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Tours in West Loop, Chicago


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

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

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Gray Line Chicago: 4-Hour Grand Tour with Pizza or Hancock Observation-Deck Visit for One from Gray Line Chicago (Up to 29% Off)

4-Hour Grand Tour with Pizza or Hancock Observation-Deck Visit for One from Gray Line Chicago (Up to 29% Off)

Gray Line Chicago

Palmer House Hilton - Gift Shop

A bus takes sightseers to the best Chicago locales, then treats them to a pizza or a trip up to the Hancock Center’s observation deck

$39 $29

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

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

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Second City Tours: Loop Architecture Tour for One, Two, or Four from Second City Tours (Up to 63% Off)

Loop Architecture Tour for One, Two, or Four from Second City Tours (Up to 63% Off)

Second City Tours

The Loop

90-minute walking tour takes guests to view some of the city’s most remarkable buildings

$30 $13

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Cannonball Productions: $79 for a Southwest Michigan Winery Day Tour for One from Cannonball Productions ($150 Value)

$79 for a Southwest Michigan Winery Day Tour for One from Cannonball Productions ($150 Value)

Cannonball Productions

 

Sample wines from Southwest Michigan wineries including Lemon Creek, St. Julian, and Round Barn on this day tour; includes lunch

$150 $79

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Chicago Hauntings Ghost Tour: Choice of Ghost Bus Tour for One or Two at Chicago Hauntings Ghost Tour (19% Off)

Choice of Ghost Bus Tour for One or Two at Chicago Hauntings Ghost Tour (19% Off)

Chicago Hauntings Ghost Tour

Chicago Hauntings Ghost

Paranormal experts narrate a bus tour; specialty tours explore haunted sites inspired by the city’s gothic past or the notorious H.H. Holmes

$36 $29

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

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

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

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

Big Bus Tours-Chicago

Chicago

Narrated double-decker bus tour of Chicago sights; hop on and off at your leisure, with discounts and free treats at local businesses

$39

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Second City Tours: Chicago River Walk Architecture and History Walk for One, Two, and Four from Second City Tours (Up to 61% Off)

Chicago River Walk Architecture and History Walk for One, Two, and Four from Second City Tours (Up to 61% Off)

Second City Tours

The Loop

90-minute tour shares history and insight of the Chicago river region

$30 $14

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Chicago Running Tours & More: Running Tours of Downtown Chicago from Chicago Running Tours & More (Up to 55% Off)

Running Tours of Downtown Chicago from Chicago Running Tours & More (Up to 55% Off)

Chicago Running Tours & More

Central Chicago

Professional guides lead sightseeing tours at a jogging pace during excursions that emphasize fun and learning over speed

$32 $15

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Bike and Roll Chicago: Sunset Segway Tour from Millennium Park for One or Two from Bike and Roll Chicago (Up to 50% Off)

Sunset Segway Tour from Millennium Park for One or Two from Bike and Roll Chicago (Up to 50% Off)

Bike and Roll Chicago

Millenium Park

Easily maneuverable segway vehicles traverse the lakefront for views of the Chicago skyline, parks, and lakeside museums

$75 $39

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Chicago Riverwalk: Pedway & Loop Tour at Chicago Riverwalk

Pedway & Loop Tour at Chicago Riverwalk

Chicago Riverwalk

The Loop

$20 $13.75

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Chicago Riverwalk: Pedway Explorers Tour at Chicago Riverwalk

Pedway Explorers Tour at Chicago Riverwalk

Chicago Riverwalk

The Loop

$25 $16

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Chicago Riverwalk: Chicago History Tour on the Pedway at Chicago Riverwalk

Chicago History Tour on the Pedway at Chicago Riverwalk

Chicago Riverwalk

The Loop

$25 $16

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Chicago Riverwalk: Taste of the Pedway Tour at Chicago Riverwalk

Taste of the Pedway Tour at Chicago Riverwalk

Chicago Riverwalk

The Loop

$50 $31

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Mag Mile - WendyCity : Mag Mile in the Morning at Mag Mile - WendyCity

Mag Mile in the Morning at Mag Mile - WendyCity

Mag Mile - WendyCity

Near North Side

$42 $26.50

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Slice of Chicago Pizza Tours: Chicago Pizza Walking Tour for Two or Four from Slice of Chicago Pizza Tours (Up to 44% Off)

Chicago Pizza Walking Tour for Two or Four from Slice of Chicago Pizza Tours (Up to 44% Off)

