Tours in Andersonville, Chicago


Cupcake Tour of Chicago with Six Tastings for One, Two, or Four from Best Tours (Up to 68% Off)

Best Tours
Chicago

Tours make six stops along Michigan Avenue, visiting a century-old shop, one with 50 varieties of cupcake, and another with gelato

$50 $19

View Deal

Gangster Tour of Chicago for One, Two, or Four from Best Tours (Up to 65% Off)

Best Tours (Chicago)
Chicago

Tour-goers take a 90-minute jaunt past iconic landmarks and mob movie filming locations while learning about Chicago’s gangster past

$35 $17

View Deal

Chocolate Tour of Chicago with Seven Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours
Chicago

Best Tours has no affiliation with Chicago Chocolate Tours.

$50 $25

View Deal

Admission for One, Two, or Four to the Chicago Riverwalk Food Tour from Best Tours (Up to 60% Off)

Best Tours (Chicago)
Chicago

Tours make stops at eateries located along the Chicago Riverwalk and introduce tour-goers to Chicago’s history and famous architecture

$50 $25

View Deal

Great Food Tour of Chicago with Six Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours
Chicago

Tours make six stops along Michigan Avenue, visiting the originator of deep-dish pizza and an eatery serving up Chicago-style hot dogs

$50 $25

View Deal

Drunk History of Chicago Tour at Four Pubs for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours
Chicago

Visit four local pubs to sample alcoholic beverages and shots, learn about the history of the city, and pick up some fake history too

$50 $25

View Deal

Monday Night Sunset Cocktail Cruise Aboard the Anita Dee II Yacht

Anita Dee II Yacht
Chicago

$25 $16.50

View Deal

Wine and Cheese Tour of Chicago with 12 Tastings and Pairings from Best Tours (Up to 58% Off)

Best Tours
Chicago

Stroll along the Magnificent Mile and through the Gold Coast as you sample 12 bites of cheese paired with sips of wine

$100 $49

View Deal

Admission for One, Two, or Four to the Chinatown Food Tour of Chicago from Best Tours (Up to 60% Off)

Best Tours (Chicago)
Chicago

Tours of Chicago’s Chinatown make stops for dumplings, tea, and fortune and almond cookies

$50 $25

View Deal

Italian Food Tour of Chicago with Five Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours
Chicago

Tours are held Saturdays at 3 p.

$50 $25

View Deal

Admission for One, Two, or Four to the Beer & Bacon Tour of Chicago from Best Tours (Up to 58% Off)

Best Tours (Chicago)
Chicago

Visit local eateries to try five seasonal beer and bacon samples

$100 $49

View Deal

Downtown Naperville Food Tour for One or Two from Naperville Bites and Sites (Up to 22% Off)

Naperville Bites and Sites
Chicago

Tours take place every weekend April through November and depart at 11:30 a.

$48 $40

View Deal

Pizza Tour of Chicago for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours (Chicago)
Chicago

Guest stroll past famous Chicago landmarks on their way to the city’s best pizza joints for samples, demos, and history lessons

$50 $22

View Deal

$20 for $40 worth of Drinks at O 'Donnell's pub (Up to 40% Off)

O 'Donnell's pub
Mayfair

Enjoy cold beers and cocktails and friendly conversation at this neighborhood corner pub

$20 $12

View Deal

Interactive Walking Tours of Chicago from Stray Boots (50% Off). Four Options Available.

Stray Boots

Clues, trivia, and riddles lead explorers through vibrant neighborhoods via the Stray Boots iPhone or Android app

$24 $12

View Deal

$49 for a Six-Bottle In-Home Wine Tasting for Up to 12 from PRP Wine International ($200 Value)

PRP Wine International
Chicago

Wine enthusiasts sample up to six global wines in-home as a staffer expounds on the winemaking process and shares food-pairing ideas

$200 $49

View Deal

Lake Paddle

Kayak Chicago - North Avenue Beach
North Side

All tours are preceded by a brief orientation and training session.

$75.21 $45.11

View Deal

$55 for a Two-Hour Wine Tasting for 12 to 16 People from Wines for Humanity ($250 Value)

Wines for Humanity

Professional wine advisor teaches guests to discern distinctive notes in six exclusive vintages and pair them with appropriate dishes

$250 $55

View Deal

One, Two, or Four Tickets to Belmont Food Binge Tour from Second City Tours (Up to 60% Off

Second City Tours
Lakeview

Enjoy Lakeview’s ethnic- and American-food offerings, including tacos, French pastries, falafel, and grilled cheese

$50 $23

View Deal

Brewery Tour in Southwest Chicagoland from Brews Cruise Chicago (Up to Off). Two Options Available.

