Skellion travel guides and tours
Discover the Best Tours in Chicago

Discover the Best Tours in Chicago

Explore the top tours in Chicago, from architectural walks to thrilling crime stories.

Chicago Travel Guide

Why Visit Chicago

Chicago, known as the Windy City, is a bustling metropolis filled with rich history, stunning architecture, and vibrant culture. From its iconic skyline to its world-renowned museums, Chicago offers something for every traveler. Whether you're a foodie, an architecture buff, or a history enthusiast, this city is sure to captivate your heart.

Best Things to Do in Chicago

There’s no shortage of things to do in Chicago. You can explore the downtown area, visit the Art Institute of Chicago, or take a leisurely stroll along the shores of Lake Michigan. Don’t forget to check out Millennium Park, where you can snap a selfie with the famous Cloud Gate sculpture, affectionately known as 'The Bean.'

Recommended Tours and Experiences

To truly experience the essence of Chicago, consider joining one of the many exceptional tours available. Here are some top recommendations:

Small-Group Sightseeing Boat Tour in Chicago

Recommended Experience

Small-Group Sightseeing Boat Tour in Chicago

⭐ 5.00 (95 reviews)

Duration: 1 hours 30 minutes

From: $89.00

Check Availability
  • Small-Group Sightseeing Boat Tour in Chicago - Enjoy a custom sightseeing experience on the waterways, taking in the stunning skyline. Price: $89.00 | Duration: 1.5 hours | Rating: 5.00 (95 reviews)
  • Chicago Architecture Walking Tour: What's New - Discover the latest architectural marvels in Chicago over a 90-minute guided walk. Price: $35.00 | Duration: 1.5 hours | Rating: 5.00 (80 reviews)
  • Private Sailing on Beautiful Lake Michigan - Relax with a private sailing experience for up to six people, complete with breathtaking views. Price: $507.96 | Duration: 2 hours | Rating: 5.00 (70 reviews)
  • Chicago Crime and Movies Tour - Walk the streets where mobsters roamed and see how these locations inspired Hollywood. Price: $35.00 | Duration: 1.5 hours | Rating: 5.00 (53 reviews)
  • Chicago Walking Tour: Connecting Past and Present - Explore the architectural history of Chicago in this engaging tour. Price: $35.00 | Duration: 1.75 hours | Rating: 5.00 (39 reviews)
  • Chicago Shoreline Adventure Boat Tour - Experience Chicago’s shoreline aboard a unique vessel with an exciting twist. Price: $90.00 | Duration: 1.5 hours | Rating: 5.00 (38 reviews)
  • Chicago Haunts and Hooligans Tour - Delve into the city’s haunted history with a chilling tour of supernatural hotspots. Price: $34.77 | Duration: 1.5 hours | Rating: 5.00 (37 reviews)
  • Chicago Photo Walk to Bean and Landmarks - Capture stunning photos at iconic locations with a knowledgeable guide. Price: $169.00 | Duration: 1 hour | Rating: 5.00 (31 reviews)

Suggested Itinerary

For a memorable experience, consider this itinerary:

  1. Start your day with the Chicago Architecture Walking Tour to get a feel for the city's rich design heritage.
  2. Grab lunch at a local eatery before heading to the Small-Group Sightseeing Boat Tour for stunning views of the skyline.
  3. In the afternoon, dive into Chicago's darker side with the Chicago Crime and Movies Tour.
  4. Wrap up your day with a casual dinner near Navy Pier, followed by a Chicago Haunts and Hooligans Tour if you're feeling adventurous.

Best Time to Visit

The best time to visit Chicago is during the spring (April to June) and fall (September to October) when the weather is pleasant and the city hosts various festivals. Summers can be hot and humid, while winters are cold and snowy, but both seasons offer unique experiences.

Travel Tips

Here are some tips to enhance your Chicago experience:

Chicago Architecture Walking Tour: What's New

Recommended Experience

Chicago Architecture Walking Tour: What's New

⭐ 5.00 (80 reviews)

Duration: 1 hours 30 minutes

From: $35.00

Check Availability
  • Book tours in advance, especially during peak seasons.
  • Wear comfortable shoes, as you'll be doing a lot of walking.
  • Check the weather forecast to dress appropriately.
  • Take advantage of public transport; the 'L' train is an efficient way to get around.
  • Don’t forget to try Chicago-style deep-dish pizza!

Frequently Asked Questions

What is the best way to get around Chicago?

The Chicago Transit Authority's 'L' train and buses are convenient options. Ride-sharing services are also widely available.

Are the tours suitable for families?

Yes, many of the tours cater to families and provide engaging experiences for all ages.

What should I pack for my trip to Chicago?

Pack layers for unpredictable weather, comfortable walking shoes, and a camera to capture the city's beauty.

Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago

Recommended Experience

Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago

⭐ 5.00 (70 reviews)

Duration: 2 hours

From: $507.96

Check Availability

Final Thoughts

Chicago is a city that offers endless opportunities for exploration and adventure. With its diverse tours, rich history, and vibrant culture, you’re sure to create unforgettable memories. Whether you’re sailing on Lake Michigan or walking through its historic streets, each experience will deepen your appreciation for this remarkable city.

Chicago Crime and Movies Tour

Recommended Experience

Chicago Crime and Movies Tour

⭐ 5.00 (53 reviews)

Duration: 1 hours 30 minutes

From: $35.00

Check Availability
Chicago Walking Tour: Connecting Past and Present

Recommended Experience

Chicago Walking Tour: Connecting Past and Present

⭐ 5.00 (39 reviews)

Duration: 1 hours 45 minutes

From: $35.00

Check Availability

Recommended Experiences

These top-rated tours and activities are available through Viator.

Small-Group Sightseeing Boat Tour in Chicago

Small-Group Sightseeing Boat Tour in Chicago

⭐ 5.00 (95 reviews)

Duration: 1 hours 30 minutes

From: $89.00

Check Availability
Chicago Architecture Walking Tour: What's New

Chicago Architecture Walking Tour: What's New

⭐ 5.00 (80 reviews)

Duration: 1 hours 30 minutes

From: $35.00

Check Availability
Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago

Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago

⭐ 5.00 (70 reviews)

Duration: 2 hours

From: $507.96

Check Availability
Chicago Crime and Movies Tour

Chicago Crime and Movies Tour

⭐ 5.00 (53 reviews)

Duration: 1 hours 30 minutes

From: $35.00

Check Availability

Bookable Experiences

More Tours & Activities

Chicago Walking Tour: Connecting Past and Present

Chicago Walking Tour: Connecting Past and Present

⭐ 5.00 (39 reviews)

Duration: 1 hours 45 minutes

From: $35.00

Check Availability
Chicago Shoreline Adventure Boat Tour

Chicago Shoreline Adventure Boat Tour

⭐ 5.00 (38 reviews)

Duration: 1 hours 30 minutes

From: $90.00

Check Availability
Chicago Haunts and Hooligans Tour

Chicago Haunts and Hooligans Tour

⭐ 5.00 (37 reviews)

Duration: 1 hours 30 minutes

From: $34.77

Check Availability
Chicago Photo Walk to Bean and Landmarks

Chicago Photo Walk to Bean and Landmarks

⭐ 5.00 (31 reviews)

Duration: 1 hours

From: $169.00

Check Availability

Keep Reading

Related Travel Guides