Slice of Chicago Pizza Tours

Near North Side

2-hour, 1.2-mile walking tour hits several pizzerias like Pizzeria Uno and Giordano’s in River North to sample pizza and learn its history

$100 $60

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Photo Sensei LLC: City Muse Photography Tour for One, Two, or Four from Photo Sensei LLC (Up to 81% Off)

City Muse Photography Tour for One, Two, or Four from Photo Sensei LLC (Up to 81% Off)

Photo Sensei LLC

Millennium Park

During 3–4-hour workshop, students will test out their photo skills while touring the city and learning basic photography concepts

$130 $35

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Captain Al's Charter Boat Fleet: $500 for a Two-hour Chartered Party Cruise on Lake Michigan for Up to Six from Captain Al's Charter Boat Fleet ($976 Value)

$500 for a Two-hour Chartered Party Cruise on Lake Michigan for Up to Six from Captain Al's Charter Boat Fleet ($976 Value)

Captain Al's Charter Boat Fleet

Burnham Harbor

Party cruise on Lake Michigan where you can enjoy views of the magnificent skyline aboard a 32 foot powerboat

$976 $500

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Second City Tours: One, Two, or Four Tickets to the Wine and Cheese Walk from Second City Tours (Up to 59% Off

One, Two, or Four Tickets to the Wine and Cheese Walk from Second City Tours (Up to 59% Off

Second City Tours

Near North Side

Travel to three upscale restaurants and bars and sip nine or more samples of wine paired with assorted cheeses and small bites

$100 $49

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Second City Tours: Winter Whiskey Crawl for One, Two, or Four from Second City Tours (Up to 59% Off)

Winter Whiskey Crawl for One, Two, or Four from Second City Tours (Up to 59% Off)

Second City Tours

Near North Side

Explore River North hotspots and sip blended and malt whiskeys paired with breads, cheeses, and meats

$100 $49

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

One, Two, or Four Tickets to the Burger & Beer 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 beers paired with specialty burgers

$100 $49

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Second City Tours: Winter Alcoholic-Beverage Crawl for One, Two, or Four from Second City Tours (Up to 59% Off)

Winter Alcoholic-Beverage Crawl for One, Two, or Four from Second City Tours (Up to 59% Off)

Second City Tours

Near North Side

Travel to upscale bars to sip and sample seasonal alcoholic beverages; light snacks are included

$100 $49

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221 North Columbus: Pedway Brunch Tour at 221 North Columbus

Pedway Brunch Tour at 221 North Columbus

221 North Columbus

The Loop

$50 $31

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Second City Tours: Cupcake Crawl at Second City Tours

Cupcake Crawl at Second City Tours

Second City Tours

Near North Side

$50 $9.50

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Second City Tours: Second City Tours: Belmont Binge at Second City Tours

Second City Tours: Belmont Binge at Second City Tours

Second City Tours

Near North Side

$50 $31

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Second City Tours: Chocolate Crawl at Second City Tours

Chocolate Crawl at Second City Tours

Second City Tours

Near North Side

$50 $31

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

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

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Second City Tours: Coffee & Hot Cocoa Crawl for One, Two, or Four from Second City Tours (Up to 64% Off)

Coffee & Hot Cocoa Crawl for One, Two, or Four from Second City Tours (Up to 64% Off)

Second City Tours

Chicago

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

$50 $21

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Chicago Crime Tours: Tour by Bus for Two or Four from Chicago Crime Tours (Up to 44% Off)

Tour by Bus for Two or Four from Chicago Crime Tours (Up to 44% Off)

Chicago Crime Tours

Near North Side

Learn about more than 100 years of Chicago’s crime history in a 90-minute tour of famous crime scenes and landmarks

$79.90 $49

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

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

Second City Tours

Water Tower Place

The city’s favorite cupcake hot spots are visited during this tour: Sprinkles, Sacred Grounds, More, and Crumbs

$50 $23

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

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

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

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

Second City Tours

John Hancock Center

90-minute tour explores the tragic side of Chicago history with stops to locales said to be marked by paranormal activity

$30 $14

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360 CHICAGO, Formerly John Hancock Observatory: Sun and Stars Admission for One, Two, or Four Adults at 360 CHICAGO (25% Off)

Sun and Stars Admission for One, Two, or Four Adults at 360 CHICAGO (25% Off)

360 CHICAGO, Formerly John Hancock Observatory

Chicago

94 floors up, take in stunning panoramas of Chicago and its sky-high architecture bordered by sparkling Lake Michigan

