Skydiving in Evanston, IL

Registration for One, Two, or Four to the Charity Stair Climb by PEER Services, on November 6 (Up to 45% Off)

PEER Services

Far North Side

This annual event sends climbers up a 20-story building in downtown Evanston to stop stigma and to raise addiction treatment scholarships

$25 $15

"Learning The Ropes" or "Learning To Boulder" Classes for One or Two at First Ascent Climbing (Up to 49% Off)

First Ascent Climbing

Multiple Locations

Learn rope skills for climbing up to 6 stories tall, or learn technique for bouldering, a more powerful style of climbing on shorter walls.

$73 $39

Chicago Helicopter Tour for Two in the Daytime or Nighttime from Chicago Helicopter Experience

Chicago Helicopter Experience

South Side

Passengers soar over the skyline, marveling at the Willis Tower, John Hancock Building, and Trump Tower

$296 $275

Intro to Climbing Class, Day Passes for Two, or Family Pass at Upper Limits Rock Climbing Gym (Up to 59% Off)

Upper Limits Rock Climbing Gym


Climbers of all experience levels learn to scale the rocks in this 20,000-square-foot climbing gym

$30 $15

Three-Lap Ride-Along or Three-Hour Driving Experience from NASCAR Racing Experience (Up to 51% Off)

NASCAR Racing Experience

Chicagoland Speedway

Drive or ride-along in a real NASCAR racecar around Chicagoland Speedway

$129.99 $64

Three-Lap Ride-Along or Three-Hour Driving Experience from Mario Andretti Racing Experience (Up to 51% Off)

Mario Andretti Racing Experience

Chicagoland Speedway

Drive or ride-along in a full-size Indy-style racecar around Chicagoland Speedway

$129.99 $64

$149 for a Helicopter Flying Lesson and Flight from Bachman Aero ($325 Value)

Bachman Aero


The 30-minute helicopter flying lesson puts students in control of the craft at 500 feet with instruction from a FAA Certified Pilot

$325 $149

$199 for 3.5-Hour Hot Air Balloon Ride Experience from Chicago Balloon Rides Off ($275 Value)

Chicago Balloon Rides


Enjoy scenic countryside views and maybe spot the city skyline during balloon rides from FAA-certified pilots

$275 $199

Superspeedway Racing Experience or Ride-Along at Rusty Wallace Racing Experience (Up to 60% Off)

Rusty Wallace Racing Experience

Chicagoland Speedway

Professional drivers sate passengers’ need for speed in stock cars during exciting ride-alongs and racing experiences

$50 $39

Superspeedway Driving Experience at The Racing Experience (Up to 60% Off). Four Options Available.

The Racing Experience

Chicagoland Speedway

Professional drivers sate passengers’ need for speed in stock cars during exciting firsthand racing experiences

$50 $39

Three-Hour Hang-Gliding Lesson for One, Two, or Four at Scooter Tow Hang Gliding School (Up to 55% Off)

Scooter Tow Hang Gliding School

Scooter Tow Hang Gliding School

Students ease into flight as instructors tow them and the glider along, teaching them the basics of taking off, steering, and landing

$135 $75

Luxury Downtown Chicago Helicopter Tour for up to Three People from AM Air Service (Helicopter Tour)

AM Air Service (Helicopter Tour)

Schaumburg Regional Airport-Hangar C28

45-Minute helicopter tour over downtown Chicago takes passengers over landmarks such as Willis Tower, Hancock Building, and Navy Pier

$549 $499

NASCAR Sprint Cup Series: Chicago 400 Tickets

NASCAR Chicago 400 Tickets

Adella McLean

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

$127 $127

Up to 67% Off Race Fee at Greater Chicago Soap Box Derby

Greater Chicago Soap Box Derby

Naperville Center For Commerce & Industry

From the merchant: Boys and girls ages 7 - 18 will be racing in gravity powered race cars.

$30 $10

Northwestern Wildcats Football

Ryan Field

Gross Point

$48 $47.50

$30 Off Two Boxing/Thai Classes at The Fitness Matrix

The Fitness Matrix


For $3, receive $30 off Two Boxing/Thai Classes

$30 $3

Three-Hour Sailing Lesson for Two, Four, or Six at Sailboat-X (Up to 54% Off)

Multiple Locations

US Sailing–certified instructors teach students to rig the boat and take the helm on a 33-foot vessel

$250 $132

Two-Hour Bowling Outing with Shoe Rental for Two, Four, or Six at Brunswick Bowling (Up to 48% Off )

Brunswick Bowling

Multiple Locations

Long-time bowling industry leader with 80 plus locations across the country offers two-hour bowling packages for groups of two, four, or six

$29 $19

USA Rugby Eagles Vs. Maori All Blacks on Friday, November 4, at 7 p.m.

