Chicago Explorer Pass: 25+ Things To Do – Includes Skydeck

Travelers eyeing a trip to Chicago often find themselves overwhelmed by the city’s countless attractions. The Chicago Explorer Pass aims to simplify this by offering a flexible, cost-effective way to see many of the city’s highlights. We haven’t personally tested it, but reviews and detailed descriptions suggest it’s a solid choice for those eager to get the most out of their visit without breaking the bank.

What makes this pass appealing? First, the significant savings of up to 50% compared to buying tickets individually. Second, the freedom to choose from over 25 top sights and activities, including the iconic Skydeck Chicago, a scenic river cruise, and a hop-on hop-off bus tour.

However, a potential drawback is the requirement for reservations at some major attractions, such as Skydeck and 360 Chicago, which means planning ahead is essential—something not everyone appreciates while on vacation.

This pass suits travelers who prefer flexibility, enjoy planning their adventures on the fly, and want a cost-conscious way to cover many highlights in a short time. Families, first-time visitors, and those who thrive on discovering genuine city experiences will likely find it very worthwhile.

Key Points

• Flexibility is king: No need to pre-select attractions—pick what interests you on the go.
• Great value for money: Save up to 50% compared to individual tickets.
• Wide variety of attractions: Over 25 options, including iconic skyscrapers, museums, and cruises.
• Reservations required for some top sights: Book early to secure your preferred times.
• Use your mobile pass: Easy digital access simplifies entry.
• Ideal for varied interests: From architecture to family fun, it covers many bases.

What You Can Expect from the Chicago Explorer Pass

The sign-up process is straightforward. After purchase, your digital pass becomes your ticket, accessible on your smartphone or printable at home. It includes a digital guide packed with information, hours, and directions for each attraction. Unlike traditional passes, you don’t need to pre-select your specific activities—your flexibility means you can adapt to weather, mood, or new discoveries during your trip.

The pass is valid for 30 days from activation, giving you plenty of time to see everything even if your trip is longer or your plans shift. Most attractions require advanced reservations—especially Skydeck Chicago and 360 Chicago—so checking the digital guide and booking early is essential to avoid disappointment.

The Itinerary Breakdown

Skydeck Chicago at Willis Tower

This is the must-see for first-timers, offering views from 1,353 feet up on the 103rd floor. The Skydeck provides an almost surreal vista of the city, Lake Michigan, and beyond. Travelers often mention how the views are simply breathtaking, especially on a clear day.

The experience isn’t just about looking out; it’s about the sensation of standing on a glass ledge that juts out from the building. Many reviews, like one noting “excellent value,” highlight how this offers a unique perspective of Chicago.

Reservations are required, so plan ahead. Once inside, you’ll enjoy about 1.5 hours to take in the views, snap photos, and perhaps even brave the glass ledge for a quick thrill.

Chicago Riverwalk & Architecture River Tour

The Chicago Riverwalk is a vibrant waterfront space that’s perfect for strolling and people watching. Included in your pass is a 1-hour architecture river cruise, offering a relaxed way to learn about the city’s most famous buildings. Led by knowledgeable guides, these cruises give you insights into Chicago’s architectural heritage while enjoying the city’s stunning skyline.

Reviewers love the professional guides and the beautiful scenery, with one saying, “The architecture tour was an exciting way to learn about the buildings and their history.” It’s a low-stress way to absorb a lot of information about Chicago’s famous architecture.

360 Chicago Observation Deck

Perched on the 94th floor of the John Hancock Center, the 360 Chicago Observation Deck offers almost incomparable panoramic views. You’ll ride the fastest elevator in the city—a thrill in itself—and then enjoy sweeping vistas from Lake Michigan to the city’s skyline.

Reservations are necessary, so don’t forget to book. Expect to spend about 1.5 hours here, including time for photos and soaking in the sights. Many visitors find it a highlight, especially as the elevator ride is quick—less than a minute from ground to sky.

Navy Pier

A visit to Chicago isn’t complete without a stop at Navy Pier. As the city’s top leisure destination, it offers everything from shopping, dining, to rides and entertainment. It’s bustling, lively, and full of the kind of energy that makes Chicago special.

Your pass includes admission, but many travelers also enjoy wandering freely for about an hour to soak up the atmosphere and perhaps grab a snack. The pier is also home to the Chicago Children’s Museum and other attractions, making it a family favorite.

Adler Planetarium

If you’re into space or want a family outing, the Adler Planetarium is a standout. Located on the Museum Campus, it offers exhibits, an interactive tour of the night sky from 1913, and shows like “Imagine the Moon.” Reviewers rave about the interactive features and the engaging planetarium shows, making it an ideal stop for curious minds of all ages.

Expect about 2 hours here, enough time to explore exhibits and catch a show or two. It’s an immersive experience that’ll leave you looking up at the stars with fresh eyes.

Shoreline Sightseeing

Another highlight is the Architecture River Tour, offered by Shoreline Sightseeing. It’s a 1 hour 15-minute cruise led by guides who point out the details of Chicago’s famous buildings, many designed by legendary architects.

