4.6 (11,501 Reviews)

Today's Top Deals 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
Odyssey Chicago River Premier Dinner Cruise in Chicago, Illinois

SAVE $8

Odyssey Chicago River Premier Dinner Cruise
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
View More Savings

Money Saving Chicago Vacation Packages

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

Odyssey Chicago River Premier Dinner Cruise in Chicago, Illinois

Save 21%

Odyssey Chicago River Dinner Cruise + Hotel Package
Chicago Premier Dinner Cruise on Lake Michigan in Chicago, Illinois

Save 22%

Chicago Dinner Cruise on Lake Michigan + Hotel Package
Go City Chicago All-Inclusive Pass in Chicago, Illinois

Save 25%

Go City Pass Chicago + Hotel Package
Go City Chicago Explorer Pass in Chicago, Illinois

Save 34%

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

Save 33%

Chicago Favorites Food & Walking Tour + Hotel Package
Architecture River Tour from Michigan Avenue in Chicago, Illinois

Save 49%

Architecture River Tour + Hotel Package
View More Packages

Great Hotel Deals

Need a room? Find savings on these select hotels.

InterContinental Chicago Magnificent Mile, an IHG Hotel in Chicago, Illinois

Save $184/night

InterContinental Chicago Magnificent Mile, an IHG Hotel
Royal Sonesta Chicago Downtown in Chicago, Illinois

Save $133/night

Royal Sonesta Chicago Downtown
The Godfrey Hotel Chicago in Chicago, Illinois

Save $100/night

The Godfrey Hotel Chicago
View More Hotel Deals
Tripster Gift Certificates

Give the Gift of Travel

Purchase Gift Certificates for your family and friends!

Shop Now