USA Rugby Eagles vs. Maori All Blacks

Toyota Park

The USA Rugby Eagles host the Maori All Blacks in the teams’ fourth-ever meeting; pre-match fan fest features food and interactive exhibits

$32 $15

Lift Ticket with Optional Equipment Rental or a Beginner Package or Tubing at Cascade Mountain (Up to 52% Off)

Cascade Mountain Ski & Snowboard Area

Wisconsin Dells

Skiers and snowboarders of all skill levels sample 44 unique runs with a 460-foot vertical drop at outdoor hotspot undergoing expansion

$60 $29

Low-Impact Open-Play Indoor Paintball Package for Two, Four, or Eight at CPX Sports (Up to 73% Off)

CPX Sports


Combatants wage a paintball war on themed indoor fields with new low-impact markers, 250 paintballs per person, and protective face masks

$95 $29

Bike Rentals from Wheel Fun Rentals (Up to 49% Off)

Wheel Fun Rentals

Multiple Locations

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

$35 $18

$12 for 15 Batting Cage Tokens at Sluggers World Class Sports Bar ($20 Value)

Sluggers World Class Sports Bar


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

$20 $12

Roller Skating with Skate Rentals for Two, Four, or Six at Lombard Roller Rink (Up to 52% Off)

Lombard Roller Rink


Fun and inventive approaches to roller skating, including Family Night, 21+ events, and sessions set to the tune of R&B or organ music

$24 $12

Shooting-Range Package for Two with an Intro Lesson, Targets, and Firearms at Article 2 Gun Range ($106 Value)

Article 2 Gun Range


Armed with rental firearms ranging from rifles to revolvers and instruction from experts, two shooters take aim at automatic targets

$106 $68

Roller Skating and Skate Rental for Two or Four or Family Outing Package at Orbit Skate Center (Up to 50% Off)

Orbit Skate Center


Chicagoland’s largest skate rink with a half-acre of wood floors hosts open-skate sessions with DJs; family package includes pizza and soda

$68 $34

2, 4, 6, or 12 Paintball Passes with Safety Gear and Gun from Paintball USA Tickets (Up to 88% Off)

Paintball USA Tickets

Multiple Locations

Open play, safety gear & gun rental at 80+ participating locations nationwide, including over 9 in Chicago, NW Indiana & Southern Wisconsin

$70 $10

$35 for 18 Holes of Golf with Cart Rental and Golf Balls at Bonnie Dundee Golf Course ($78 Value)

Bonnie Dundee Golf Course

East Dundee

Golfers are challenged by small greens well-guarded by sand hazards, forcing players to master their shot making

$78 $35

$55 for a Member for a Day Pass with Unlimited Golf and Range Balls at Midlane Country Club ($117 Value)

Midlane Country Club


Guests enjoy the perks of golf club membership for a day, with all-day access to the par-71 18-hole course and unlimited balls at the range

$117 $55

Ice Skating for Two or Four with Skate Rental from Park District of Highland Park (Up to 56% Off)

Park District of Highland Park

Centennial Ice Rink

Year-round Centennial Ice Rink provides space and rentals for groups to have fun on the ice

$18 $9

Select Local Merchants

  • Chicagoland Skydiving Center
    Fully licensed instructors, thoroughly maintained aircrafts, and a skydiving training program licensed by the US Parachute Association ensure that a jump at Chicagoland Skydiving Center is rigorously safe—but nothing can dampen the thrill of free falling from 14,000 feet. The center’s spotless student record can be attributed both to the longevity of the program, which has been around since 1968, and to the expertise of the instructors, some of whom have made more than 15,000 jumps. Their attention to safety enables visitors to focus on the fun part: a 60-second free fall followed by a leisurely float under a parachute with countless high-fives from passing birds. Once their feet have firmly planted on the ground, skydivers can celebrate besting Sir Isaac Newton in a spacious facility with games, a lounge, and an onsite restaurant. HD video and photos are ready to take home within minutes of landing to show friends and family footage of the adventure.
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    Rochelle, IL US
  • The Northwest Passage Chicago
    Founder Rick Sweitzer started the adventure travel company in 1983 before leading one of the first amateur dogsled expeditions to North Pole. Driven by his vision, the guides and instructors of The Northwest Passage lead travelers of all skill and fitness levels to some of the most dramatic terrain on the planet. Locally, the team leads outings around the Chicago area, ranging from stand-up paddleboarding classes on Lake Michigan to kayaking and camping trips in Door County, Wisconsin. As for the rest of the world, Northwest Passage sends it adventurers to conquer it locale by stunning locale during programs that include hiking across Europe, trekking to remote Polar regions, and dressing up like scientists to infiltrate Area 51.
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    Wilmette, IL US
  • iFLY
    At iFLY, "indoor flying" means something way cooler than jumping on your bed at home. There are helmets involved. Here's how it works: you show up, suit up, and go through an orientation lesson with expert instructors before lifting off in an air column powered by a combined 1,600 horsepower worth of giant fans. The column is forceful enough to simulate the experience of dropping through the sky, even though flyers are just inches from the ground. As with outdoor skydiving, the flying experience lasts for about a minute but with the earn your wings package flyers get two flights, and may be able to execute turns and tricks at the instructor's discretion.
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    Chicago, IL US