Attractions in Chicago

Chicago Attractions

As cozy as your Chicago hotel room may be, the city beckons you to get outside and explore. When you’re a tourist in Chi Town, a world of food, architecture, and culture is at your fingertips. Chicago attractions ranging from towering skyscrapers to an out-of-this-world planetarium are also ready to welcome you. Best of all, Expedia will always get you through the door at a price you can afford. Spend your day at the Field Museum of Chicago or meander through an art exhibit—the choices are bountiful!

Chicago Attractions Deals

360 Chicago Observation Deck
Soak up the Windy City at cloud level. The 94th-floor perch atop the John Hancock Center offers floor-to-ceiling windows showcasing Chicago’s top vistas. Admire the sparkling skyline, gaze across Lake Michigan's glimmering waters, and learn about the city’s famous landmarks.... Read More

Categories: Attractions

1 hour

Free cancellation

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$18

$16
per adult

360 Chicago Observation Deck with Prosecco
Unobstructed 360-degree views and sparkling white wine awaits you in the heart of Chicago. With floor-to-ceiling windows, the 360 Chicago observatory offers you panoramic vistas of downtown Chicago, Lake Michigan, and 4 neighboring states. Read More

Categories: Attractions

1 hour

Free cancellation

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$64

$52
per adult

Adler Planetarium
Journey beyond the moon, through the stars, and to the edge of the galaxy—all without leaving Chicago. At the Adler Planetarium, explore the exhibits, artifacts, and interactive displays that have been transporting visitors into the cosmos since 1930. Read More

Categories: Attractions

5 hours

Free cancellation

$31
per adult

Art Institute of Chicago
Spend the day lingering over one of the finest collections of art in the world at The Art Institute of Chicago. Born as part of The Chicago World's Fair in 1893, this beloved institution’s formidable selection now showcases more than... Read More

Categories: Attractions

1 day

Free cancellation

$23
per adult

Best of Chicago & 360 Chicago Observation Deck
From the North Side to the South Side, scenic drives to sky-high sights, this half-day excursion covers serious "Chi-town" ground. Cruise the Eastside Outer Drive, stop and smell the roses at the city's vibrant parks, and come close to the... Read More

Categories: Attractions, Tours & Sightseeing

5 hours 30 minutes

Free cancellation

$58
per adult

Chicago CityPASS: 5 Must-See Museums & Attractions
Explore 5 of Chicago’s premier attractions at a discounted price, and enjoy special privileges with either VIP access or Fast Pass admission for most attractions. This pass is perfect if you want to explore the city on your schedule. Read More

Categories: Attractions, Tickets & Passes

9 days

Free cancellation

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$208

$98
per adult

Chicago Mob Tour: Criminals & Gangsters Bus Tour
Explore Chicago's underworld on this guided bus tour of gangsters and mobsters. Investigate Scareface Al Capone, The Untouchables, the Chicago Mob, John Dillinger, H. H. Holmes, and more. Read More

Categories: Attractions, Tours & Sightseeing

1 hour 30 minutes

$40
per adult

Chicago Shop & Shuttle
Enjoy roundtrip shuttle service between downtown Chicago and 2 of the Windy City's premier shopping destinations—The Shops at North Bridge and the Fashion Outlets of Chicago. Benefit from special discounts and rewards as you shop for deals at brand-name and... Read More

Categories: Attractions

5 hours

Free cancellation

$39
per adult

Dear James Franco
Experience a unique show that combines elements of stardom, identity, and fandom into one entertaining performance. Those on stage dig through an archive of letters tied to famous individuals, using these written pieces as the foundation of their show. Read More

Categories: Attractions, Events & Shows, Restaurants & Nightlife, Sports, Tickets & Passes

2 hours

Free cancellation

$12
per adult

Evening Segway Excursion
Glide your way through the Windy City at night, humming past its iconic landmarks, zipping through its beautiful parks, and cruising near the shores of Lake Michigan. If you're lucky, you might even get to check out a stunning Chicago... Read More

Categories: Attractions, Tours & Sightseeing

1 hour 30 minutes

Free cancellation

$50
per adult

Evening Tour with Fireworks
Experience the Windy City after dark as you glide through the brightly lit streets with your tour guide leading the way. Visit the top spots in the Museum Campus, passing by beautiful parks and a view of the Chicago skyline... Read More

Categories: Attractions, Tours & Sightseeing

2 hours

Free cancellation

$70
per adult

Explorer Pass: Choose up to 4 Museums, Attractions & Tours
Choose from more than 25 of Chicago's most amazing attractions, museums, and tours with this Explorer Pass and experience the city at your own pace. With your choice of up to 4 activities, enjoy access to famous locations as well... Read More

