Chicago Tours Tours and Activities
Chicago Wednesday Dinner & Fireworks Cruise
This celebrated 3-hour summertime Wednesday dinner/dance cruise along the magnificent Chicago waterfront includes great views of the Navy Pier fireworks show. Why go to a land-based restaurant when you can get so much more on an exciting cruise?
From: $132.14 US Dollars
Chicago Land & River Tour
See Chicago from the water as you cruise along the skyline in a beautiful streamliner yacht. This comprehensive tour brings you plenty of sights to see - the business district, the exclusive shopping areas & neighborhoods and more...
From: $59.95 US Dollars
Lincoln Park Bike Adventure in Chicago
Explore beaches, parks, lagoons and enjoy a car-free experience and more on this tour of the beautiful Lincoln Park neighborhood, which runs parallel to Lake Michigan's shoreline in downtown Chicago!
From: $34.00 US Dollars
Tommy Gun's Garage Dinner Show in Chicago
Welcome back to The Roaring Twenties, the era of prohibition. While in Chicago, don't miss Tommy Gun's Garage, "Chicago's only original Speakeasy Dinner Theater." You'll also be served great food and great hooch (liquor) by da gangsters and da flappers. Please Note: Rates for this tour vary by day of the week. When you choose your specific date on the availability calendar, the rates for that date will be displayed.
From: $68.95 US Dollars
Tommy Gun's Valentine's Massacre Dinner Show in Chicago
Forget dat romantic Valentine's Day and celebrate it wit a bang! Join us in our annual re-enactment of the St. Valentine's Day Massacre after our dinner show, in honor of Valentine's Day - Chicago-style. Seating is limited, so make da reservation early! Adults only for da Massacre shows. Please Note: Rates for this event vary by day of the week. When you choose your specific date on the availability calendar, the rates for that date will be displayed.
From: $70.95 US Dollars
Chicago Mini-Bus Tour
This award winning city tour takes you on an entertaining, narrated journey around the downtown area and through several of Chicago's distinct neighborhoods. Along the way, you will be able to get out at several picturesque stops and take some wonderful photos. Comfortable, climate controlled, large windowed mini buses allow you to ride in style. This tour also includes complimentary pick-up from most downtown hotels.
From: $34.95 US Dollars
Chicago North Side Tour
The premier tour to experience the vitality and excitement of Chicago.
From: $29.00 US Dollars
Chicago Mini-Bus City & River Tour Combination
Two popular tours. One great price! This entertaining and informative combination tour visits Chicago's most interesting and historic sights by mini-bus, followed by a fantastic Chicago River/Architecture boat tour. The tours are conducted in large-windowed mini-buses, which that are small enough so you can ask questions of your driver/guide while exploring Chicago's best-known sights and neighborhoods. This tour also includes complimentary pick-up from most downtown hotels.
From: $69.95 US Dollars
Elegant Mid Week Dinner Cruise in Chicago
Enjoy a three hour mid-week escape to the signature elegance and total entertainment experience only a true luxury cruising vessel can provide. Upscale meals are prepared fresh onboard daily. There is a full cash bar with an excellent selection of wines. You can also enjoy dancing and unmatched views of the Chicago skyline drifting past your table. These rates are for Tuesday through Thursday dinner cruises, except Wednesdays during the summer months when there is a Fireworks Dinner Cruise.
From: $148.46 US Dollars
Chicago South Shore Tour
The Chicago South Shore Tour is a tour full of interest, history and beauty. See Grant Park, Soldier Field, the Art Institute of Chicago, the Shedd Aquarium, Orchestra Hall, the Field Museum, the South Commons, Jackson Park, Navy Pier, Adler Planetarium and more.
From: $29.00 US Dollars
Chicago Grand Tour
The Chicago Grand Tour is the ultimate tour of the city of Chicago!
From: $47.95 US Dollars
Chicago Grand Tour with Hancock Tower
Enjoy a comprehensive tour of the major sights in Chicago plus a visit to the 94th Floor Observatory at the Hancock Tower!
From: $62.95 US Dollars
Elegant Saturday Fireworks Dinner Cruise in Chicago
Enjoy a three hour Saturday escape to the signature elegance and total entertainment experience only a true luxury cruising vessel can provide. And this cruise includes great views of the Navy Pier Fireworks Show! Creative appetizers, entrees and desserts prepared fresh onboard daily. Award-winning wines. Dancing to live music. And unmatched views of historic Chicago skyline drifting past your table.
From: $189.26 US Dollars
Elegant Sunday Brunch Cruise in Chicago
An elegant Sunday Brunch cruise is the perfect way to experience the Chicago skyline from a unique vantage point. Enjoy a two hour escape aboard a luxury cruising vessel. The attentive crew serves you a three course plated lunch. And you'll enjoy unmatched views of the historic Chicago skyline drifting past your table. These rates are for Sunday brunch cruises only.
