Mountain Biking in Chicago, IL


image for Bike Rentals from Wheel Fun Rentals (Up to 47% Off)
Bike Rentals from Wheel Fun Rentals (Up to 47% Off)

Group and solo pedalers mount bicycles, surreys, and other wheeled contraptions to cruise the waterfront and city

Multiple Locations • 3.1 mi
1,000+ bought
$35 $18.50
View Deal
image for Bike Rentals from Wheel Fun Rentals (Up to 47% Off)
Bike Rentals from Wheel Fun Rentals (Up to 47% Off)
Multiple Locations • 3.1 mi
1,000+ bought
$35 $18.50
image for $20 for $36 Worth of Bicycle Rental — ChainLinks
$20 for $36 Worth of Bicycle Rental — ChainLinks

Walk in and bike out! Rent a bike for a day and enjoy summer time in Chicago. Groupon valid for new customers only.

Far North Side • 10.3 mi
10+ bought
$36 $20
View Deal
image for $20 for $36 Worth of Bicycle Rental — ChainLinks
$20 for $36 Worth of Bicycle Rental — ChainLinks
Far North Side • 10.3 mi
10+ bought
$36 $20
image for Four-Hour Bike Rental for Two or Four at Grant Park Bike Rentals (Up to 59% Off)
Four-Hour Bike Rental for Two or Four at Grant Park Bike Rentals (Up to 59% Off)

Company rents quadricycles to help their clients easily navigate through the city parks and tourists sites

Downtown • 1.7 mi
$99 $41
2 bought
Sale Ends 3/28
View Deal
image for Four-Hour Bike Rental for Two or Four at Grant Park Bike Rentals (Up to 59% Off)
Four-Hour Bike Rental for Two or Four at Grant Park Bike Rentals (Up to 59% Off)
Downtown • 1.7 mi
$99 $41
2 bought
Sale Ends 3/28
image for $100 Off $200 Worth of Bike / Cycle / Bicycle - Rental
$100 Off $200 Worth of Bike / Cycle / Bicycle - Rental at Grant Park Bike Rentals

From the merchant: Bike rentals steps from Grant Park in Chicago. Our 2 and 4 man cycles give you a chance to see the city.

Downtown • 1.7 mi
$200 $100
View Deal
image for $100 Off $200 Worth of Bike / Cycle / Bicycle - Rental
$100 Off $200 Worth of Bike / Cycle / Bicycle - Rental at Grant Park Bike Rentals
Downtown • 1.7 mi
$200 $100
image for 30-Minute Kayak Rental for One, Two, or Four at Naperville Kayak (Up to 50% Off). Three Options Available.
30-Minute Kayak Rental for One, Two, or Four at Naperville Kayak (Up to 50% Off). Three Options Available.

Clients float on the waters of downtown Naperville’s Paddleboat Quarry in a kayak

Naperville Kayak • 26.6 mi
160+ bought
$10 $7
View Deal
image for 30-Minute Kayak Rental for One, Two, or Four at Naperville Kayak (Up to 50% Off). Three Options Available.
30-Minute Kayak Rental for One, Two, or Four at Naperville Kayak (Up to 50% Off). Three Options Available.
Naperville Kayak • 26.6 mi
160+ bought
$10 $7
image for Two-Hour Kayaking for One or Two from Lake Katherine Nature Ctr/Botanic Garden (Up to 41% Off)
Two-Hour Kayaking for One or Two from Lake Katherine Nature Ctr/Botanic Garden (Up to 41% Off)

Guests rent kayaks for paddling past beavers, herons, and turtles of Lake Katherine, with walks through scenic botanical gardens afterwards

Little Palestine • 14.3 mi
$16 $11
280+ bought
Sale Ends 3/28
View Deal
image for Two-Hour Kayaking for One or Two from Lake Katherine Nature Ctr/Botanic Garden (Up to 41% Off)
Two-Hour Kayaking for One or Two from Lake Katherine Nature Ctr/Botanic Garden (Up to 41% Off)
Little Palestine • 14.3 mi
$16 $11
280+ bought
Sale Ends 3/28
image for Kayak or SUP Rental or Kayak or Paddle Board Tour from Clear Water Outdoor (Up to 45% Off). 8 Options Available.
TRENDING
Kayak or SUP Rental or Kayak or Paddle Board Tour from Clear Water Outdoor (Up to 45% Off). 8 Options Available.

