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United States/Things to Do in Chicago, couple trip

Willis Tower (couple trip)

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How Couple-Friendly is Willis Tower?

86%Couple-Friendly
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What makes it 86% Couple-Friendly: Couples get sunset or dinner packages, champagne add-ons, and photo-ready glass balconies for shared memories, but heavy crowds around dusk lower privacy slightly.

Google
Reviews4.5/ 5
(from 23,277 reviews)

Positives:

  • Quick Romantic Stop: You can see the entire city in under two hours, ideal for couples on a tight schedule.
  • Memorable Photo Ops: The Ledge’s glass balconies create a unique backdrop for shared photos.

Challenges:

  • Peak-Hour Crowds: Lines at security and elevators can add 30 minutes to your visit during sunset hours.
  • Limited Seating: Sunset and dinner packages have few spots—book early to avoid disappointment.
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🏖️ Explore Willis Tower with a local guide: GetYourGuide's 10 BEST Activities and Tours around Willis Tower. Local guides know the hidden gems you'd otherwise miss, read what other travelers experienced, and book easily.

What is Willis Tower?

  • A 110-story skyscraper in Chicago’s Loop and the second-tallest building in the United States
  • Architecture employing a bundled-tube structural system clad in dark bronze aluminum and glass
  • A Skidmore, Owings & Merrill–designed landmark completed in 1973 as the world’s tallest building until 1998

What is so special about Willis Tower for couple trip?

  1. 360° views from the 103rd-floor Skydeck
  2. Dare-worthy photos on glass balconies
  3. Romantic sunset and drink packages
  4. Quick visit ideal for couples

Recommended visit duration: 1–2 hours

Why 1–2 hours visit duration is ideal for couple trip: Enough time to enjoy the Skydeck, The Ledge, and a special sunset moment without rushing.

(View Willis Tower on Map)

Couple-Friendly Activities in Willis Tower

Sunset General Admission Visit:

Ascend to the 103rd-floor Skydeck and watch the sun dip below the Chicago skyline.

Tip: Book your timed ticket 60 minutes before sunset and head straight to the west-facing windows.

The Ledge Experience:

Step onto glass balconies extending 4.3 ft over the city at 1,353 ft high.

Tip: Arrive early to beat the line and share a daring photo together.

Pie In The Sky Dinner:

Enjoy a three-course Chicago-style pizza dinner with champagne on the 99th or 103rd floor.

Tip: Reserve at least two weeks in advance to secure your table and skip the line.

Golden Hour Drink Package:

Toast the city with a signature Espresso Martini or sparkling cider at sunset.

Tip: Check package availability online and book west-facing seating for best views.

How to Make the Most of Your Visit to Willis Tower

  1. Buy Timed Tickets Online: Reserve a specific entry slot to skip the main ticket line.
  2. Visit Off‐Peak Days: Weekday afternoons typically have smaller crowds than weekends.
  3. Combine with CityPASS: Use a Chicago CityPASS to save on admission and skip lines at multiple attractions.
🏖️ Tour Willis Tower like a local: GetYourGuide's Top 10 Activities and Tours in Willis Tower. Local experts uncover hidden treasures you'd never find alone, browse authentic traveler reviews, and book your perfect adventure hassle-free.

Reviews of Willis Tower

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Jonathan Howard

Jonathan Howard

Jan 2026

Willis Tower is an absolute must if you want to see Chicago from a whole different level—literally. The Skydeck on the 103rd floor delivers jaw-dropping views that stretch for miles on a clear day, giving you a true sense of how massive and flat the Midwest really is. The highlight is the glass ledges that extend out from the building, letting you stand over the city with nothing but glass beneat...

Shelita Smith

Shelita Smith

Jan 2026

It was great. The view was breathtaking. There are plenty of photo opts along the way to the Willis Tower Skydeck. I ttok pics with Chicago natives, like Oprah, The Obamas, and Michael Jordan. Once you reach the Tower ledge, you have 90 seconds to take pictures and that's it. Then they try to sale you the pics you take coming in for $35 for 2. Or $45 for all 4 pictures as you leave ou...

WAQAS AHMED KHAN

WAQAS AHMED KHAN

Jan 2026

Willis Tower is an iconic Chicago experience and absolutely worth visiting. The Skydeck views are breathtaking, offering a stunning 360° panorama of the city and Lake Michigan. Standing on the glass ledges is thrilling and unforgettable. The experience is well organized, the exhibits are informative, and the overall atmosphere makes you truly appreciate Chicago’s skyline and architectural beauty. ...

Soraya Wilks

Soraya Wilks

Jan 2026

The best city views! Born and raised in Chicago, I’ve been coming here since I was a kiddo and it was Sears tower. Since then I come here with family or friends out of town, and this past trip back home to Chicago, I got to do yoga on the 99th floor and visit the skydeck. It was amazing :)

rachel fiskus

rachel fiskus

Dec 2025

The views from the top of Willis Tower are beautiful and absolutely worth it. I explored Chicago during a really long layover, and deciding to go up here was one of the best choices I made. Chicago is a stunning city, and seeing it from above really puts its architecture and layout into perspective. When I visited, I honestly thought it was the most beautiful city I had ever seen that is, until I...

When is the best time to visit Willis Tower (Chicago, United States)?

In winter, bring warm layers for cold winds on The Ledge. In spring and fall, skies are clearer—aim for these seasons. In summer, visit near golden hour to avoid midday glare.

✈️ Ready to go? Check the latest flight deals to Chicago on Trip.com

Explore These Activities

Typical Budget for a Couple (2 Adults)

ItemCost (Approx.)
General admission tickets (2)USD 84.6
Golden Hour Drink Package for twoUSD 60
Total EstimatedUSD 144.6

Note: All prices are indicative and may vary. Please check directly with the venue for the most accurate and up-to-date information.

Content Notice: This content combines editorial expertise with AI assistance to ensure comprehensive and up-to-date information. Our team regularly curates and reviews all content for accuracy and relevance. Help Us Improve

Map of Willis Tower

Address: 233 S Wacker Dr, Chicago, IL 60606, USA

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Looking for other Things to Do besides Willis Tower (Chicago)?

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About Willis Tower

Opening Hours

Monday:9:00 AM – 10:00 PM
Tuesday:9:00 AM – 10:00 PM
Wednesday:9:00 AM – 10:00 PM
Thursday:9:00 AM – 10:00 PM
Friday:9:00 AM – 10:00 PM
Saturday:9:00 AM – 10:00 PM
Sunday:9:00 AM – 10:00 PM

Hours may vary during holidays, special events, and peak seasons. Please check the official website for the most up-to-date information.

Website

Official Website

Phone Number

+1 312-875-0066

Average price

US$ 42.3
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Average price

US$ 42.3
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