Girl with Cherry Blossoms - Tiffany Glass & Decora...Photo by Creative Commons
Photo by Jen Knoedl via Flickr ~ used under CC-BY ...Photo by Creative Commons
Chicago's Roaring 20s at Tommy Gun's GaragePhoto by Anonymous
"What's da passwoid?" - Tommy Gun's GaragePhoto by Anonymous
View of Chicago from cruise boat on Lake MichiganPhoto by Anonymous
Navy Pier-lots of restaurants and shops. Take a...Photo by Kim C, Canada
To celebrate Halloween there is a range of activit...Photo by Corrina S, Ireland
In the Cultural CenterPhoto by Anonymous
Marquette Building MosaicPhoto by David W, United Kingdom
Navy Pier Park -- such a vibrant place!Photo by JULIE P, USA
Art InstitutePhoto by Carolyn O, USA
Amazing aquarium..highlight of our trip.Photo by Shaun P, Canada
Just cruising down the street on our Segways- what...Photo by Anonymous
Touring as a group. Our guide was hilarious and re...Photo by Anonymous
Grammies, guitars, photos-lots of interesting m...Photo by Kim C, Canada
Only 1 of 2 left in the world.Photo by Shaun P, Canada
Photo by OdysseyPhoto by SANG MIN L, USA
SEARS TOWER...Don't know who this Willis fellow...Photo by Kim C, Canada
Buckingham Fountain and some dude's head Photo by Kim C, Canada
AbbyPhoto by Carolyn O, USA
Chicago
Tours, Sightseeing & Things to do
All 53 things to do in Chicago
Here's our complete list of the top Chicago tours, sightseeing and Chicago things to do.
Chicago CityPass
Chicago CityPASS is the best deal in the Windy City, giving you discounted admission to five of the city's premier attractions. The Chicago CityPASS ensures ... Continue Reading »
Duration: Flexible
Location: Chicago, Illinois
Chicago City Hop-on Hop-off Tour
See all the sights of Chicago at your own pace! On a Chicago City Hop-on Hop-off Tour you can get off the bus at any scheduled stop to visit Chicago's most ... Continue Reading »
Duration: Flexible
Location: Chicago, Illinois
Chicago Sunset Dinner Cruise with Buffet
Celebrate a night out in Chicago with dinner, dancing and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like ... Continue Reading »
Duration: 3 hours (approx.)
Location: Chicago, Illinois
Tommy Gun's Garage Dinner and Show
Welcome to the only speakeasy dinner show in Chicago Tommy Gun's Garage! Just say the password and you'll be transported back to the roaring twenties. You'll ... Continue Reading »
Duration: 3 hours (approx.)
Location: Chicago, Illinois
Chicago Segway Tour
Hop on the most innovative tour to hit Chicago in years! Gliding around the Windy City on your very own Segway, you'll see all the famous sights - Buckingham ... Continue Reading »
Duration: 3 hours (approx.)
Location: Chicago, Illinois
Chicago Grand Half-Day Tour
This comprehensive half-day tour of Chicago is the perfect introduction to the Windy City! Discover the highlights of Chicago’s North Side and South Side and ... Continue Reading »
Duration: 4 hours (approx.)
Location: Chicago, Illinois
Chicago Dinner Cruise
Step aboard the Chicago Dinner Cruise and enjoy a three-hour escape on Lake Michigan. Relaxing in the elegant ambiance that only a true luxury cruising vessel ... Continue Reading »
Duration: 3 hours (approx.)
Location: Chicago, Illinois
Chicago Pedway Walking Tour
Explore Chicago by following the heated tunnels, walkways and passages that connect the city’s famous landmarks and buildings. Your comedic guide takes you on ... Continue Reading »
Duration: 90 minutes (approx.)
Location: Chicago, Illinois
Go Chicago™ Card
The Go Chicago Card is the perfect way to save on your Chicago vacation. You'll get FREE admission to over 25 attractions and tours for one low price! Chicago ... Continue Reading »
Duration: 1, 2, 3, 5 or 7 days
Location: Chicago, Illinois
Chicago Segway Night Tour
Hop on the most innovative tour to hit Chicago in years! Gliding through the Windy City on an eco-friendly Segway is the coolest ride of the 21st century! Far ... Continue Reading »
Duration: 2 hours (approx.)
Location: Chicago, Illinois
Small-Group Chicago Food Tour: Wicker Park and Bucktown
Let your local guide lead you through the streets of Wicker Park and Bucktown as you search for authentic and local cuisine at six different cafes and ... Continue Reading »
Duration: 3 hours (approx.)
Location: Chicago, Illinois
Chicago River and Lake Architecture Tour
Chicago is renowned for its stunning and original architecture, and the most relaxing way to see it is on a cruise on the Chicago River! You'll learn all ... Continue Reading »
Duration: 60 minutes (approx.)
Location: Chicago, Illinois
Chicago City Tour and Lake Michigan Cruise
Discover Chicago from both land and water on this scenic half-day tour. Take a narrated coach tour through the city’s South Side and see highlights including ... Continue Reading »
Duration: 4 hours (approx.)
Location: Chicago, Illinois
Chicago Grand Tour and Hancock Observatory
Take a tour of Chicago and visit the Hancock Observatory! This comprehensive half-day tour is the perfect introduction to the Windy City. Visit the highlights ... Continue Reading »
Duration: 4 hours (approx.)
Location: Chicago, Illinois
Shopping Tour to Aurora Chicago Premium Outlets
Head to Chicago Premium Outlets for an unparalleled selection of more than 120 designer and name-brand stores offering daily savings of 25% - 65% off the ... Continue Reading »
Duration: 5 hours (approx.)
Location: Chicago, Illinois
- All things to do in Chicago
- Cruises, Sailing & Water Tours
- Cultural & Theme Tours
- Family Friendly
- Food, Wine & Nightlife
- Holiday & Seasonal Tours
- Luxury & Special Occasions
- Shopping & Fashion
- Shows, Concerts & Sports
- Sightseeing Tickets & Passes
- Theme Parks
- Tours & Sightseeing
- Transfers & Ground Transport
- Walking & Biking Tours
- Water Sports
- Plan Chicago vacations on Yahoo! Travel
- Chicago hotels from PlanetWare
- Chicago hotel deals from HotelsCombined.com
- Local news from the Chicago Tribune