Water sports enthusiasts choose where they want to spend their time on the water: Lake Nagawicka, Milwaukee River, or Delafield

Multiple Locations
6 bought
$25 $14
View Deal
image for Kayak or SUP Rental or Kayak or Paddle Board Tour from Clear Water Outdoor (Up to 45% Off). 8 Options Available.
TRENDING
Kayak or SUP Rental or Kayak or Paddle Board Tour from Clear Water Outdoor (Up to 45% Off). 8 Options Available.
Multiple Locations
6 bought
$25 $14
image for Full-Day Bike Rental for One or Two at Mill Race Cyclery (58% Off)
Full-Day Bike Rental for One or Two at Mill Race Cyclery (58% Off)

Renters explore wooded trails and parks on board a bike for a full day of calorie-burning fun

Geneva • 33.6 mi
$25 $13
10+ bought
Sale Ends 3/28
View Deal
image for Full-Day Bike Rental for One or Two at Mill Race Cyclery (58% Off)
Full-Day Bike Rental for One or Two at Mill Race Cyclery (58% Off)
Geneva • 33.6 mi
$25 $13
10+ bought
Sale Ends 3/28
image for $19 for $35 Worth of Bicycle Rental — Main Street Outfitter
$19 for $35 Worth of Bicycle Rental — Main Street Outfitter

Local businesses like this one promote thriving, distinctive communities by offering a rich array of goods and services to locals like you

Wauconda • 37.5 mi
8 bought
$35 $19
View Deal
image for $19 for $35 Worth of Bicycle Rental — Main Street Outfitter
$19 for $35 Worth of Bicycle Rental — Main Street Outfitter
Wauconda • 37.5 mi
8 bought
$35 $19
image for Chicago Bulls Tickets
TRENDING
Chicago Bulls Tickets

Find tickets for sports, concerts and theatre events on FanXchange’s secondary ticket marketplace and get the best seats for live events.

United Center • 2.5 mi
$18
View Deal
image for Chicago Bulls Tickets
TRENDING
Chicago Bulls Tickets
United Center • 2.5 mi
$18
image for All-Inclusive Rooftop View of Cubs Game at Lakeview Baseball Club (April 10—June 19)
All-Inclusive Rooftop View of Cubs Game at Lakeview Baseball Club (April 10—June 19)

Indulge in food and drinks while taking in a ballgame from a facility that mixes old-school charm with lush modern amenities

Lakeview Baseball Club • 6.8 mi
550+ bought
$121.59 $69
View Deal
image for All-Inclusive Rooftop View of Cubs Game at Lakeview Baseball Club (April 10—June 19)
All-Inclusive Rooftop View of Cubs Game at Lakeview Baseball Club (April 10—June 19)
Lakeview Baseball Club • 6.8 mi
550+ bought
$121.59 $69
image for 4 or 10 Kickboxing Classes with Personal-Training Session and Boxing Gloves at iLoveKickboxing.com ( 78% Off )
4 or 10 Kickboxing Classes with Personal-Training Session and Boxing Gloves at iLoveKickboxing.com ( 78% Off )

Kickboxing classes combine boxing and martial arts to help tone and trim physiques, and one-on-one training helps refine style and results

Multiple Locations
$105 $30
5,000+ bought
Sale Ends 3/28
View Deal
image for 4 or 10 Kickboxing Classes with Personal-Training Session and Boxing Gloves at iLoveKickboxing.com ( 78% Off )
4 or 10 Kickboxing Classes with Personal-Training Session and Boxing Gloves at iLoveKickboxing.com ( 78% Off )
Multiple Locations
$105 $30
5,000+ bought
Sale Ends 3/28
image for Cubs Rooftop Experience with All-Inclusive Food and Drink at Skybox on Sheffield (April 10–June 19)
Cubs Rooftop Experience with All-Inclusive Food and Drink at Skybox on Sheffield (April 10–June 19)

Enjoy an iconic Wrigleyville experience from a three-tiered rooftop with food, beer, and wine

Skybox on Sheffield • 6.8 mi
250+ bought
$110.39 $69
View Deal
image for Cubs Rooftop Experience with All-Inclusive Food and Drink at Skybox on Sheffield (April 10–June 19)
Cubs Rooftop Experience with All-Inclusive Food and Drink at Skybox on Sheffield (April 10–June 19)
Skybox on Sheffield • 6.8 mi
250+ bought
$110.39 $69
image for $29 for Entry to a Nighttime 5K Music Festival from Night Nation Run: May 20 ($60 Value)
$29 for Entry to a Nighttime 5K Music Festival from Night Nation Run: May 20 ($60 Value)

Run past different DJ stages on a 5K course amid interactive light shows, then celebrate at a main-stage after party with DJs spinning EDM

