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  1. Chicago

Activity Deals

$20 -- Seadog: High-Speed & Architecture Cruises, Save 35%
 

$20 -- Seadog: High-Speed & Architecture Cruises, Save 35%

Source: Seadog Cruises

Race across the waters of Lake Michigan this summer, or take an architectural cruise down the Chicago River with the top-rated Seadog Cruises team.

Through Sept. 30, 2016


$39 -- Millennium Park Picnic & Movies Under the Stars

$39 -- Millennium Park Picnic & Movies Under the Stars

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


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.

Through Aug. 28, 2016


96% (490 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


100% (5 ratings)

$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


84% (305 ratings)

Navy Pier Fireworks Paddle on the Chicago River, 40% Off

Navy Pier Fireworks Paddle on the Chicago River, 40% Off

Source: Wateriders

Members save 40% on a fireworks kayak tour from Wateriders that's "a truly one-of-a-kind sightseeing experience" (Travel + Leisure).

Through Sept. 3, 2016; Wednesdays or Saturdays


86% (87 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% (200 ratings)

Lake Michigan Dinner Cruise w/Skyline Views, Save 40%

Lake Michigan Dinner Cruise w/Skyline Views, Save 40%

Source: Odyssey Cruises

Save over 40% on a dinner cruise on Odyssey Chicago, a cruise which earns a 4-star rating from TripAdvisor users.

Through Aug. 31, 2016


98% (46 ratings)

$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


$20 -- Lake Michigan Cruise w/Skyline Views, Save 30%

$20 -- Lake Michigan Cruise w/Skyline Views, Save 30%

Source: Mystic Blue

Save over 30% on a two-hour Boathouse cruise on Mystic Blue this summer.

June 20, 2016 - Aug. 30, 2016


98% (46 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 Time Out.

Through May 31, 2017


76% (75 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% (26 ratings)

Explore Chicago by Bike: 50% Off Rentals thru Summer

Explore Chicago by Bike: 50% Off Rentals thru Summer

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


$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


100% (5 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


$22 -- Vino van Gogh: Create Your Own Painting, 40% Off

$22 -- Vino van Gogh: Create Your Own Painting, 40% Off

Source: Vino van Gogh

Chicagoland art lovers can create their own paintings for 40% off through classes from Vino van Gogh, offering social art experiences with a professional artist.

Through Oct. 3, 2016


Downtown Chicago History Walk Tour Thru Summer, 50% Off

Downtown Chicago History Walk Tour Thru Summer, 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.

Through Aug. 31, 2016


97% (158 ratings)

Bike Tours All Summer, incl. Bike & Brew w/Stop at Lagunitas

Bike Tours All Summer, incl. Bike & Brew w/Stop at Lagunitas

Source: Bike & Roll Chicago

Explore some of Chicago's historic neighborhoods with a guided tour from Bike & Roll. Save 40% off on a choice of tour this summer.

Through Sept. 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)

$10 -- RailCats Baseball Game Package w/Popcorn, 35% Off

$10 -- RailCats Baseball Game Package w/Popcorn, 35% Off

Source: SouthShore RailCats Baseball

Check out Northwest Indiana's SouthShore RailCats at the Steel Yard this August with a Travelzoo-exclusive ticket package.

Aug. 15-21, 2016


Navy Pier: Great American Lobster Fest Entry, up to 30% Off

Navy Pier: Great American Lobster Fest Entry, up to 30% Off

Source: The Great American Lobster Fest

The 3rd annual Great American Lobster Fest returns to Navy Pier Sept. 2-3. Save up to 30% on VIP or general admission.

Sept. 2, 2016 - Sept. 3, 2016


Country Club Golf for 1-4 w/Lunch & Drinks, Save over 45%

Country Club Golf for 1-4 w/Lunch & Drinks, Save over 45%

Source: Fox Lake Country Club

SOLD OUT

Members can save on rounds of golf with cart, lunch and a drink this summer at the top-rated Fox Lake Country Club.

Through Oct. 1, 2016