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$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


'Best Wine Bar': Wine Flights & Cheese at Riverside Hideaway

'Best Wine Bar': Wine Flights & Cheese at Riverside Hideaway

Source: Rittergut Wine Bar & Social Club

Save 35% on a night at Rittergut Wine Bar & Social Club, a riverside hideaway named one of the city's Best Wine Bars by CBS Chicago.

Through Sept. 8, 2016


91% (660 ratings)

Chuan Spa at The Langham Chicago: $199 Spa Day w/Massage

Chuan Spa at The Langham Chicago: $199 Spa Day w/Massage

Source: Chuan Spa at The Langham, Chicago

Save 50% on a luxurious spa package at Chuan Spa at The Langham -- named one of the Best Spas in Chicago by Travel + Leisure.

June 1, 2016 - Aug. 31, 2016; Monday-Thursday


100% (33 ratings)

$10 -- UP Comedy Club: Sketch Comedy or Improv, Save 40%

$10 -- UP Comedy Club: Sketch Comedy or Improv, Save 40%

Source: UP Comedy Club

See Chicago veteran improv and sketch performers in "Second City's Improv All-Stars" or "Second City's Fast, Loud & Funny" at UP Comedy Club in Piper's Alley.

Through June 13, 2016; select dates


$89 -- Illinois: Springfield Hotel w/Lincoln Museum Tickets

$89 -- Illinois: Springfield Hotel w/Lincoln Museum Tickets

Source: State House Inn

This hotel with midcentury-modern style is a great destination for a Springfield stay full of history, and a true member favorite. Members save over 50% on a visit including passes to the nearby Lincoln Presidential Museum and Library.

Thursday-Sunday through May 29; Daily June 1 - Sept. 30


96% (1461 ratings)

Dinner & Drinks off Mag Mile: $35 at mEAT (Reg. $60)

Dinner & Drinks off Mag Mile: $35 at mEAT (Reg. $60)

Source: mEAT - Streeterville

Carnivores, take note -- members can order anything off the menu at the appropriately named mEAT in Streeterville and save over 40%.

Through May 31, 2016


92% (51 ratings)

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)

$59 -- Top-Rated West Loop Spa: 75-Minute Massage

$59 -- Top-Rated West Loop Spa: 75-Minute Massage

Source: Oxygen Spa Studio

Our members praise their trips to Oxygen Spa Studio in the West Loop -- 97% of nearly 200 Travelzoo members loved their treatments.

Through Aug. 31, 2016


97% (192 ratings)

$20 -- Cirque Italia Weekend Shows in Orland Park

$20 -- Cirque Italia Weekend Shows in Orland Park

Source: Cirque Italia

The first traveling water circus in the U.S. features aerialists, acrobats, clowns and strongmen performing above a 35,000-gallon water tank stage.

Thursday-Monday, June 23-27; click "Buy Now" to see times


85% (961 ratings)

Minnesota's 'Best Wilderness Resort' through Summer, 50% Off

Minnesota's 'Best Wilderness Resort' through Summer, 50% Off

Source: Gunflint Lodge

Get away from civilization for a few days of solitude along the shores of Gunflint Lake. Members can save over 50% on a stay in a private cabin with a wood-burning fireplace, kitchenette and views of the lake.

Travel daily between May 7 - Oct. 23, 2016


96% (188 ratings)

$35 -- Pizzeria UNO: Deep Dish Cooking Class w/Lunch

$35 -- Pizzeria UNO: Deep Dish Cooking Class w/Lunch

Source: Pizzeria UNO

Pizzeria UNO is where Chicago's iconic deep dish pizza was created over 70 years ago. With this exclusive offer, members can learn to craft their own.

Through Aug. 31, 2016; Tuesday-Sunday mornings


98% (176 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)

$20 -- Cirque Italia Weekend Shows in Cicero

$20 -- Cirque Italia Weekend Shows in Cicero

Source: Cirque Italia

The first traveling water circus in the U.S. features aerialists, acrobats, clowns and strongmen performing above a 35,000-gallon water tank stage.

Thursdays-Sundays, June 9-12 & 16-19; click "Buy Now" to see times


85% (961 ratings)

$129 -- Member-Favorite Wisconsin Inn w/up to $80 in Extras

$129 -- Member-Favorite Wisconsin Inn w/up to $80 in Extras

Source: Audubon Inn

Members can save over 45% on a trip to this "charming and elegant" (Madison Magazine) historic hotel in central Wisconsin, including a spa treatment or dinner and drinks.

