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CITY RUNNING TOURS is a registered trademark of NYCRUN, LLC.


If you'd like to see Chicago and meet new people from around the world, try one of our GROUP RUNNING TOURS.

Each Group Running Tour is approximately 3 miles (5K) and is led at a casual pace with designated stops along the way.

City Running Tours will provide directions to the meeting location for each tour, and runners are responsible for arriving on time. CRT will also provide each participant with a bottle of water.CRT t-shirts are not included but are available for purchase in the CRT SHOP.

(To schedule click on the route name)

SUNDAY: Chicago's Front Yard (8 AM)
SUNDAY: Streeterville (3 PM)

MONDAY: Ripped from the Headlines (7:15 AM)
TUESDAY: The Burnham Plan (7:15 AM)

WEDNESDAY: Ripped from the Headlines (7:15 AM)
WEDNESDAY: Streeterville (3 PM)

THURSDAY: Chicago's Front Yard (7:15 AM)

FRIDAY: The Burnham Plan (7:15 AM)

SATURDAY: Ripped from the Headlines (8 AM)
SATURDAY: Historic Andersonville Uptown Beer Tour (1 PM)

Chicago's Front Yard Run - $30

Run through Millennium Park and Grant Park, known as Chicago's Front Yard. See famous Buckingham Fountain and Cloud Gate and we'll take you to the "off the path" sights like the John Logan Sculpture and Agora. All the while we'll give you the surprising history of how Chicago's parks came to be. We'll snap a few photos of you along the way, including one with the city skyline behind you. Come see what Daniel Burnham called, "Paris on the Prairie"
(offered Sundays and Thursdays)

The Burnham Plan Run - $30

"Make no little plans" wrote Daniel Burnham. What followed was an ambitious undertaking that became a blueprint for city planning the world over. We'll take you across the beautiful Chicago River, and run along the Magnificent Mile. You'll also visit Chicago's #1 tourist attraction, historic Navy Pier. All the while giving you the amazing history of how Chicago was shaped at the beginning of the 20th Century. Come see The Burnham Plan in action today.
(offered Tuesdays and Fridays)

Ripped from the Headlines Run - $30

Going back more than 200 years, we take you to 5 sights of tragic disasters that made headlines around the country and the world. You'll pass famous landmarks and incredible architecture as we share the history of these disasters with you.
(offered Wednesdays and Saturdays)

Historic Andersonville Uptown Beer Tour - $40

Come with us to one of Chicago's most historic neighborhoods: Uptown. Come run to the Green Mill Lounge and learn about it's connection to Al Capone. Also see "Little Vietnam", Simon's Tavern, The Bryn Mawr Historic District and Essanay Studios. Along the way we provide you with some great history about the area and it's connection to Swedish American history. The tour ends with a craft beer at the Hopleaf Bar in Andersonville. 1 beer included in the price of admission
(offered Saturdays)

Streeterville Run - $30

Run with us though this upscale neighborhood, which lies between Chicago's Mag Mile and it's beautiful lakefront, and you'll see some of the city's most iconic architecture. We'll point out the Hancock Tower, Mies van der Rohe's Lake Shore Apartments, and the Chicago Water Tower (one of the only structures to survive the Great Chicago Fire of 1871). We'll show you the former homes of Oprah and Hugh Hefner's Playboy, and where Siskel and Ebert gave so many thumbs up. You'll learn about the area's colorful transformation from swamp to swank, including the story of Chicago's legendary squatter, "Captain" George Streeter, who called the land: The District of Lake Michigan.
(offered Wednesdays and Sundays)

Our PERSONALIZED RUNNING TOURS are completely customizable to the day, time, distance and sights you want to see. Your personal running guide will pick you up from where you are staying, run at your pace, provide water and have a camera in case you feel like capturing the moment.

At the completion of the run we will return you to where you are staying and you walk away with a souvenir goody bag that includes a t-shirt as well as running and city related products.

$75 for a run up to 6 miles
$5 for each additional mile
10% off each additional runner

*Run requests within a 24 hour period are subject to guide availability.

Personalized runs take place 7 days a week, all year long excluding Christmas day and Thanksgiving.


Blake Williams

877.415.0058 x12