performs well over one hundred concerts each year at its downtown home – the Chicago Symphony Center.

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The Magnificent Mile

The Magnificent Mile is one of the top ten hospitality, fine dining and retail districts in the world, making it one of the “Great Avenues of the World”. Students can explore the diverse and exciting retail, dining and hospitality venues

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3 Nights, 4 Days / $634

Take in Chicago from an aerial view as soon as your group arrives when you head to the Skydeck Chicago. The next four days, you’ll hit all the major landmarks of Chicago eat famous hot dogs and deep dish pizza and check out the city’s famous museums and its dazzling shows.

Day One

  • Arrive in Chicago!
  • Meet your Green Light Group Tours manager
  • Travel to the top of the Skydeck Chicago for aerial views of Chicago
  • Check into hotel
  • Dinner at Ed Debevic’s, a diner with attitude!
  • See the Blue Man Group

Day Two

  • Continental breakfast at hotel
  • Guided bus/walking tour of Chicago’s famous sights and historic places
  • Lunch at the House of Blues
  • Shopping on the Magnificent Mile!
  • Dinner at Food Life on Michigan Avenue
  • See a show; choice of Broadway show or Chicago Symphony Orchestra concert

Day Three

  • Continental breakfast at hotel
  • Enjoy the Shedd Aquarium
  • Lunch at Portillo’s Chicago Style Hotdogs
  • Perform in the Museum of Science and Industry
  • Explore the exhibits and see an Omnimax film
  • Dinner at Giordano’s, a Chicago pizzeria
  • Enjoy a comedy improv show

Day Four

  • Continental breakfast at hotel
  • Visit the Art Institute of Chicago
  • Lunch and shopping on the Navy Pier
  • Depart for home

You’ve got questions, we’ve got answers.  Browse our FAQs for the questions we get the most- and drop us a line if you don’t see your question answered here.


What are the ID requirements for flying?

Your first, middle (if applicable), and last name that you provide us must match the ID you plan to use at the airport.  Travelers 18 years and older must use a government-issued photo ID.  Examples include driver’s licenses, state IDs, and passports.  Travelers ages 14-17 can use any photo ID, including the previous examples or a school-issued photo ID.  Travelers ages 13 and younger do not need a photo ID to fly.  If you’re traveling on a government-issued photo ID, make sure it’s not expiring soon (trust us on this, it’s not worth the headache)!


What should I pack?!

Are you the type to wear the same pair of jeans three days in a row but then you pack your entire closet for a 3-day trip?  So are we.  That’s why we’ve put together a recommended packing list for you, which you can view by clicking here.  Pack light and save the baggage fee money for souvenirs!


What are your standard inclusions?

You get more bang for your buck with us!  We build in a dedicated tour manager, nightly hotel security guard (chaperones – imagine being able to SLEEP on these trips!), a two million dollar liability insurance policy, name badges with emergency phone numbers and mini-itineraries, basic traveler’s insurance (purchased on behalf of the traveler) to cover medical expenses and trip delays, and complimentary trip packages for directors and teachers.


Wait, what’s a tour manager?

Your Green Light tour manager will be with you 24/7 to make sure your trip runs smoothly and is stress free!  They will get you from point A to point B, stay in the same hotel, and can even help your students craft some travel-inspired Snapchat stories.  


What is Trip Cancellation Protection?

Life happens and sometimes plans change.  We get it, which is why we offer an optional Trip Cancellation Protection (TCP) plan.  You can choose to protect your travel deposits from life’s unforeseen circumstances right up until the day of departure to get 100% of your money back.  The cost of TCP depends on the total cost of your trip.  For details, reach out to your group leader or tour coordinator.   


How do I book my group’s trip?

You’ve come to the right place!  Click the “Request a Quote” button to tell us about the trip you’d love to take, and we’ll put together a trip that’s great for your group.  You can also reach us by phone or email (we’re still working on those carrier pigeons).


Can I add or remove things from my group’s itinerary?

Absolutely.  Our trips are fully customizable.  After you receive your initial quote, chat with your tour coordinator to create a trip that’s best for your group!


How do I register for an existing trip?  

Please click here to register.  You’ll need to get your unique trip code from your group leader to complete registration.


Can you accommodate various medical dietary restrictions?

Sure can!  When travelers register for a trip, there is a section where they tell us their dietary restrictions and we make sure they have something to eat.  We don’t want anyone to go hungry on the road!


Why Green Light?

Because green means go!  We want you and your group to go experience new places and new people.  We genuinely believe traveling makes you a better person, and we want to make sure you have the best possible experience on your trip.  We have you stay in hotels we actually stay in and eat in restaurants we actually eat in (no offense to that roadside motel you may have stayed in with your group before).  Whether you are performing in a festival, visiting monuments, going shopping, or lounging on the beach, we handle all the small details- including the ones you haven’t even thought of yet!  We make sure you can focus on what’s important- your group traveling and experiencing new things together, all while having a ton of fun!


“In my 18 years as a band director, this is the absolute best trip I’ve ever taken with kids. Thank you so much for organizing and planning and working with us to make this a reality!!”


“Everyone went out of their way to make sure every need was met and that we were able to enjoy ourselves whether adult or student. They also helped tremendously to make sure our students performance went well and took care of a student who was injured.”


“I loved everything we did on our trip, but probably the best thing was being able to spend time with my friends. The trip was like a bonding experience between our group and I can honestly say I know more about them than I did before.”


“The trip was amazingly fun. I travel a lot but have never traveled with a tour group. I enjoyed having an itinerary. I was able to experience so much of Chicago in just a few days.”