Cheapest Way to See Chicago Attractions

Cloud Gate Sculpture in Millennium Park, Chicago

Cheapest Way to See Chicago Attractions My Local Money-Saving Guide

If you’re planning a trip to the Windy City then you’re probably asking the smartest question possible and that is What’s the cheapest way to see Chicago attractions without missing the must-see experiences?

As a Chicago local and founder of GoVisitChicago I have noticed visitors accidentally overspend hundreds of dollars simply because they didn’t plan strategically.

Chicago offers world famous architecture, iconic observation decks, famous museums and unforgettable river cruises but if you do not plan properly then individual admission tickets prices can add up quickly.

I must say nothing to worry about it. You must be thinking what the solution is right? Let me tell you this, there is a cheapest way to see Chicago attractions and when you understand how pricing works then you can experience more while spending less.

This guide will walk you through exactly how to do it and gives you money savings details by comparing the best Chicago attraction passes.

Why Chicago Attractions Can Get Expensive Fast

Our Chicago has plenty of top attractions. If you try to purchase admission tickets individually for those top Chicago attractions then cost might add up quickly and you will end up paying a lot of money.

Let me walk you through the typical retail ticket pricing. Following is the list of top attraction and their admission tickets price.

  • Skydeck Chicago – $35–$45
  • 360 CHICAGO Observation Deck – $30+
  • Architecture River Cruise – $45–$55
  • Field Museum – $30+
  • Shedd Aquarium – $40+

If you decide to visit just three or four major attractions then you’re easily spending $150–$200 per person.

That’s why strategy matters.

The Cheapest Way to See Chicago Attractions

If you ask me a question what is the best and cheapest way to see Chicago attraction then my answer is use Chicago attraction passes strategically.

Instead of paying retail at every location I recommend you to bundle multiple attractions into one discounted pass.

If you visit enough included attractions then your per-attraction cost drops significantly.

At this moment there are two major attraction passes in Chicago:

Let’s break down and understand how each works for cheap Chicago sightseeing.

Local Tip: Looking for a budget friendly accommodation? You may like where to stay in Chicago on a budget guide.

Planning Tip: Attractions & Where to Stay

As you continue planning your Chicago trip, this is a good moment to think about attractions and lodging together. Many travelers choose either Chicago CityPASS or the Go City Chicago Pass to organize sightseeing ahead of time, then stay in a central area to keep days smooth and walkable.

  • CityPASS: ideal for a smaller list of iconic attractions
  • Go City: better for flexibility and more attraction choices
  • Hotels: central locations reduce transit time
Field Museum of Chicago

Go City Chicago Pass – Best for Maximum Savings

If you’re planning an active itinerary and want to visit multiple attractions within a few days then Go City often delivers the biggest savings.

Why it works well for cheap Chicago sightseeing:

  • Includes 25+ attractions
  • Architecture River Cruise included
  • Skydeck included
  • Major museums included
  • Flexible 2, 3, or 5-day options
  • Digital mobile pass

If you visit three or more high-priced attractions per day then savings with Go City Chicago Pass can reach 30%–50% compared to buying tickets separately.

👉 Save money with attraction passes and compare Go City Chicago options before buying individual tickets.

Chicago CityPASS – Best for a Relaxed Pace

If you prefer a slower schedule and want to visit 4–5 major attractions over several days then Chicago CityPASS may offer excellent value.

CityPASS typically includes top attraction such as Shedd Aquarium, Skydeck Chicago and you can choose another 3 attractions from available list including Architecture River Cruise, Field Museum, Museum of Science & Industry and 360 CHICAGO.

You choose five attractions from a curated list.

For museum-focused travelers and first-time visitors Chicago CityPASS can be the cheapest way to see Chicago attractions without feeling rushed.

Now, lately they have new option called C3 Pass that gives you an opportunity to explore 3 top attractions of your choice.

I like their C3 Pass for those who are visiting Chicago for a shorter period of time and looking to explore Chicago at their own pace.

I would say perfect for Chicago weekend itinerary or 2 Days in Chicago itinerary.

Which Option Is Actually the Cheapest?

