606 Trail
This once abandoned rail line is now a 2.7 mile urban trail. It's above ground and runs between Ashland (1600 W) and Ridgeway (3750 W). The trail currently has 12 access points with a total of 17 access ramps.
Choose an Area
Types:
- Miscellaneous Fun
- Outdoor park
1
Andy's Jazz Club and Restaurant
This is where locals go for live jazz, and it's offered 7 nights a week. The location is super convenient to those staying north of the river. You can walk.
Types:
- Jazz Club
2
Chicago Cubs - Wrigley Field
We won't repeat our Chicago introduction's clever opinions about this historic sports venue. Suffice it to say that taking in a Cubs game at Wrigley is a MUST if you have time.
Types:
- Professional Sports Team
3
iFLY Chicago (Rosemont, Naperville & Lincoln Park)
iFly provides a simulated skydiving experience. Within a wind tunnel at their facility, one can experience the sensation of free-falling from an airplane, without the potential danger, fear of heights, and plane ride that actual sky-diving involves.
Types:
- Miscellaneous Fun
- Skydiving - Indoor
4
Lincoln Park Zoo
Established in 1868, Lincoln Park Zoo is one of the oldest zoos in the U.S. And, it's one of the remaining free zoos too! During the frigid Chicago winters, many of the animals (except the polar bears, of course) stay inside, but you can still walk through this landmark 365 days a year.
Types:
- Zoo
5
Millennium Park (various activities)
Ice skating in the winter (Skating is free; $12 skate rental) and various music, art, and cultural events are held in this 24.5-acre landmark of the Windy City.
Types:
- Arts and Entertainment - General
- Ice Skating
- Miscellaneous Fun
- Museum
- Music - Live
- Outdoor park
6
Pinstripes Bistro, Bowling and Bocce
The place is big and it has to be to offer bowling, bocce AND a full service bistro. Shoe rentals are available at $5 and reservations are recommended for the lanes and courts. Check the website for lane and court pricing.
Types:
- Bowling
7
POPS for Champagne
POPS is an upscale and unique place that serves champagne, cocktails, small plates along with live jazz music in the River North area (close to the Magnificent Mile). Live jazz Sunday through Tuesday beginning at 9p.
Types:
- Jazz Club
8
Segway Rental
If biking, walking or in-line skating is too much work for you, try renting a Segway from Bike Chicago and head out on a tour of of the city. Packages start at $75--tours run from April to October. The outfit also offers less expensive tours on the Segway Glides.
Types:
- Miscellaneous Fun
9
WhirlyBall (Bowling & Lasertag)
Combine bumper cars, lacrosse and basketball and you'll come close to visualizing this indoor whirl of fun. We're not sure if this company invented the sport, but we've only seen it here. Check out the photos and description on its website for a more clear understanding of the "sport" and fun.
Types:
- Bowling
- Miscellaneous Fun
10