$65
per adult

Favorite Food & Drink Walking Tour
The smells of the city's most famous foods entice you right from the beginning on this delicious culinary tour. Enjoy famous Chicago-style pizza, hot dogs, craft beers, and a brownie from the folks who invented it. Read More

$55
per adult

Horrible Fun Interactive Show
Get ready for the mother of all party card games when you check out Under the Gun Theater's Horrible Fun. This interactive experience teams you up with an auditorium full of zany ideas to create the biggest, most hilarious mad... Read More

Categories: Attractions, Events & Shows, Restaurants & Nightlife, Sports, Tickets & Passes

1 hour

Free cancellation

$15
per adult

Indoor Skydiving Experience at Naperville
Experience all the plummeting, free fall, and soaring sensations of skydiving without ever getting on a plane. This indoor skydiving experience puts you in a vertical wind tunnel, so you can float weightlessly in space for an unforgettable adrenaline rush... Read More

Categories: Adventures, Attractions

1 hour

Free cancellation

$70
per adult

Indoor Skydiving Experience at Rosemont
Experience all the plummeting, free fall, and soaring sensations of skydiving without ever getting on a plane. This indoor skydiving experience puts you in a vertical wind tunnel, so you can float weightlessly in space for an unforgettable adrenaline rush... Read More

Categories: Adventures, Attractions

1 hour

Free cancellation

$70
per adult

LEGOLAND® Discovery Center Chicago
Let your imagination run wild as you build amazing creations, learn top tips from the Master Model Builders, pedal Merlin's Apprentice Bikes, and enjoy the unique 4-D cinema experience at the LEGOLAND® Discovery Center. Read More

Categories: Attractions

1 day

Free cancellation

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$19

$14
per adult

Macy's Star Shopper Package
Browse Macy's modern fashion while you walk through this historic department store. Formerly a Marshall Field's, the building is known for providing an extravagant and innovative shopping experience. Read More

Categories: Attractions, Land Adventures, Tours & Sightseeing

3 days

Free cancellation

$42
per adult

Medieval Times Dinner & Tournament
Hear ye, hear ye. Make haste to the castle to indulge in a night of feasting, combat, and revelry. The knights and horses of Medieval Times are here to thrill you with acts of showmanship and bravery reminiscent of legends... Read More

$66
per adult

Never Have I Ever Improv Show
Prepare to share the embarrassment from a house party that everyone has been to at Never Have I Ever. This live, improvised comedy show pits actors against each other as they answer random questions from the famous party game, running... Read More

Categories: Attractions, Events & Shows, Restaurants & Nightlife, Sports, Tickets & Passes

1 hour 30 minutes

Free cancellation

$15
per adult

Shop, Explore, Play or Spa at The North Bridge Shops
The Shops at North Bridge span 6 blocks of Michigan Avenue, just steps from downtown Chicago's beautiful lakefront. Benefit from special discounts and rewards as you shop for deals at brand-name and high-end retailers in the heart of the Windy... Read More

$40
per adult

The Chicago Theatre Marquee Tour
Share the same center stage spotlight that was cast on legends like Dean Martin and Frank Sinatra. This behind-the-scenes tour through The Chicago Theatre Marquee Tour ensures a starry-eyed evening of fascinating history and sheer elegance. Read More

Categories: Attractions

1 hour

Free cancellation

$13
per adult

The Field Museum
What sprung from the 1893 World's Columbian Exposition now stands as Chicago's Field Museum. Its neo-Classical buildings are stocked with more than 25 million artifacts—some up to 4. 6 billion years old. This vast collection of fascinating relics exhilarates history... Read More

Categories: Attractions

5 hours

$38
per adult

We Gotta Bingo Dinner Theater Experience
Spend a raucous evening at Der Brew-Ha-Ha, a 200-seat German beer hall, where you eat, dance, drink, and play bingo in a theater experience. Soak up the jolly atmosphere as you become embroiled in a good-natured conflict between 2 rival... Read More

$51
per adult

Will You Accept This Rose—Bachelor Parody Improv Show
Get ready for raucous improv comedy that dares ask: "Will you accept this rose?" Yes, it's the Bachelor parody you've been waiting for, the popular TV show infused with tales of love and loss from a live audience, a touching... Read More

Categories: Attractions, Events & Shows, Restaurants & Nightlife, Sports, Tickets & Passes

2 hours

Free cancellation

$12
per adult

Willis Tower Skydeck & The Ledge
In 60 seconds, your elevator climbs to the 103rd floor of the second-tallest building in the United States. From the breathtaking Skydeck, marvel at sights reaching 4 states, scan Chicago's iconic skyline, and venture out onto The Ledge—a thrilling glass... Read More

Categories: Attractions

3 hours

Free cancellation

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$18

$16
per adult

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