Here’s the honest breakdown:

  • Fast-paced sightseeing with boat cruise and skyline views → Go City Pass Chicago
  • Museum-heavy itinerary at relaxed speed → Chicago CityPASS
  • Only visiting 1–2 attractions → Individual tickets
  • Visiting 3+ major attractions → Attraction pass usually wins
  • Short on time → Go City Chicago Explorer Pass or Chicago C3 Pass

The cheapest way to see Chicago attractions depends entirely on how many you plan to visit.

Volume drives savings.

Step-by-Step Plan for Cheap Chicago Sightseeing

If you want real savings then I recommend to follow my this simple strategy.

Step 1: Count Your Attractions

Before buying anything you must list the attractions you realistically plan to visit.

  • 1–2 attractions → Likely cheaper individually
  • 3 attractions → Compare carefully
  • 4+ attractions → Pass almost always cheaper

This is the most important step. Believe me do not ignore this step because this is going to be key factor in planning your Chicago trip.

Step 2: Prioritize High-Ticket Attractions

To maximize savings you must use passes on expensive attractions:

  • Architecture River Cruise
  • Skydeck Chicago
  • Shedd Aquarium
  • Field Museum

The higher the standalone ticket price the more you benefit from bundling.

Step 3: Lock in Pricing Early

Summer pricing increases so I recommend to book early to lock in prices:

  • Lower rates – by booking early you can get lower rates.
  • Guaranteed availability – Also, you will have guaranteed availability.
  • Reserved entry times – You will have plenty of time slots available to choose from for entry.

👉 Before purchasing direct admission tickets always View discount deals to check for current seasonal savings.

Chicago river cruise

Budget Comparison Example

Let’s break down a realistic 3-day trip to get you more detailed understanding.

Without a pass:

  • Skydeck – $42
  • Shedd – $40
  • Architecture Cruise – $50
  • Field Museum – $30

Total: $162 per person

With an attraction pass:

Typical cost: ~$110–$130

Savings: $30–$50 per person

For a family of four you will potentially save $120–$200.

That’s real money.

When Skipping the Pass Makes Sense

Attraction passes are powerful but not always necessary.

Skip the pass if:

  • You only want one observation deck
  • You only want one museum
  • You plan mostly free activities

The cheapest way to see Chicago attractions depends on your actual itinerary.

Free Attractions to Mix With Paid Experiences

Chicago has incredible free sightseeing:

  • Millennium Park
  • Cloud Gate (The Bean)
  • Lincoln Park Zoo
  • Chicago Riverwalk
  • Lakefront Trail

Combine these with two or three paid attractions and your trip becomes extremely budget-friendly.

That’s smart cheap Chicago sightseeing.

What’s the Cheapest Way to See Chicago Attractions?

If you plan to visit three or more major paid attractions then an attraction pass is the cheapest way to see Chicago attractions.

If you’re doing light sightseeing let’s say 1 or 2 attractions then I recommend to buy individual tickets.

The secret isn’t just buying a pass but in real world it’s planning strategically.

When you plan Chicago trip strategically then Chicago becomes surprisingly affordable.

Frequently Asked Questions About the Cheapest Way to See Chicago Attractions

Is an attraction pass really the cheapest way to see Chicago attractions?

Yes. Visiting at least three major paid attractions usually makes bundled passes significantly cheaper than individual ticket purchases.

What is the best pass for cheap Chicago sightseeing?

Go City offers broader flexibility and higher potential savings. CityPASS works well for first-time visitors focused on museums and observation decks.

How many attractions do I need to visit to save money?

Three or more major attractions typically justify the pass cost.

Are Chicago attraction passes worth it during winter?

Yes. Smaller crowds make it easier to reserve top attractions and maximize savings.

Do Chicago attraction passes allow skip-the-line entry?

Many attractions offer reserved or expedited entry for pass holders especially boat tours and observation decks.

Save on Chicago Attractions + Book a Great Hotel

Want an easy way to save money in Chicago? Bundle top attractions with Chicago CityPASS or a Go City Chicago Pass, then book a centrally located hotel so you can walk more and stress less. This combo works great for first-time visitors and repeat travelers alike.

  • CityPASS: best for a few must-see attractions at a lower price
  • Go City: best for flexibility and more attraction options
  • Hotels: stay central (Loop, River North, Mag Mile) for convenience

Tip: Booking attractions and hotels in advance usually saves the most time and money.