$24 $18

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Spirit of Chicago: Spirit of Chicago Buffet Cruise at Spirit of Chicago

Spirit of Chicago Buffet Cruise at Spirit of Chicago

Spirit of Chicago

Near North Side

$101.86 $69.87

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Shop America Tours: Shopping Trip with Discounts and Transportation for One or Two from Shop America Tours (Up to 55% Off)

Shopping Trip with Discounts and Transportation for One or Two from Shop America Tours (Up to 55% Off)

Shop America Tours

Bridgeport

Spend the day at the city’s most popular shopping sites such as The Shops at North Bridge and Fashion Outlets of Chicago

$39 $22

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

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

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Illinois Craft Distillers Association: $45 for Craft Spirits Showcase for One from Illinois Craft Distillers Association on March 1 ($72 Value)

$45 for Craft Spirits Showcase for One from Illinois Craft Distillers Association on March 1 ($72 Value)

Illinois Craft Distillers Association

Logan Square Auditorium

Enjoy craft cocktails and live jazz at this craft-spirits festival that includes samples from almost all of Illinois Craft Distillers & more

$72 $45

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The Plant: Sustainable-Food Facility Tour for Two or Four at The Plant (Up to 45% Off)

Sustainable-Food Facility Tour for Two or Four at The Plant (Up to 45% Off)

The Plant

Back of the Yards

Self-sustaining urban facility houses a hydroponic farm, nonprofit education and research center, and various food-production businesses

$20 $12

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

$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

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Quincy Street Distillery: $20 for a Distillery Tour for Two with Two Glencairn Glasses at Quincy Street Distillery ($44 Value)

$20 for a Distillery Tour for Two with Two Glencairn Glasses at Quincy Street Distillery ($44 Value)

Quincy Street Distillery

Riverside

60- to 90-minute tour of a distillery that produces 12 artisanal, small-batch spirits; each guest brings home a Glencairn glass

$44 $20

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

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 a 90-minute tour, guests learn about the historic origins of the brewery and the neighborhood while sampling craft brews

$30 $15

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Church Street Brewing Company: $26 for a Brew Package for 2 with Pints, Glasses, & Growler at Church Street Brewing Company ($41 Value)

$26 for a Brew Package for 2 with Pints, Glasses, & Growler at Church Street Brewing Company ($41 Value)

Church Street Brewing Company

Itasca

Traditional German brewing practices produce such star beers as the sweet, malty Heavenly helles and the nutty dark-amber Bob’s Your Dunkel

$41 $26

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Second City Tours - Beer & Bacon Binge Tour: Second City Tours: Beer & Bacon Binge at Second City Tours - Beer & Bacon Binge Tour

Second City Tours: Beer & Bacon Binge at Second City Tours - Beer & Bacon Binge Tour

Second City Tours - Beer & Bacon Binge Tour

Near North Side

$100 $58

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Second City Tours - Chicago Food Crawl: The Chicago Food Crawl at Second City Tours - Chicago Food Crawl

The Chicago Food Crawl at Second City Tours - Chicago Food Crawl

Second City Tours - Chicago Food Crawl

Near North Side

$50 $31

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City Scooters and Scooter Dawgs: Guided Scooter Tour or Three-Hour Scooter Rental for Two from City Scooters and Scooter Dawgs (25% Off)

Guided Scooter Tour or Three-Hour Scooter Rental for Two from City Scooters and Scooter Dawgs (25% Off)

City Scooters and Scooter Dawgs

Multiple Locations

See the sights on a guided tour starting downtown, or cruise the city pursuing your own agenda on a rented scooter

$170 $127

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Wateriders Kayak Tours: Architecture and History Kayak Tour or Shady Chicago Kayak Tour for Two or Four from Wateriders (Up to 52% Off)

Architecture and History Kayak Tour or Shady Chicago Kayak Tour for Two or Four from Wateriders (Up to 52% Off)

Wateriders Kayak Tours

Riverwalk

Guides spin true tales of Windy City history and architecture; the gritty underbelly takes center stage in the Ghosts and Gangsters tour

$130 $65

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Chicago Helicopter Experience: Daytime or Nighttime Helicopter Tour for Two from Chicago Helicopter Experience

Daytime or Nighttime Helicopter Tour for Two from Chicago Helicopter Experience

Chicago Helicopter Experience

Bridgeport

Passengers soar over the skyline, marveling at the Willis Tower, John Hancock Building, and Trump Tower by day or night