From: $94.06 US Dollars
Chicago River & Architecture Tours - Weekend
Best Thing to Do in Chicago! Take a memorable 75-minute river and lake architectural weekend cruise during the summer, featuring exciting views and descriptions of Chicago's most famous architecture, landmarks and history combined with an exciting ride aboard a Speedboat!
From: $47.67 US Dollars
Chicago River & Architecture Tour Weekday
This memorable 75-minute river and lake architectural cruise features exciting views and descriptions of Chicago's most famous architecture, landmarks and history combined with an exciting ride aboard a speedboat!
From: $44.19 US Dollars
Chicago Lakefront Speedboat Tours - Weekday
This weekday Lakefront Speedboat Tour is a great way to view Chicago from the lake! It combines a thrilling speedboat ride along the shoreline with informative and amusing descriptions of the world famous Chicago skyline.
From: $30.27 US Dollars
Chicago Lunch Cruise
Take the Chicago Lunch Cruise and enjoy the trip, the food, entertainment and amazing views of Chicago by water! You'll spend two leisurely hours of fun and tasty buffet dining while you see the city's spectacular skyline.
From: $70.94 US Dollars
1893 World's Fair Walking Tour with Bars in Chicago
This tour makes the World’s Fair’s lasting impact come to life. On this fun and insightful walking tour, you will venture into beautiful architecture spaces from the era while enjoying games, snacks and drinks along the way.
From: $53.00 US Dollars
Amazing Lakefront Segway Tour in Chicago
You'll have the time of your life gliding along Chicago's lakefront paths and parks on the small group Amazing Lakefront Segway Tour in Chicago. Highlights include Grant Park, Buckingham Fountain, Millennium Park, the Museum Campus, Soldier Field, Shedd Aquarium, the Field Museum, and Chicago's spectacular skyline.
From: $69.00 US Dollars
Amazing Lakefront Segway Tour in Chicago - Weekend
You'll have the time of your life gliding along Chicago's lakefront paths and parks on the small group Amazing Lakefront Segway Tour in Chicago. Highlights include Grant Park, Buckingham Fountain, Millennium Park, the Museum Campus, Soldier Field, Shedd Aquarium, the Field Museum, and Chicago's spectacular skyline.
From: $74.00 US Dollars
Amazing Scavenger Quest in Chicago or City of Choice
ONLY $44 FOR UP TO 5 PEOPLE! Let's turn Chicago into a giant game board! This Amazing Scavenger Quest is an interactive adventure hunt that combines the fun of the "Amazing Race" with a three-hour sightseeing tour of the Chicago Loop. Guided from any smart phone, your group will make its way among well known and overlooked gems of the city, solving clues and completing challenges while learning local history. And, you can compete against other groups for the best score. Offered at a fixed price for a group as opposed to per person pricing, this city tour/game offers a great value if you're on a budget.
From: $43.95 US Dollars
Art Deco Skyscrapers Walking Tour in Chicago
Join us as we admire the soaring exteriors and opulent interiors of some of Chicago's most magnificent Art Deco skyscrapers. You'll learn about the origins of this short-lived but lively architectural style; the difference between Jazz Deco, Classical Deco and Streamlined Deco and the important role that Chicago played in the international Art Deco movement.
From: $19.95 US Dollars
Best Chicago Architectural Walking Tour Since Sliced Bread
Come along and look at lots of Chicago architectural eye candy while expanding your understanding of architectural styles and Chicago history. You'll enjoy this very visual and interactive tour!
From: $21.00 US Dollars
Bike & Brewery Tour in Chicago
Discover Chicago's brewery history on the small group Bike & Brewery Tour in Chicago. You'll taste food from several restaurants as you cruise along the lakefront bike path, and conclude with a tour of the Lagunitas Brewery.
From: $69.00 US Dollars
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Popular Tours and Activities
- Chicago River & Architecture Tours - Weekend
- Chicago Lakefront Speedboat Tours - Weekend
- Chicago Saturday Dinner & Fireworks Cruise
- Chicago Mini-Bus Tour
- Hop On Hop Off Double Decker Bus Tour in Chicago
- Best Chicago Architectural Walking Tour Since Sliced Bread
- Chicago at Sunset Segway Tour
- 1893 World's Fair Walking Tour with Bars in Chicago
- Legoland Discovery Center in Chicago
- Nighttime Helicopter Tour in Chicago
Tour & Activity Types
We have a number of tours and activites to pick from. Use the list below to find the type of tour you are looking for.
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