We use cookies to optimise your experience on Travelzoo. By using our website, you are agreeing to allow this. For more information, see our Privacy & Cookie Policy »

  1. Chicago
Deal Cart (0)
Updating Deal Cart
Order Total
Proceed to Payment
Your deal cart is empty. When you add a deal, it will appear here. Updating Deal Cart

Activity Deals

$39 -- Picnic & Movie in Millennium Park: Tuesdays in Summer
 

$39 -- Picnic & Movie in Millennium Park: Tuesdays in Summer

Source: Park Grill Chicago

Save 45% on a picnic for two from Park Grill to pair with the Millennium Park Summer Film Series at Jay Pritzker Pavilion on Tuesdays this summer.

June 21,2016 - Aug. 30, 2016; Tuesdays only


$35 -- Chicago Ale Fest at Buckingham Fountain w/200 Beers

$35 -- Chicago Ale Fest at Buckingham Fountain w/200 Beers

Source: Chicago Ale Fest

The second annual Chicago Ale Fest takes place June 17-18, featuring top breweries from around the nation. Members can save over 40% on admission.

June 17 & 18


Lake Michigan Dinner Cruise: 50% Off This Month Only

Lake Michigan Dinner Cruise: 50% Off This Month Only

Source: Spirit Cruises

Direct purchase

Save 50% on any dinner cruise through May only on Spirit of Chicago or Odyssey Chicago, which earns a 4-star rating from TripAdvisor users.

May 1-31, 2016


98% (44 ratings)

North Shore Gem: Golf for 1-4 w/Cart and Drinks, Half Off

North Shore Gem: Golf for 1-4 w/Cart and Drinks, Half Off

Source: Highland Park Country Club

Highland Park Country Club is a North Shore "gem” (Crain’s Business) with a challenging and well-maintained course that is perfect for all skill levels.

Through June 30, 2016


95% (134 ratings)

Bolingbrook Golf: Rounds for 2-4 w/Lunch & Cart, Save 50%

Bolingbrook Golf: Rounds for 2-4 w/Lunch & Cart, Save 50%

Source: Bolingbrook Golf Club

Earning an impressive 4.5 stars on Golf Digest's Places to Play scale, Bolingbrook offers Travelzoo members up to 50% off rounds into August.

March 16, 2016 - Aug. 28, 2016


96% (468 ratings)

Top-Rated Bus Tour: 24-Hour Hop-On Hop-Off Pass, 25% Off

Top-Rated Bus Tour: 24-Hour Hop-On Hop-Off Pass, 25% Off

Source: Chicago Trolley & Double Decker Co.

These open-top, double-decker buses earn a 4-star rating from both TripAdvisor and Yelp users and transport riders through Chicago with guided narration.

Through Oct. 31, 2016


$66 -- Chicago Explorer Pass to Top Attractions

$66 -- Chicago Explorer Pass to Top Attractions

Source: Chicago Explorer Pass

Get a taste of all Chicago has to offer, and save up to 40% on the gate prices to over 25 of the city's top attractions with the Chicago Explorer Pass.

Valid for use through March 31, 2017


83% (270 ratings)

$98 -- Chicago: 9-Day Pass to Top Attractions, Reg. $208

$98 -- Chicago: 9-Day Pass to Top Attractions, Reg. $208

Source: CityPASS Chicago

Get a taste of all Chicago has to offer and save more than 50% on admission to the city's top attractions.

Valid for 9 days; redeem for CityPASS by Feb. 28, 2017


96% (196 ratings)

$28 -- Saturday Beer Fest in Grand Rapids, Reg. $39

$28 -- Saturday Beer Fest in Grand Rapids, Reg. $39

Source: America on Tap

America on Tap returns to Calder Park in Grand Rapids, and Travelzoo members save more than 25% on tickets.

Saturday, July 16, 2016; 3-7 p.m.


$4 -- Randolph Street Market: 2-Day Admission thru 2016

$4 -- Randolph Street Market: 2-Day Admission thru 2016

Source: Randolph Street Market

With dozens of vendors offering antiques, clothing, global goods and gourmet foods, Randolph Street Market is one of the nation's top shopping destinations.

Select weekends through Dec. 11, 2016


$29 -- Stone Creek Golf: 18 Holes w/Cart through June

$29 -- Stone Creek Golf: 18 Holes w/Cart through June

Source: Stone Creek Golf Club

Save nearly 50% on a round this spring at Stone Creek, an Urbana course that earns an impressive 99% approval rating from Travelzoo members.

Through June 30, 2016


99% (154 ratings)

$9 -- Museum of Contemporary Art Chicago, Reg. $12

$9 -- Museum of Contemporary Art Chicago, Reg. $12

Source: Museum of Contemporary Art Chicago

Travelzoo members save 25% on admission to the Museum of Contemporary Art, one of Chicago's best museums, according to Chicagoist and TimeOut.