Sunday-Friday through Sept. 30, 2016; not valid for Saturday arrivals


98% (120 ratings)

City Winery in the West Loop: $15 for $30 to Spend

City Winery in the West Loop: $15 for $30 to Spend

Source: City Winery

Visit City Winery in the West Loop, "a multifaceted amalgam of all things wine from drinking it to making it" (Zagat) and save 50% on brunch, lunch or dinner.

Through Aug. 15, 2016; Sunday-Thursday


89% (483 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% (467 ratings)

$28 -- Cirque Italia in Gurnee Memorial Day Weekend

$28 -- Cirque Italia in Gurnee Memorial Day Weekend

Source: Cirque Italia

The first traveling water circus in the U.S. features aerialists, acrobats, clowns and strongmen performing above a 35,000-gallon water tank stage.

Friday-Monday, May 27-30; click "Buy Now" to see times


85% (961 ratings)

Pops for Champagne: 'First-Class' Night w/Bubbly & Apps

Pops for Champagne: 'First-Class' Night w/Bubbly & Apps

Source: Pops for Champagne

"Those who worship the bubbly agree there's no substitute for this first-class purveyor of grand Champagne" (Zagat). Save over 40% on a visit to Pops.

Through Oct. 31, 2016; Sunday-Thursday


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


$69-$86 -- Cubs Rooftop w/Food & Drinks into June

$69-$86 -- Cubs Rooftop w/Food & Drinks into June

Source: Lakeview Baseball Club

Save up to $50 on tickets to experience a Chicago Cubs game from a rooftop with an all-inclusive menu, including beer and wine.

Select games through June 21, 2016


'Superb' Oceanique: 5-Course Chef's Dinner in Evanston

'Superb' Oceanique: 5-Course Chef's Dinner in Evanston

Source: Oceanique

Evanston's Oceanique is a "fine-dining standby" with "haute cuisine moves" at a "perennially popular" spot (Chicago magazine).

Through Sept. 30, 2016


87% (214 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


83% (267 ratings)

Cubs Rooftop w/Food & Drinks incl. Memorial Day Weekend

Cubs Rooftop w/Food & Drinks incl. Memorial Day Weekend

Source: Wrigley View Rooftop

Save up to $30 on tickets to see the Chicago Cubs from a rooftop with all-you-can-eat food and drinks, including beer and wine.

Select games through June 20


$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)

Pearl Jam: Wrigley Rooftop w/Food & Drinks

Pearl Jam: Wrigley Rooftop w/Food & Drinks

Source: Wrigley View Rooftop

Pearl Jam returns to Wrigley Field this summer; catch the concert from an all-inclusive rooftop with a view of the stage.

Aug. 22 at 7:30 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


James Taylor & Jackson Browne: All-Inclusive Wrigley Rooftop

James Taylor & Jackson Browne: All-Inclusive Wrigley Rooftop

Source: Wrigley View Rooftop

James Taylor performs for the first time at Wrigley Field this summer; catch the concert from an all-inclusive rooftop with a view of the stage.

Thursday, June 30 at 7 p.m.


$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)

$54 -- Blue Man Group in Chicago into June, $15 Off

$54 -- Blue Man Group in Chicago into June, $15 Off

Source: Blue Man Group

Direct purchase

Blue Man Group at Briar Street Theatre in Chicago's Lakeview neighborhood is now offering Travelzoo members an exclusive deal that saves $15 on all performances through June 12.

April 5, 2016 - June 13, 2016


$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)

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

"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)

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


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

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)

$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


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)

Navy Pier Fireworks Paddle on the Chicago River, Save $25

Navy Pier Fireworks Paddle on the Chicago River, Save $25

Source: Wateriders

Members save up to $25 on a fireworks kayak tour from Wateriders that's "a truly one-of-a-kind sightseeing experience" (Travel + Leisure).

Through Aug. 24, 2016


86% (87 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% (27 ratings)

'Wickedly Witty' Musical 'Disenchanted,' incl. Weekends

'Wickedly Witty' Musical 'Disenchanted,' incl. Weekends

Source: Broadway In Chicago

SOLD OUT

"Disenchanted," the sassy, comedic musical that explores what happens when Disney princess are no longer damsels in distress, arrives in Chicago for the first time. Travelzoo members can save almost $20 on tickets.

April 26, 2016 - May 23, 2016