$256 $223

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Brunch, Bloodys + Breweries: Brunch, Bloodys, and Breweries—All-Included Tour of Three Chicago Breweries (February 13–March 26)

Brunch, Bloodys, and Breweries—All-Included Tour of Three Chicago Breweries (February 13–March 26)

Brunch, Bloodys + Breweries

Flagship Tavern & Grill

After bloody marys and brunch at Flagship Tavern, board a trolley and sample at least 7 different beers at three Chicago-area breweries

$101.22 $79

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Select Local Merchants

  • Executive Service Travel
    Enjoy a true vacation experience when you let Chicago's Executive Service Travel plan your trip for you. If you're planning on driving to Executive Service Travel, you can rest assured knowing that ample parking is in the area. So if you're looking for the best trip-planning advice and vacation deals, head on over to Executive Service Travel in Chicago today!
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    120 South Riverside Plaza
    Chicago, IL US
  • The Skydeck at The Willis Tower
    When famed daredevil Nik Wallenda performed his televised tightrope walk from the Marina City Towers to the Leo Burnett Building in 2014, he saw Chicago in a way most people had never seen before: a true bird's-eye view, with zero obstruction above, around, or—most thrillingly—below. Fortunately, anyone passing by the Willis Tower can see the Windy City much like Wallenda did, thanks to the Skydeck's glass-bottomed Ledge that dares visitors to look straight down upon the city from 103 floors up. Learn more about the Skydeck by the numbers: 1.6 million visitors each year 1,353 feet up in the air 1-minute elevator ride up to the 103rd floor 7,500 pounds of glass make up each of the Ledge's retractable boxes 3 layers of glass on each box 120 years of experience at MTH Industries, the glass and architectural contractor that built the Ledge (and installed the Bean!) 4 states are visible on clear days: Illinois, Indiana, Michigan, and Wisconsin 365 days a year the Skydeck is open
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    222 South Riverside Plaza
    Chicago, IL US
  • Chicago Pizza Tours
    Score your next slice at Chicago Pizza Tours — this The Loop joint has pizza-lovers dishing out cream of the crop reviews. With a host of nearby parking options, many choose to drive to dinner. Roni, sausage, and veggie are just a few of the delicious options at Chicago Pizza Tours. Taste the shining reviews for yourself when you head to Chicago Pizza Tours for a tasty pizza pie. Pizza is a food staple that is done right by Chicago Pizza Tours.
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    27 N. Wacker
    Chicago, IL US
  • The Skydeck at Willis Tower
    Skydeck Chicago whisks visitors up to the 103rd floor of Willis Tower, the tallest building in the Western Hemisphere, for incredible views from 1,353 feet above the city. On the way up, interactive touchscreens and a nine-minute movie about Chicago architecture fill noggins with cloud-scratching trivia and inside info about the historic tower. From the deck, ocular orbs can spy city landmarks such as Soldier Field, the Shedd Aquarium, and Navy Pier. Far-sighted pupils can glimpse up to four states or spot sailboats playing badminton near the marina on Lake Michigan. The Ledge—a collection of four transparent boxes with only 1.5 inches of glass separating you from Wacker Drive 103 floors below—offers brave visitors unobstructed views of the city streets, as well as the spine-shivering sensation of walking on air. Visitors descend back to earth armed with unique snapshots of magnificent views and lifelong memories of the seemingly small city when viewed from such great heights.
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    233 S Wacker Dr.
    Chicago, IL US
  • Foremost Travel & Tours
    Foremost Travel and Tours has the best amenities around. Enjoy Foremost Travel and Tours when you stay in Chicago. If you're looking for short- or long-term parking, there are plenty of options located close by. So what are you waiting for? Book your flight to somewhere amazing with Chicago's Foremost Travel and Tours today!
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    309 West Washington Street
    Chicago, IL US
  • Cardozo’s Pub
    At Cardozo’s Pub, hearty burgers and sandwiches join Italian-style pastas to sate patrons as they lounge in booths, at tables, or along a wooden bar. During the day, thick, house-made marinara sauce slathers noodles, and european paninis on sourdough country bread salute the international flags waving from wood-paneled walls. In the evening, flat-screen TVs flicker as diners bite into Chicago classics such as smoked polish sausages and hot dogs dressed in windbreakers. Cold brews complement burgers of charbroiled sirloin or turkey patties, and personal pizzas pledge monogamy to skeptical stomachs.
    Read More
    170 West Washington Street
    Chicago, IL US

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