One reviewer noted they left “more knowledgeable about Chicago’s layout and history,” endorsing it as a must-do for architecture buffs or anyone interested in the city’s skyline.

The Field Museum

For those wanting a taste of natural history and culture, the Field Museum is a treasure. From SUE the T. Rex to Egyptian mummies, the exhibits span thousands of years. The ticket includes access to all permanent exhibits, and many reviews mention how impressive and informative the displays are.

It’s a solid three-hour stop, giving plenty of time to wander through and digest the on-site wonders. Perfect for families or anyone interested in the stories behind the artifacts.

Museum of Science and Industry

As the largest science museum in the U.S., the Museum of Science and Industry offers hands-on exhibits and films in a majestic building. The Giant Dome Theater hosts a 3D film experience, which many find impressive. Expect about three hours for this stop, with plenty of interactive elements to keep kids and adults engaged.

LEGOLAND Discovery Center Chicago

For families with young kids, the LEGOLAND Discovery Center offers a fun day of building, interactive exhibits, and LEGO demonstrations. It’s geared toward children aged 3-10 and is perfect for a few hours of relaxed, creative play.

Millennium Park & Bike Rentals

You can rent bikes from Bike and Roll Chicago to explore Millennium Park and nearby attractions at your own pace. This eco-friendly activity is a hit with visitors wanting to see the city from a different angle. The park itself is home to the famous Cloud Gate sculpture (aka “The Bean”), and a bike ride here offers a lovely way to soak in the city’s vibe.

Additional Attractions

The pass also covers other attractions such as the Chicago History Museum, Frank Lloyd Wright’s Robie House, Chicago Theatre, and even a ghost tour. While reviews praise the knowledgeable guides and beautiful views, some mention issues with booking or QR code problems, so it pays to plan and double-check reservations.

Why the Chicago Explorer Pass Works Well

We loved the way the pass consolidates so many top sights into one package, especially since it offers flexibility—no need to pre-book each activity at the time of purchase. Instead, you can decide on the fly, which is particularly handy if the weather changes or if you stumble upon a new attraction that piques your interest.

The cost savings are notable: paying about $84 for up to seven attractions, compared to individual ticket prices, often results in a substantial discount. For instance, visiting Skydeck, Navy Pier, and a river cruise together could cost quite a bit more if paid separately, so the pass offers a good value.

Many reviews note the ease of use—display your mobile pass at each attraction, and you’re set. Although some travelers experienced hiccups with QR codes or reservations, most seem to agree that with a bit of planning, it’s a smooth process.

Considerations

While the pass offers great value, keep in mind that reservations are required for some of the most popular attractions. This means you’ll need to plan ahead to secure your preferred times, especially during peak season. There are also some comments about technical issues and customer service frustrations, so patience and early planning can save you headaches.

Who Will Love It?

This pass is best suited for first-time visitors who want to see a wide variety of sights without the hassle of buying individual tickets. Families, architecture enthusiasts, and curious explorers will enjoy the variety and flexibility. Budget travelers will appreciate the cost savings, while those who prefer a more spontaneous approach to sightseeing will find the open-ended nature refreshing.

Frequently Asked Questions (FAQs)

Do I need to pre-select my attractions?
No, the pass allows you to choose your attractions after purchase, giving you flexibility during your trip.

Are reservations required for major attractions?
Yes, for popular spots like Skydeck Chicago and 360 Chicago, reservations are necessary. Check the digital guide for booking details.

How do I access the pass?
Your pass is a mobile ticket that you display on your smartphone or print at home. It’s valid for 30 days after activation.

Can I visit attractions without advance booking?
Some attractions may allow walk-ins, but reservations are recommended to guarantee entry, especially during busy times.

What if I encounter technical issues with my pass?
Most reviews indicate that customer service can be challenging, so plan early and double-check your reservation confirmations.

Is food included at any attractions?
No, food and drinks are generally not included unless stated at specific sites.

How long does each attraction take?
Most visits range from about 1 to 3 hours, depending on your interest and the site. For example, Skydeck and Navy Pier are around 1-1.5 hours, while museums like the Field Museum require about 3 hours.

Can I customize my itinerary?
Yes, you can pick and change your attractions within the 30-day validity period, making it ideal for spontaneous plans.

Is transportation included?
No, transportation to and from attractions is on your own, but the pass includes a hop-on hop-off bus tour, which is a convenient way to get around.

Final Thoughts

The Chicago Explorer Pass balances value and flexibility in a way that appeals to most travelers. It’s especially beneficial for those keen on seeing a variety of sights without the hassle of individual ticketing or rigid schedules. The included attractions like the Skydeck, Navy Pier, and architecture cruises offer classic experiences that many reviews highlight as worthwhile and enjoyable.

While reservations and occasional technical hiccups demand some planning, most users find the cost savings and wide selection make it a good investment. Families, first-timers, and architecture buffs will find the pass particularly helpful, offering a chance to explore Chicago’s highlights at their own pace.

For those seeking a managed, affordable, and diverse way to experience the Windy City, this pass is a solid choice—so long as you’re prepared for a bit of advance planning to maximize the benefits.