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Fall Activities » Outdoor Fun

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            More Fall Must-Haves
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            Trending
            Bowlero
            4.7
            4.7 stars out of 5 stars
            64395 Ratings
            Regular price $103.52
            $103.52
             
            Discount price $36
            $36
            65% OFF
            $36 for 2 people to bowl 2 hours + includes free shoe rental
            View Deal
            • Trending
              Tours and Boats - Architecture Tour - Chicago
              900 South Wells Street, Chicago • 0.8 mi
              4.8
              4.8 stars out of 5 stars
              8330 Ratings
              Regular price $49
              $49
               
              Discount price $29
              $29
              41% OFF
              $29 for 90-Minute Chicago Architecture Boat Tour for One
            • Trending
              St. Julian Winery
              9145 Union Pier Road • 49.1 mi
              4.8
              4.8 stars out of 5 stars
              2060 Ratings
              Regular price $12
              $12
               
              Discount price $7.50
              $7.50
              Urgency price $6.75
              $6.75
              Limited Time
              Wine Tasting for one person
            • Chicago Cruise Events
              200 North Breakwater Access, Chicago • 0.8 mi
              4.4
              4.4 stars out of 5 stars
              3389 Ratings
              Regular price $32
              $32
               
              Discount price $12
              $12
              Urgency price $10.80
              $10.80
              Limited Time
              Monday or Tuesday Night Sunset Skyline Cruise for One
            • D'Vine Wine And Gifts
              243 East Northwest Highway, Palatine • 26.9 mi
              4.7
              4.7 stars out of 5 stars
              499 Ratings
              Regular price $50
              $50
               
              Discount price $32
              $32
              Urgency price $28.80
              $28.80
              Limited Time
              Wine And Popcorn Tasting For 2 With Take Home Bottle of Wine And Bag Of Popcorn
            • Punch Bowl Social Chicago
              310 North Green Street, Chicago • 1.4 mi
              5.0
              5.0 stars out of 5 stars
              9 Ratings
              Regular price $75
              $75
               
              Discount price $54.50
              $54.50
              27% OFF
              1.5hrs of Bowling for Two People, Free Shoe Rental (Sales Tax Included)
            • White Pine Winery
              317 State Street, Saint Joseph
              4.6
              4.6 stars out of 5 stars
              288 Ratings
              Regular price $20
              $20
               
              Discount price $12
              $12
              Urgency price $10.80
              $10.80
              Limited Time
              Wine Tasting for Two
            • Fly Heli
              1339 South Wood Street, Chicago • 2.6 mi
              4.8
              4.8 stars out of 5 stars
              13 Ratings
              Regular price $375
              $375
               
              Discount price $338
              $338
              Urgency price $304.20
              $304.20
              Limited Time
              The Chicago Helicopter Tour 12 Miles (Up to 3 Passengers)
            • Wines for Humanity
              Regular price $250
              $250
               
              Discount price $55
              $55
              78% OFF
              In-Home Wine Tasting
              370+ bought
            • Suburbanite Bowl
              201 W Ogden Ave., Westmont • 19.1 mi
              4.8
              4.8 stars out of 5 stars
              1232 Ratings
              Regular price $49
              $49
               
              Discount price $26
              $26
              Urgency price $23.40
              $23.40
              Limited Time
              1 Hour of Bowling on 1 Lane with Shoe Rentals for Two and 2 Free Game Coupons for Your Next Visit
            • First Lady Cruises
              112 East Wacker Drive, Chicago • 0.6 mi
              4.5
              4.5 stars out of 5 stars
              62 Ratings
              Discount price $45
              $45
              Creepy Cruise Tickets
            • The Forge Adventure Park at Lemont Quarries
              227 Heritage Quarries Dr, Lemont • 23.6 mi
              Regular price $58.30
              $58.30
               
              Discount price $40
              $40
              31% OFF
              Adventure Park Admission
            • VIN312 Winery
              4710 North Ravenswood Avenue, Chicago • 6.6 mi
              4.9
              4.9 stars out of 5 stars
              175 Ratings
              Regular price $50
              $50
               