Through June 30, 2016


75% (71 ratings)

See Chicago's Famous Skyline: Helicopter Ride w/City Views

See Chicago's Famous Skyline: Helicopter Ride w/City Views

Source: Chicago Helicopter Experience

See Chicago's famous skyscrapers from a unique perspective with a helicopter tour that takes you over Lake Michigan with unobstructed skyline views.

Through Aug. 31, 2016


100% (14 ratings)

$99 -- First-Class Summer Sailboat Cruise for 2, Reg. $199

$99 -- First-Class Summer Sailboat Cruise for 2, Reg. $199

Source: Chicago Sailboat Charters

Sailing the waters of Lake Michigan for more than a decade, Chicago Sailboat Charters earns a perfect 5 stars on Yelp for its first-class trips.

May 15, 2016 - Sept. 15, 2016


100% (5 ratings)

30% Off Chicago Architecture Walking Tours Thru End of Year

30% Off Chicago Architecture Walking Tours Thru End of Year

Source: Inside Chicago Walking Tours

Save over 30% on your choice of walking tour at Inside Chicago Walking Tours, which earns a perfect 5-star rating from TripAdvisor and Yelp users.

Through Dec. 31, 2016


Downtown Chicago History Walk or Bus Tour, up to 50% Off

Downtown Chicago History Walk or Bus Tour, up to 50% Off

Source: Chicago's Finest Tours

Our members love tours from Chicago's Finest, telling us "I enjoyed everything about the tour" and "our guide was wonderful." Save 50% off a tour this spring.

Through Aug. 31, 2016


97% (155 ratings)

$19 -- Half Day Bike Rental Thru Summer, Save 50%

$19 -- Half Day Bike Rental Thru Summer, Save 50%

Source: Bike & Roll Chicago

For 50% off, pedal around the streets of Chicago and explore the city's historic neighborhoods with a half-day bike rental.

Through Sept. 30, 2016


Vernon Hills: 9-Hole Round of Golf w/Cart for 1-4, Save 35%

Vernon Hills: 9-Hole Round of Golf w/Cart for 1-4, Save 35%

Source: Vernon Hills Golf Course

Members save over 35% on a nine-hole round at Vernon Hills Golf Course, an enjoyable experience for both the novice and scratch golfer.

Through June 30, 2016


Tee Off at Indoor Golf Range this Spring, incl. Weekends

Tee Off at Indoor Golf Range this Spring, incl. Weekends

Source: White Pines Golf Dome

Head to White Pines Golf Dome this spring, an indoor golf experience in Bensenville that earns a 4.5-star rating from Yelp users.

Through Dec. 16, 2016; closed May 1-Oct. 31


100% (16 ratings)

Half Off Private Sailboat Summer Charters, incl. Weekends

Half Off Private Sailboat Summer Charters, incl. Weekends

Source: SeaBreeze Charter

Save 50% on a two-hour private charter for up to six passengers, cruising out of Monroe Harbor near Millennium Park and Buckingham Fountain.

Through Sept. 16, 2016


$29 -- Hyde Park Brew Fest: Admission w/20 Beer Samples

$29 -- Hyde Park Brew Fest: Admission w/20 Beer Samples

Source: Hyde Park Brew Fest

The third annual Hyde Park Brew Fest takes place June 4-5, featuring top breweries from around the nation. Members can save over 35% on admission.

June 4-5, 2016; date specific event


100% (9 ratings)

$20 & up -- Top-Rated River Kayak Tours, Half Off

$20 & up -- Top-Rated River Kayak Tours, Half Off

Source: Kayak Chicago

UPChicago.com calls these guided tours "great water activities for the nature-loving city dweller." Visitors agree: Kayak Chicago earns a 4-star rating on Yelp.

Through June 30, 2016


95% (19 ratings)

Cantigny Golf: $40 Off Chicago's No. 1 Course

Cantigny Golf: $40 Off Chicago's No. 1 Course

Source: Cantigny Golf

SOLD OUT

GolfAdvisor named Cantigny the Best Course in Chicagoland, calling it "a landmark golf course [with] superb conditions" that's "unforgettable to play."

Through May 26, 2016


100% (28 ratings)

Course at Aberdeen: ‘Golf at Its Finest' for 1-2, Save 40%

Course at Aberdeen: ‘Golf at Its Finest' for 1-2, Save 40%

Source: The Course at Aberdeen

SOLD OUT

"To experience a round of golf at Aberdeen is to enjoy golf at its finest," praises Michiana Golf. Members can save 40% on a visit this spring.

Through June 1, 2016; Monday-Friday


98% (341 ratings)

Lake Forest: North Shore Golf for 2 w/Lunch, Save 45%

Lake Forest: North Shore Golf for 2 w/Lunch, Save 45%

Source: Deerpath Golf Course

SOLD OUT

Travelzoo members can tee off seven days a week at Deerpath Golf Course, which earns a 4-star rating from dozens of GolfNow and GolfAdvisor users.

Through May 31, 2016


82% (33 ratings)