Travelling Events in Chicago

Check out happening travelling events all around Chicago, IL

Chicago's Best 90-Min Architecture Boat Tour on The Chicago River

 Sat, 02 May at 12:00 pm Tours & Boats (boarding info and directions below) | Phone: 312-858-6955 Free

Trip To The Grand Opening of The Obama Presidential Center

 Fri, 19 Jun at 05:00 am the obama presidental center USD 748 to 961

Ride To Wrigley

 Fri, 31 Jul at 05:30 am Wrigley Field USD 185

Little Italy Walking Tour

 Sat, 09 May at 11:00 am Jane Addams Hull-House Museum USD 0 to 45

The Chicago Big Bus Tour & Scavenger Hunt

 Sat, 02 May at 11:30 am 20 S Clark St, Ste 200, Chicago, IL, United States, Illinois 60603

Fold and Sip (Lakeview)

 Tue, 28 Apr at 06:00 pm Konbini & Kanpai Lakeview USD 18

Old Irving Park Walking Tour

 Sun, 03 May at 11:00 am West Irving Park Road & North Keeler Avenue (NW Corner) USD 0 to 45

RAGBRAI Transportation: End to Chicago powered by Bicycle Illinois

 Sat, 25 Jul at 03:30 pm Crowne Plaza Chicago West Loop by IHG Free

First Sunday Walking Tour at Pullman National Historical Park - May 2026

 Sun, 03 May at 01:00 pm Pullman Exhibit Hall USD 0 to 34

BUS TOUR - WINNIPEG, MB TO CHICAGO, IL (WINDY CITY)

 Thu, 18 Jun at 02:00 am Chicago, Illinois

RAGBRAI Transportation: Chicago to the Start powered by Bicycle Illinois

 Sat, 18 Jul at 07:00 am Crowne Plaza Chicago West Loop by IHG Free

Race Through Colorado Virtual Race | 5K, 10K, Half Marathon | Run Anywhere

 Sat, 09 May at 01:00 pm Chicago USD 6 to 47

Bike Vessel ride St. Louis to Chicago 2026

 Wed, 26 Aug at 06:00 am St. Louis, MO

Vacations

 Sat, 13 Jun Subterranean

Chicago City Tour

 Mon, 14 Sep at 07:00 am Chicago, Illinois

Circumnavigators Club 2026 International Annual Meeting

 Fri, 28 Aug at 12:00 pm The Cliff Dwellers USD 0 to 347

Chicago 77 Series 3 Sponsored By Electric Movement & Ryamer

 Fri, 19 Jun at 07:00 pm Cheba Hut "Toasted" Subs (Chicago-Wicker Park)

A CAPAG Conversation with United Airlines on Air Travel Since COVID

 Thu, 21 May at 11:30 am Union League Club of Chicago USD 40 to 55

Mid America Honda Element Route 66 100 year Celebration

Thu, 25 Jun at 09:00 am Route 66 Chicago 122 S. Michigan Ave. Chicago, IL

Passport To Your Success.... Become a Travel Business Owner - Chicago, IL

 Fri, 10 Oct at 08:00 pm Courtyard by Marriott Nashville Downtown Free

Customizable Scenic Chicago Driving Tour

 Sat, 28 Feb at 09:30 am Downtown Chicago USD 315 to 615

Oro Chocolate and Coffee Tour

 Sat, 07 Dec at 11:00 am 1553 North Milwaukee Avenue, Chicago, IL, USA

VIRGOS TAKE ANTIGUA 🇦🇬

Fri, 04 Sep at 03:00 am The Loop

Discover Chicago’s hidden gems with our exciting scavenger hunt!

 Wed, 23 Oct at 07:00 am Navy Pier USD 9 to 16