              Discount price $43
              $43
              Urgency price $38.70
              $38.70
              Limited Time
              Tasting and One Bottle of Red or White Wine for One
            • True Motion Golf
              4.9
              4.9 stars out of 5 stars
              9 Ratings
              Regular price $297
              $297
               
              Discount price $178
              $178
              Urgency price $160.20
              $160.20
              Limited Time
              3-Months Unlimited Golf Lessons
            • Raymond's Bowl & Entertainment Center
              3960 North Johnsburg Road • 46.8 mi
              4.9
              4.9 stars out of 5 stars
              1065 Ratings
              Regular price $61
              $61
               
              Discount price $35
              $35
              Urgency price $31.50
              $31.50
              Limited Time
              60-Minute Bowling Package for Two with Shoe Rental and Two Medium Sodas or Two Pints of Domestic Beer
            • D'Vine Wine And Gifts
              243 East Northwest Highway, Palatine • 26.9 mi
              4.7
              4.7 stars out of 5 stars
              499 Ratings
              Regular price $60
              $60
               
              Discount price $40
              $40
              Urgency price $36
              $36
              Limited Time
              Wine Tasting for Two with Take Home Bottle of Wine
            • 10 Pin Lounge
              330 North State Street, Chicago • 0.6 mi
              4.7
              4.7 stars out of 5 stars
              451 Ratings
              Regular price $60
              $60
               
              Discount price $38
              $38
              Urgency price $34.20
              $34.20
              Limited Time
              One-Hour of Bowling with Shoes for Two
            • Broken Earth Winery
              219 Robert Parker Coffin Road, Long Grove • 28.2 mi
              4.8
              4.8 stars out of 5 stars
              41 Ratings
              Regular price $40
              $40
               
              Discount price $28
              $28
              Urgency price $25.20
              $25.20
              Limited Time
              Wine Flight for Two - Four 2.5oz pours per Guest
            • Midwest Training and Ice Center
              10600 White Oak Ave, Dyer • 32.1 mi
              4.8
              4.8 stars out of 5 stars
              719 Ratings
              Regular price $30
              $30
               
              Discount price $17
              $17
              Urgency price $15.30
              $15.30
              Limited Time
              Open skate with skate rental for two
            • Valentino Vineyards & Winery
              5175 Aptakisic Rd., Long Grove • 27.7 mi
              4.2
              4.2 stars out of 5 stars
              481 Ratings
              Regular price $49
              $49
               
              Discount price $28
              $28
              Urgency price $25.20
              $25.20
              Limited Time
              Tour & Wine-Appreciation Seminar
            • Resolute Farm LLC
              23755 West Milton Road, Wauconda • 34.9 mi
              Regular price $65
              $65
               
              Discount price $35.75
              $35.75
              Urgency price $32.17
              $32.17
              Limited Time
              1- 30 min Private Horseback Riding Lesson for 1
              10+ bought
            • Swing Loose Indoor Golf
              2000 Center Drive, Hoffman Estates • 29.2 mi
              Regular price $80
              $80
               
              Discount price $45
              $45
              44% OFF
              One-Hour Golf Simulator Bay Rental for Up to Six and Club Rentals
            • Tall Ship Windy
              600 E Grand Ave., Chicago • 1.2 mi
              4.6
              4.6 stars out of 5 stars
              4295 Ratings
              Regular price $34
              $34
               
              Discount price $25.50
              $25.50
              Urgency price $22.95
              $22.95
              Limited Time
              75-Minute Skyline Sail for 1 Child (age 1-12) - Valid for Trips May 16 - June 28, 2025 [Online Redemption Required]
            • Wateriders Kayak Tours - Kingsbury Location
              500 N Kingsbury St., Chicago • 1.1 mi
              4.8
              4.8 stars out of 5 stars
              947 Ratings
              Regular price $57.50
              $57.50
               
              Discount price $39
              $39
              Urgency price $35.10
              $35.10
              Limited Time
              Sunset Paddle Tour for 1 Person
            • Discovery Center
              4.7
              4.7 stars out of 5 stars
              70 Ratings
              Regular price $172
              $172
               
