Up to 66% Off an Italian Food Tour of Chicago

Best Tours

Chicago

$50 $21 Sale Ends 5/30

Big Loop or Historic Neighborhoods Tour

Big Bus Tours

Art Institute Chicago(0.0 miles)

$36

24% Off a Vineyard Tour and Wine Tasting

Waterman Winery and Vineyards, Inc.

Clinton

$59 $45

Up to 61% Off Underground Pedway Tour

Second City Tours

The Loop(0.5 miles)

$30 $14

Up to 54% Off Bike Tours from Mike's E-Bikes

Mike's E-Bikes

Starved Rock

$135 $69

Up to 60% Off Chocolate Crawl

Second City Tours

Water Tower Place(1.3 miles)

$50 $23

✈ 8-Day Italy Vacation with Airfare & Rental Car

Italy Vacation with Airfare from Great Value Vacations

Vietri sul Mare and Frascati, Italy

$2,299 $1,199

Illiana Brew Bus Tour – Up to 37% Off

Illiana Brew Bus

Highland(23.9 miles)

$50 $33

Up to 60% Off Pizza Parade Tour

Second City Tours

Chicago(1.2 miles)

$50 $23

✈ Ireland by Rail Vacation with Airfare

Ireland Vacation with Airfare and Rail Tickets from Great Value Vacations

Dublin and Galway

$1,599 $899

Up to 60% Off Cupcake Crawl

Second City Tours

Water Tower Place(1.3 miles)

$50 $23

Up to 65% Off Beer & Bacon Tour of Chicago

Best Tours (Chicago)

Chicago

$100 $41 Sale Ends 5/30

37% Off Wine Tasting and Lunch at Kickapoo Creek Winery

Kickapoo Creek Winery

Edwards

$67 $42

✈ All-Inclusive Jamaica Vacation with Air from Travel by Jen

Travel by Jen

Montego Bay, Jamaica

$699

The Barrel Run – Up to 40% Off Gangster Tour

The Barrel Run

Near North Side(1.0 miles)

$70 $49

Up to 61% Off Loop Architecture Walking Tour

Second City Tours

The Loop(0.3 miles)

$30 $14

✈ 12-Day Thailand Tour with Airfare from Affordable Asia

Thailand Tour with Airfare from Affordable Asia

Bangkok, River Kwai, Ayutthaya, Pattaya, Chiang Mai

$1,299

48% Off Fireworks Cruise

Island Party Boat

Chicago Lakefront(0.5 miles)

$75 $39

✈ Choose Your Own Itinerary on Scottish Trip

Scotland Trip with Airfare from Great Value Vacations

Scotland

$2,399 $1,299

Up to 60% Off Chicago Food Crawl

Second City Tours

Near North Side(1.1 miles)

$50 $23

Up to 58% Off Running Tours

Chicago Running Tours & More

Central Chicago(0.3 miles)

$32 $14 Sale Ends 6/2

Up to 60% Off Coffee & Hot Cocoa Crawl

Second City Tours

Chicago(1.2 miles)

$50 $23

Up to 56% Off Tours and Tastings at Rhine Hall

Rhine Hall Distillery

West Town(2.8 miles)

$70 $33 Sale Ends 5/30

✈ Tour of Budapest, Vienna, and Prague w/ Air

Central Europe Tour with Airfare from Gate 1 Travel

Prague, Vienna, and Budapest

$1,399

✈ 8-Day Trip to 3 Costa Rica Cities with Airfare

Three-City Costa Rica Trip with Airfare from Travel by Jen

Arenal Volcano National Park, Playa Flamingo, San José

$669

Up to 48% Off at Amish Acres Historic Farm and Heritage Resort

Amish Acres Historic Farm and Heritage Resort

Amish Acres Historic Farm and Heritage Resort

$85.80 $49

16% Off Segway Tour of Chicago

City Segway Tours (Chicago)

City Segway Tours Chicago(0.6 miles)

$70 $59

Up to 45% Off at O 'Donnell's pub

O 'Donnell's pub

Mayfair(8.0 miles)

$20 $11 Sale Ends 6/2

✈ Discover Six Italian Cities—From Milan to Rome to Venice

Six-City Grand Italian Vacation with Airfare from go-today

Milan, Venice, Rome, Florence, Naples, and Palermo

$2,665 $1,999

Up to 59% Off Beer and Bacon Food Tour

Second City Tours

Near North Side(0.9 miles)

$100 $49

Up to 59% Off Chicago Wine and Cheese Tour

Second City Tours

Near North Side(1.2 miles)

$100 $49

Up to 56% Off History of Hyde Park Food Crawl

Second City Tours

Hyatt Place Chicago-South/University Medical Center(5.8 miles)

$50 $25

✈ All-Inclusive Adults-Only Vacation on Mexican Beachfront

Royal Suites Punta Mita by Palladium Royal Jr. Suite Stay with Airfare from Vacation Express

Puerto Vallarta, Mexico

$639

Up to 56% Off Chicago Sweet Treats Tour

Second City Tours

Second City Tours(1.2 miles)

$50 $25

Up to 60% Off Chicago Food Tour

Second City Tours

Lakeview(4.4 miles)

$50 $23

Up to 47% Off Chicago Pizza Walking Tour

Slice of Chicago Pizza Tours

Near North Side(1.0 miles)

$100 $57 Sale Ends 5/30

Part of our expanded, competitively-priced selection