4.6 (11,501 Reviews)

Today's Top Deals in Chicago

Save Big In Chicago

Don't miss out on these great Chicago savings for your next trip.

Go City Chicago All-Inclusive Pass in Chicago, Illinois

SAVE $18

Go City Chicago All-Inclusive Pass
Go City Chicago Explorer Pass in Chicago, Illinois

SAVE $15

Go City Chicago Explorer Pass

Chicago Favorites Food and Walking Tour in Chicago, Illinois

SAVE $10

Chicago Favorites Food and Walking Tour
Skydeck Chicago in Chicago, Illinois

SAVE $6

Skydeck Chicago
Architecture River Tour from Michigan Avenue in Chicago, Illinois

SAVE $6

Architecture River Tour from Michigan Avenue
Art Institute of Chicago Skip-the-Line Guided Tour in Chicago, Illinois

SAVE $5

Art Institute of Chicago Skip-the-Line Guided Tour
View More Savings

Money Saving Chicago Vacation Packages

Save even more when you plan you book your room and tickets together.

Go City Chicago All-Inclusive Pass in Chicago, Illinois

Save 15%

Go Chicago All-Inclusive Pass + Chicago Favorite Food & Walking Tour
iFLY Indoor Skydiving - Chicago Lincoln Park in Chicago, Illinois

Save 13%

iFLY Lincoln Park + Go Chicago All-Inclusive Pass
iFLY Indoor Skydiving - Chicago Rosemont in Rosemont, Illinois

Save 13%

iFLY Rosemont Indoor Skydiving + Go Chicago All-Inclusive Pass
iFLY Indoor Skydiving - Chicago Naperville in Naperville, Illinois

Save 13%

iFLY Naperville + Go Chicago All-Inclusive Pass
Go City Chicago All-Inclusive Pass in Chicago, Illinois

Save 16%

Go City Pass Chicago + Hotel Package
Chicago Favorites Food and Walking Tour in Chicago, Illinois

Save 18%

Chicago Favorites Food & Walking Tour + Go Chicago Explorer Pass
View More Packages

Great Hotel Deals

Need a room? Find savings on these select hotels.

Chicago Club Inn & Suites in Westmont, Illinois

Save $1,091/night

Chicago Club Inn & Suites
InterContinental Chicago Magnificent Mile, an IHG Hotel in Chicago, Illinois

Save $125/night

InterContinental Chicago Magnificent Mile, an IHG Hotel
Courtyard By Marriott Chicago Waukegan/Gurnee in Waukegan, Illinois

Save $77/night

Courtyard By Marriott Chicago Waukegan/Gurnee
View More Hotel Deals
Tripster Gift Certificates

Give the Gift of Travel

Purchase Gift Certificates for your family and friends!

Shop Now