              Discount price $110
              $110
              Urgency price $99
              $99
              Limited Time
              White Water Rafting
            • Krussell Stables
              7105 East Tryon Grove Road, Richmond
              5.0
              5.0 stars out of 5 stars
              5 Ratings
              Regular price $60
              $60
               
              Discount price $48
              $48
              Urgency price $43.20
              $43.20
              Limited Time
              Private Tiny Tot Single Lesson — Ages 4-5
            • Tools For The Talented
              12033 South Eggleston Avenue, Chicago • 14.2 mi
              Regular price $120
              $120
               
              Discount price $80
              $80
              33% OFF
              Egyptian Yacht Party 2025 In Costume Ticket for One Person, Valid to
            • iFLY
              800 W Scott St., Chicago • 2.2 mi
              4.6
              4.6 stars out of 5 stars
              194 Ratings
              Discount price $94
              $94
              Two Flights for One Person
            • Baroda Founders Wine Cellar
              8963 Hills Road, Baroda
              4.9
              4.9 stars out of 5 stars
              260 Ratings
              Regular price $24
              $24
               
              Discount price $18
              $18
              Urgency price $16.20
              $16.20
              Limited Time
              Wine Tasting for Two
            • Forteza Fitness Physical Culture and Martial Arts
              4437 North Ravenswood Avenue, Chicago • 6.3 mi
              5.0
              5.0 stars out of 5 stars
              98 Ratings
              Regular price $140
              $140
               
              Discount price $94.99
              $94.99
              Urgency price $85.49
              $85.49
              Limited Time
              Four-hour archery beginner's course for one person
            • Spartan Axe Throwing
              975 Nimco Drive, Crystal Lake • 41.4 mi
              4.9
              4.9 stars out of 5 stars
              582 Ratings
              Regular price $25
              $25
               
              Discount price $22
              $22
              Urgency price $19.80
              $19.80
              Limited Time
              90-Minute Axe-Throwing Session for One
            • Chicago Tiki Boat Inc.
              Monroe Harbor, Chicago • 0.4 mi
              4.6
              4.6 stars out of 5 stars
              45 Ratings
              Regular price $1,451.97
              $1,451.97
               
              Discount price $670
              $670
              Urgency price $603
              $603
              Limited Time
              Three-Hour Tiki Boat Cruise; Valid Monday–Thursday
            • Enterrium
              2 Woodfield Mall, Schaumburg • 24 mi
              4.5
              4.5 stars out of 5 stars
              451 Ratings
              Regular price $30
              $30
               
              Discount price $25
              $25
              Urgency price $22.50
              $22.50
              Limited Time
              For Two: One Hour of Bowling with Shoes; Valid Sunday to Thursday
            • Wateriders Kayak Tours
              1200 West 35th Street, Chicago • 3.8 mi
              4.9
              4.9 stars out of 5 stars
              29 Ratings
              Regular price $48.51
              $48.51
               
              Discount price $33
              $33
              Urgency price $29.70
              $29.70
              Limited Time
              For One: 2-Hour Kayak Rental
            • Chicago Cruise Events
              200 North Breakwater Access, Chicago • 0.8 mi
              Regular price $40
              $40
               
              Discount price $39
              $39
              Father's Day River Cruise
              7 bought
            • Superior Training
              7580 South Quincy Street, Willowbrook • 18.7 mi
              4.8
              4.8 stars out of 5 stars
              58 Ratings
              Regular price $30
              $30
               
              Discount price $19
              $19
              37% OFF
              Two 50-Minute Lap-Swimming Sessions (Ages 16 and Up)
            • Chicago Sailboat Charters
              400 West Belmont Harbor Drive, Chicago • 4.5 mi
              4.7
              4.7 stars out of 5 stars
              74 Ratings
              Regular price $920
              $920
               