Chicago • 1.9 mi
$60 $29
860+ bought
Sale Ends 3/28
View Deal
image for $29 for Entry to a Nighttime 5K Music Festival from Night Nation Run: May 20 ($60 Value)
$29 for Entry to a Nighttime 5K Music Festival from Night Nation Run: May 20 ($60 Value)
Chicago • 1.9 mi
$60 $29
860+ bought
Sale Ends 3/28
image for $63.99 for One Earn Your Wings 2 Flight Package with Video at iFLY ($79.95 Value)
$63.99 for One Earn Your Wings 2 Flight Package with Video at iFLY ($79.95 Value)

Soar with an experienced instructor during two indoor skydiving sessions, which feel like free falling from 12,000 feet high

Lincoln Park • 3.8 mi
690+ bought
$79.95 $63.99
View Deal
image for $63.99 for One Earn Your Wings 2 Flight Package with Video at iFLY ($79.95 Value)
$63.99 for One Earn Your Wings 2 Flight Package with Video at iFLY ($79.95 Value)
Lincoln Park • 3.8 mi
690+ bought
$79.95 $63.99
image for Chicago Bulls vs. Cleveland Cavaliers - Mar 30, 7:00 PM
NEW
Chicago Bulls vs. Cleveland Cavaliers - Mar 30, 7:00 PM

Find tickets for sports, concerts and theatre events on FanXchange’s secondary ticket marketplace and get the best seats for live events.

United Center • 2.5 mi
$76.86
View Deal
image for Chicago Bulls vs. Cleveland Cavaliers - Mar 30, 7:00 PM
NEW
Chicago Bulls vs. Cleveland Cavaliers - Mar 30, 7:00 PM
United Center • 2.5 mi
$76.86
image for Chicago Bulls vs. Atlanta Hawks - Apr 1, 4:00 PM
NEW
Chicago Bulls vs. Atlanta Hawks - Apr 1, 4:00 PM

Find tickets for sports, concerts and theatre events on FanXchange’s secondary ticket marketplace and get the best seats for live events.

United Center • 2.5 mi
$59.19
View Deal
image for Chicago Bulls vs. Atlanta Hawks - Apr 1, 4:00 PM
NEW
Chicago Bulls vs. Atlanta Hawks - Apr 1, 4:00 PM
United Center • 2.5 mi
$59.19
image for Entries to the 5K or 10K Hip Hop Run for One or Two (Up to 42% Off)
Entries to the 5K or 10K Hip Hop Run for One or Two (Up to 42% Off) at Hip Hop Run and Music Festival

Dash along a 5K or 10K course to the motivating beat of DJ-spun tunes, then celebrate your finish at a family-friendly hip-hop festival

Chicago • 2.8 mi
310+ bought
$76
View Deal
image for Entries to the 5K or 10K Hip Hop Run for One or Two (Up to 42% Off)
Entries to the 5K or 10K Hip Hop Run for One or Two (Up to 42% Off) at Hip Hop Run and Music Festival
Chicago • 2.8 mi
310+ bought
$76
image for Chicago Bulls vs. Orlando Magic - Apr 10, 7:00 PM
NEW
Chicago Bulls vs. Orlando Magic - Apr 10, 7:00 PM

Find tickets for sports, concerts and theatre events on FanXchange’s secondary ticket marketplace and get the best seats for live events.

United Center • 2.5 mi
$44.81
View Deal
image for Chicago Bulls vs. Orlando Magic - Apr 10, 7:00 PM
NEW
Chicago Bulls vs. Orlando Magic - Apr 10, 7:00 PM
United Center • 2.5 mi
$44.81
image for Open Roller-Skating with Skate Rentals for Two or Four at The Rink (Up to 52% Off)
Open Roller-Skating with Skate Rentals for Two or Four at The Rink (Up to 52% Off)

A classic hardwood-maple roller-skating rink eschews inline skates for traditional skates with two rows of wheels

Far South Chicago • 8.3 mi
1,000+ bought
$20 $10
View Deal
image for Open Roller-Skating with Skate Rentals for Two or Four at The Rink (Up to 52% Off)
Open Roller-Skating with Skate Rentals for Two or Four at The Rink (Up to 52% Off)
Far South Chicago • 8.3 mi
1,000+ bought
$20 $10
image for Indoor Climbing at Chicago Bouldering Collective (Up to 50% Off)
Indoor Climbing at Chicago Bouldering Collective (Up to 50% Off)

Complete indoor bouldering experiences for beginners and expert climbers. Laid back, comfortably cluttered and full of awesome people.