Brews Cruise Chicago
Chicago

A half-day tour takes you to working breweries where you’ll sample beverages and learn what makes some of your favorite beers so good

$130 $65

View Deal

Sidewalk Food Tours of Chicago: Wicker Park

Wicker Park
Bucktown

Description: Tours are leisurely paced and suitable for all age groups and fitness levels.

$55 $43.75

View Deal

Little Arabia Culture and Food Tour for One or Two from Spice of Life Tours (Up to 51% Off)

Spice of Life Tours
Chicago

Tours are held on Saturdays and Sundays at noon and include: .

$140 $69

View Deal

3.5-Hour Food and Culture Tour for One or Two from Spice of Life Tours (Up to 54% Off)

Spice of Life Tours
India Book House

Tour introduces participants to the food and culture of Devon Avenue, and includes tastings and a stop by a henna tattoo parlor

$170 $79

View Deal

$349 for a One-Year Wine Club Membership with Two Cases of Wine from Paired Wine Co. ($600 Value)

Paired Wine Co.
Lakeview

Membership includes 10% off purchases in store, invites to wine-tasting events, $5 voucher toward self-serving wine machines, and more

$600 $349

View Deal

Wednesday Night Sunset & Fireworks Cruise

Anita Dee II Yacht at DuSable Harbor
Chicago

$31 $17.25

View Deal

$62 for a 90-Minute Architectural Boat Tour for Two from Chicago Line Cruises ($84 Value)

Chicago Line Cruises
Chicago

Award-winning Docents tell the stories behind over 50 “cloud busters” and narrate historical events that influenced the present-day skyline

$84 $62

View Deal

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

Chicago Helicopter Experience
Bridgeport

Tours fly over Chicago’s famous skyline and pass over the North Shore, Lincoln Park Zoo, and Millennium Park Wednesday through Sunday.

$296 $275

View Deal

$37 for L.A.T.E. Ride Registration for One Adult on Saturday, August 13 ($60 Value)

L.A.T.E. Ride
Buckingham Fountain

25 mile after midnight bike ride through Chicago kicks off with a pre-ride festival, live music, and prizes for best costumes

$60 $37

View Deal

Sightseeing Tour or Brunch Tour for One or Two from Chicago's Finest Tours (Up to 52% Off)

Chicago's Finest River Walk Tour
Wrigley Building Plaza

Tours take guests along Chicago’s historic River Walk, around the Loop, or to a hearty brunch buffet

$50 $24

View Deal

Tour by Bus for Two or Four from Chicago Crime Tours (Up to 38% Off)

Chicago Crime Tours
Near North Side

$99 for Four Tickets to Chicago Crime Tours ($159.

$159.80 $99

View Deal

Underground Pedway Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Second City Tours
The Loop

90-minute walking tour takes guests through the underground walkways that connect a number of Chicago buildings

$30 $14

View Deal

River North Wine Fest - Saturday September 17, 2016 / Noon to 4:00pm

Moe's Cantina and Old Crow Smokehouse River North
Near North Side

$50 $29

View Deal

One, Two, or Four Tickets to the Chicago Gangster Tour from Second City Tours (Up to 61% Off)

Second City Tours
Holy Name Cathedral

Guides recount local legends about Al Capone, Dillenger, and more during a 90-minute gangster tour

$30 $14

View Deal

90-Minute Brewery Tour for Two, Four, or Six with Tastings, Snacks, and Glasses at Argus Brewery (Up to 57% Off)

Argus Brewery
Roseland

During brewery tours, visitors sample selections of the latest Argus brews while learning about the history of the brewery and its famous neighborhood.

$60 $28

View Deal

Gangster History Tour from The Barrel Run (Up to 40% Off)

The Barrel Run
Near North Side

A bus styled to look like an actual beer barrel sets a party-friendly tone for these educational tours of Chicago’s gangster-filled history

$70 $49

View Deal

Walking Food Tour for One or Two from Sidewalk Food Tours of Chicago (Up to 37% Off)

Sidewalk Food Tours of Chicago
Wicker Park

On their streets, Sidewalk Food Tours of Chicago’s local guides lead groups on walking explorations, pausing frequently to taste everything from cupcakes to Top Chef Masters.

$55 $35

View Deal

Chicago Ghost Walk for One, Two, or Four from Best Tours (Up to 65% Off)

Best Tours
Chicago

Tours visit haunted spots in search of apparitions, including the sites of the Iroquois Theatre fire and the Eastland shipwreck

$35 $17

View Deal

Fireworks Paddle - Saturday September 3, 2016 / 8:00pm

Kayak Chicago - Chicago River
Goose Island

Saturday tours are from 8:00pm-11:30pm.

$75.21 $45.11

View Deal

Sunset Paddle

Kayak Chicago - Chicago River
Goose Island

Never paddled a kayak before? No worries, all tours are preceded by a brief orientation and training session.