              Discount price $249
              $249
              Urgency price $224.10
              $224.10
              Limited Time
              Sailing
            • Trending
              Shoreline Sightseeing
              401 N. Michigan Ave, Chicago • 0.6 mi
              4.9
              4.9 stars out of 5 stars
              3437 Ratings
              Discount price $32.50
              $32.50
              Chicago River Boat Cruises
            • Kayak Chicago
              1220 W. LeMoyne Ave., Chicago • 2.7 mi
              4.8
              4.8 stars out of 5 stars
              1365 Ratings
              Regular price $90.85
              $90.85
               
              Discount price $64
              $64
              30% OFF
              1 Person: Sunset, Bonfire & S’mores Kayaking Tour [Online Reservation Required]
            • Franklin Park Ice Arena
              9711 Waveland Ave., Franklin Park • 13.4 mi
              4.8
              4.8 stars out of 5 stars
              406 Ratings
              Regular price $18
              $18
               
              Discount price $9
              $9
              Urgency price $8.10
              $8.10
              Limited Time
              Ice Skating and Skate Rental for Two
            • City Cruises - Chicago Architectural Tour (NBC Tower)
              455 North Cityfront Plaza Drive, Chicago • 0.7 mi
              4.4
              4.4 stars out of 5 stars
              2475 Ratings
              Regular price $55.88
              $55.88
               
              Discount price $46.49
              $46.49
              17% OFF
              Seadog Architecture Tour
            • Golf In Motion
              1130 W 37th St., Chicago • 4 mi
              5.0
              5.0 stars out of 5 stars
              12 Ratings
              Regular price $199
              $199
               
              Discount price $137
              $137
              Urgency price $123.30
              $123.30
              Limited Time
              Private Intro Golf Lesson
            • Wicked Ball
              332 Yorktown Shopping Center, Lombard • 20.1 mi
              4.5
              4.5 stars out of 5 stars
              285 Ratings
              Regular price $10
              $10
               
              Discount price $7
              $7
              Urgency price $6.30
              $6.30
              Limited Time
              One Walk-In Game for One Person (Valid Friday-Sunday)
            • Chicago White Sox 2025
              333 West 35th Street, Chicago
              Regular price $28.13
              $28.13
               
              Discount price $11.20
              $11.20
              60% OFF
              Chicago White Sox
              930+ bought
            • Wateriders Kayak Tours
              3057 North Rockwell Street, Chicago • 5.3 mi
              4.7
              4.7 stars out of 5 stars
              86 Ratings
              Regular price $51.78
              $51.78
               
              Discount price $33
              $33
              Urgency price $29.70
              $29.70
              Limited Time
              2-Hour Kayak Rental for 1 Person
            • iFLY
              5520 Park Place, Rosemont • 14.3 mi
              4.8
              4.8 stars out of 5 stars
              239 Ratings
              Discount price $94
              $94
              Two Flights for One Person
            • Grayslake Park District
              2150 North Drury Lane, Grayslake • 40.4 mi
              4.8
              4.8 stars out of 5 stars
              872 Ratings
              Regular price $19
              $19
               
              Discount price $16
              $16
              Urgency price $14.40
              $14.40
              Limited Time
              For One: 9-Hole Round of Golf Including Pull Cart
            • Paintball Explosion
              601 Dundee Ave., East Dundee • 35.8 mi
              4.4
              4.4 stars out of 5 stars
              1431 Ratings
              Regular price $60
              $60
               
              Discount price $39
              $39
              Urgency price $35.10
              $35.10
              Limited Time
              1 Person: Paintball Package with All Day Entry, Rentals, Air, and Paintballs
            • Skydive Windy City
              1300 S Indiana Highway 212, Michigan City • 43 mi
              4.9
              4.9 stars out of 5 stars
              1715 Ratings
              Regular price $279
              $279
               
              Discount price $203
              $203
              Urgency price $182.70
              $182.70
              Limited Time
              Tandem Skydive Jump for One
            • ClimbZone - Chicago
              2500 West Bradley Place, Chicago • 6 mi
              4.9
              4.9 stars out of 5 stars
              303 Ratings
              Regular price $31.99
              $31.99
               
              Discount price $25.60
              $25.60
              20% OFF
              ClimbZone
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