Chicago • 4.7 mi
$10 $6
1,000+ bought
Sale Ends 3/28
View Deal
image for Indoor Climbing at Chicago Bouldering Collective (Up to 50% Off)
Indoor Climbing at Chicago Bouldering Collective (Up to 50% Off)
Chicago • 4.7 mi
$10 $6
1,000+ bought
Sale Ends 3/28
image for $9 for 15 Batting Cage Tokens at Sluggers World Class Sports Bar ($20 Value)
$9 for 15 Batting Cage Tokens at Sluggers World Class Sports Bar ($20 Value)

Sports bar’s upstairs game room includes batting cages where guests can practice their swings and crush fastballs

Sluggers • 6.7 mi
$20 $9
1,000+ bought
Sale Ends 3/28
View Deal
image for $9 for 15 Batting Cage Tokens at Sluggers World Class Sports Bar ($20 Value)
$9 for 15 Batting Cage Tokens at Sluggers World Class Sports Bar ($20 Value)
Sluggers • 6.7 mi
$20 $9
1,000+ bought
Sale Ends 3/28
image for One Comprehensive or Premium Deluxe Bike Tune-Up at Bobby's Bike Hike (Up to 51% Off)
One Comprehensive or Premium Deluxe Bike Tune-Up at Bobby's Bike Hike (Up to 51% Off)

Bike specialists provide services such as safety inspection, brake adjustment, handlebar straightening, and tire-pressure check

Streeterville • 3.5 mi
$80 $41
20+ bought
Sale Ends 3/28
View Deal
image for One Comprehensive or Premium Deluxe Bike Tune-Up at Bobby's Bike Hike (Up to 51% Off)
One Comprehensive or Premium Deluxe Bike Tune-Up at Bobby's Bike Hike (Up to 51% Off)
Streeterville • 3.5 mi
$80 $41
20+ bought
Sale Ends 3/28
image for "Learning The Ropes" Class for One or Two at First Ascent Climbing (Up to 54% Off)
"Learning The Ropes" Class for One or Two at First Ascent Climbing (Up to 54% Off)

Participants 14 years and older learn rope skills for climbing up to 6 stories tall

First Ascent Avondale • 7.3 mi
$73 $35
1,000+ bought
Sale Ends 3/28
View Deal
image for "Learning The Ropes" Class for One or Two at First Ascent Climbing (Up to 54% Off)
"Learning The Ropes" Class for One or Two at First Ascent Climbing (Up to 54% Off)
First Ascent Avondale • 7.3 mi
$73 $35
1,000+ bought
Sale Ends 3/28
image for Golf Package for Two or Four at Indian Boundary Golf Course, Valid Through October 31, 2017 (Up to 57% Off)
Golf Package for Two or Four at Indian Boundary Golf Course, Valid Through October 31, 2017 (Up to 57% Off)
Northwest Side • 11.8 mi
$110 $49
220+ bought
Sale Ends 3/28
View Deal
image for Golf Package for Two or Four at Indian Boundary Golf Course, Valid Through October 31, 2017 (Up to 57% Off)
Golf Package for Two or Four at Indian Boundary Golf Course, Valid Through October 31, 2017 (Up to 57% Off)
Northwest Side • 11.8 mi
$110 $49
220+ bought
Sale Ends 3/28
image for Humana Rock ‘n’ Roll Chicago Half Marathon on July 16 at 6:30 a.m.
Humana Rock ‘n’ Roll Chicago Half Marathon on July 16 at 6:30 a.m.

Race 13.1 miles through the closed streets of Chicago on a course dotted with local bands; a rocking party follows

Pick up race packet at McCormick Place - on 7/14 or 7/15
100+ bought
$101.48 $89.99
View Deal
image for Humana Rock ‘n’ Roll Chicago Half Marathon on July 16 at 6:30 a.m.
Humana Rock ‘n’ Roll Chicago Half Marathon on July 16 at 6:30 a.m.
Pick up race packet at McCormick Place - on 7/14 or 7/15
100+ bought
$101.48 $89.99
image for Golf Packages for Two or Four at Billy Caldwell Golf Course, Valid Through October 31, 2017 (Up to 50%  Off)
Golf Packages for Two or Four at Billy Caldwell Golf Course, Valid Through October 31, 2017 (Up to 50% Off)
Edgebrook • 11.3 mi
100+ bought
$67 $36
View Deal
image for Golf Packages for Two or Four at Billy Caldwell Golf Course, Valid Through October 31, 2017 (Up to 50%  Off)
Golf Packages for Two or Four at Billy Caldwell Golf Course, Valid Through October 31, 2017 (Up to 50% Off)
Edgebrook • 11.3 mi
100+ bought
$67 $36
image for $50 for 10 Kickboxing Classes at StrikeForce Fitness ($250 Value)
$50 for 10 Kickboxing Classes at StrikeForce Fitness ($250 Value)