$64.31 $38.91

View Deal

Self-Guided Chicago Scavenger Hunt for Two, Four, or Six from Big City Hunt (Up to 54% Off)

BigCityHunt
Downtown

Participants gear up and launch the Big City Hunt app to start their own adventure, racing against the clock at a time of their choosing

$40 $22

View Deal

Chocolate Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours
Water Tower Place

Get your chocolate fix during this tour that visits five of the city’s most beloved sweet-treat havens

$50 $23

View Deal

Architectural Kayak Tour

Kayak Chicago - Chicago River
Goose Island

Never paddled a kayak before? No worries, all tours are preceded by a brief orientation and training session.

$75.21 $45.11

View Deal

City Lights Night Paddle

Kayak Chicago - Chicago River
Goose Island

Don't worry if you've never paddled a kayak before, all tours are preceded by a brief orientation and training session.

$64.31 $38.91

View Deal

Pizza Parade Tour for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours
Chicago

Guides will lead you through River North to sample pizza from local eateries, including the original Uno Pizzeria & Grill

$50 $23

View Deal

Chicago Food Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours
Near North Side

Head to River North for deep-dish pizza, Chicago-style hot dogs, Mike Ditka’s favorite italian-beef sandwiches, and dessert

$50 $23

View Deal

$29 for Three-Cheese Tasting and Two Wine Flights at Rittergut Wine Bar (Up to $45 Value)

Rittergut Wine Bar
The Loop

Flights of two sparkling, white, or red wines bring forth the nutty-sweet flavors of imported cheeses

$45 $29

View Deal

24- or 48-Hour Adult Ticket for a Hop On, Hop Off Chicago Bus Tour from Big Bus Tours

Big Bus Tours
Michigan Ave

Tours depart daily at 11:30 a.

$40

View Deal

Coffee & Hot Cocoa Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours
Chicago

Tour-goers sample coffees, cocoa, desserts, and pastries at some of River North’s most delicious spots

$50 $23

View Deal

One, Two, or Four Tickets to the Beer & Bacon Binge Food Tour from Second City Tours (Up to 59% Off)

Second City Tours
Near North Side

Explore three River North hotspots and sip craft beer paired with bacon snacks

$100 $49

View Deal

Select Local Merchants

  • Mena Tours & Travel
    Trust your vacation plans with Mena Tours & Travel in Chicago. You won't be disappointed! Drivers will love the easy parking options just steps away from Mena Tours & Travel. So for all your vacation-planning needs, give Mena Tours & Travel in Chicago a call today!
    Read More
    5209 North Clark Street
    Chicago, IL US
  • Estudiotres
    Whether you're an artist or just someone who appreciates art, Estudiotres in Chicago is the perfect museum choice for you. The doors are open for you at this museum with their people friendly restaurant and great, home-cooked food. This museum is more than willing to accommodate families, so kids are welcome to tag along. Parking is plentiful, so visitors can feel free to bring their vehicles.
    Read More
    5205 North Clark Street
    Chicago, IL US
  • Ibn United Travel Service
    Ibn United Travel Service in Chicago will help book your dreamy vacation today. Parking is accessible and not far from the place. Get ready for the trip of a lifetime when you book your next vacation with Ibn United Travel Service in Chicago.
    Read More
    1515 W Foster Ave
    Chicago, IL US
  • Issa Travel Agency
    Avoid the hassle of vacation planning and head to the offices of Issa Travel Agency in Chicago for all of your vacation planning needs. Parking is easily accessible. So if you're looking for the best service and the greatest vacation deals, swing by Issa Travel Agency in Chicago today.
    Read More
    5643 N Clark St
    Chicago, IL US
  • All Nation Travel
    Whether you are planning a family vacation or a business trip, All Nation Enterprises in Chicago can do the planning for you. With the many nearby parking options, you won't have to worry about forgetting where you parked. Take your next vacation from ordinary to extraordinary with All Nation Enterprises in Chicago.
    Read More
    5701 North Ashland Avenue
    Chicago, IL US
  • Metropolitan Brewing
    By the Numbers: Metropolitan Brewing 2009—the year Metropolitan Brewing opened, making it the first brewery to open in Chicago in 10 years 4 German-inspired beers available year-round, which include Krankshaft, a kolsch-style brew, and Flywheel, a bright lager 25% of Metropolitan’s Arc Welder dark lager is rye malt, modeled after a little-known Bavarian beer 2015—the year Metropolitan’s oak-aged Dynamo took home a silver medal from the Festival of Wood and Barrel-Aged Beers 8% ABV in the Generator doppelbock, making it the brewery’s most potent
    Read More
    5121 North Ravenswood Avenue
    Chicago, IL US

Groupon Guide

Grouber