World-class instructors designed these kickboxing classes to increase energy, maximize weight loss, and foster a fun and social atmosphere

Chicago • 2.2 mi
$250 $50
160+ bought
Sale Ends 3/28
View Deal
image for $50 for 10 Kickboxing Classes at StrikeForce Fitness ($250 Value)
$50 for 10 Kickboxing Classes at StrikeForce Fitness ($250 Value)
Chicago • 2.2 mi
$250 $50
160+ bought
Sale Ends 3/28
image for 1 or 2 Hours in  Golf Simulator for up to Four with Beers at Sydney R. Marovitz Golf Course (Up to 52% Off)
1 or 2 Hours in Golf Simulator for up to Four with Beers at Sydney R. Marovitz Golf Course (Up to 52% Off)

With the HD golf simulator, players can golf on 1 of 30 championship courses, pausing to grab a drink or snack from the bar

North Side • 7.1 mi
50+ bought
$73 $39
View Deal
image for 1 or 2 Hours in  Golf Simulator for up to Four with Beers at Sydney R. Marovitz Golf Course (Up to 52% Off)
1 or 2 Hours in Golf Simulator for up to Four with Beers at Sydney R. Marovitz Golf Course (Up to 52% Off)
North Side • 7.1 mi
50+ bought
$73 $39
image for 30-Minute Jet Ski Rental from JetSki Chicago II (Up to 58% Off). Two Options Available.
30-Minute Jet Ski Rental from JetSki Chicago II (Up to 58% Off). Two Options Available.

Guests ride past Chicago’s architecture and landmarks—such as northside skyline—aboard rented jet skis

North Avenue • 4.6 mi
$90 $38
30+ bought
Sale Ends 3/28
View Deal
image for 30-Minute Jet Ski Rental from JetSki Chicago II (Up to 58% Off). Two Options Available.
30-Minute Jet Ski Rental from JetSki Chicago II (Up to 58% Off). Two Options Available.
North Avenue • 4.6 mi
$90 $38
30+ bought
Sale Ends 3/28
{"whToggleConfig":{"newDealToggle":true,"cardsList":{"c6":["https://www.groupon.com/deals/wheel-fun-rentals-chicago-2","https://www.groupon.com/deals/chainlinks","https://www.groupon.com/deals/grant-park-bike-rentals-2","https://www.groupon.com/deals/grant-park-bike-rentals-1","https://www.groupon.com/deals/naperville-kayak-3","https://www.groupon.com/deals/lake-katherine-nature-ctr-botanic-garden","https://www.groupon.com/deals/clear-water-outdoor-3","https://www.groupon.com/deals/mill-race-cyclery-1","https://www.groupon.com/deals/main-street-outfitter","https://www.groupon.com/deals/fanxchange-chicago-bulls-tickets","https://www.groupon.com/deals/gl-chicago-cubs-rooftop-lakeview-baseball-club","https://www.groupon.com/deals/ilovekickboxing-com-11-chicago","https://www.groupon.com/deals/gl-chicago-cubs-rooftop","https://www.groupon.com/deals/night-nation-run-45","https://www.groupon.com/deals/ifly-718270115","https://www.groupon.com/deals/fanxchange-chicago-bulls-vs-cleveland-cavaliers","https://www.groupon.com/deals/fanxchange-chicago-bulls-vs-atlanta-hawks","https://www.groupon.com/deals/hip-hop-run-and-music-festival-1","https://www.groupon.com/deals/fanxchange-chicago-bulls-vs-orlando-magic","https://www.groupon.com/deals/the-rink-chicago-1","https://www.groupon.com/deals/chicago-bouldering-collective","https://www.groupon.com/deals/sluggers-world-class-sports-bar-1","https://www.groupon.com/deals/bobby-s-bike-hike-3","https://www.groupon.com/deals/first-ascent-climbing-2","https://www.groupon.com/deals/indian-boundary-golf-course","https://www.groupon.com/deals/gl-rock-n-roll-half-marathon-chicago","https://www.groupon.com/deals/billy-caldwell-golf-course","https://www.groupon.com/deals/strikeforce-fitness","https://www.groupon.com/deals/sydney-r-marovitz-golf-course-1","https://www.groupon.com/deals/jetski-chicago-ii-5"]}}}