Chicago Vacation Packages

Chicago Vacation Packages

Blue Man Group Chicago - Chicago, IL Logo
Your Choice of Hotels
Save up to 17%
Package Starts at (USD):
$103.55
plus
tax
Per Adult
Go Chicago Explorer Pass  - Chicago, IL Logo
Your Choice of Hotels
Save up to 16%
Package Starts at (USD):
$113.87
plus
tax
Per Adult
Medieval Times Dinner and Tournament Illinois - Schaumburg, IL Logo
LEGOLAND® Discovery Center Chicago - Schaumburg, IL Logo
Save up to 16%
Package Starts at (USD):
$87.19
plus
tax
Per Adult
Big Bus Tours Chicago - Chicago, IL Logo
Your Choice of Hotels
Save up to 19%
Package Starts at (USD):
$93.81
plus
tax
Per Adult
Shoreline Sightseeing Boat Tour - Chicago, IL Logo
360 CHICAGO - Chicago, IL Logo
Save up to 22%
Package Starts at (USD):
$49.59
plus
tax
Per Adult
Go Chicago All-Inclusive Pass - Chicago, IL Logo
Your Choice of Hotels
Save up to 14%
Package Starts at (USD):
$150.02
plus
tax
Per Adult
LEGOLAND® Discovery Center Chicago - Schaumburg, IL Logo
Medieval Times Dinner and Tournament Illinois - Schaumburg, IL Logo
Your Choice of Hotels
Save up to 28%
Package Starts at (USD):
$123.88
plus
tax
Per Adult
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck - Chicago, IL Logo
Bikes, Bites, & Brews - Chicago's Signature Dishes - Chicago, IL Logo
Package Starts at (USD):
$575.29
plus
tax
Per Adult
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck - Chicago, IL Logo
Chicago's Ultimate City Bike Tour  - Chicago, IL Logo
Package Starts at (USD):
$540.99
plus
tax
Per Adult
Chicago Favorites Food and Walking Tour - Chicago, IL Logo
Your Choice of Hotels
Save up to 17%
Package Starts at (USD):
$110.18
plus
tax
Per Adult
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck - Chicago, IL Logo
Chicago Crime Tours - Chicago, IL Logo
Package Starts at (USD):
$534.00
plus
tax
Per Adult
Chicago's Chinatown Food and Walking Tour - Chicago, IL Logo
Big Bus Tours Chicago - Chicago, IL Logo
Package Starts at (USD):
$114.38
plus
tax
Per Adult
Medieval Times Dinner and Tournament Illinois - Schaumburg, IL Logo
Your Choice of Hotels
Save up to 32%
Package Starts at (USD):
$102.88
plus
tax
Per Adult
 Chicago's Lakefront Neighborhoods Bicycle Tour - Chicago, IL Logo
Your Choice of Hotels
Save up to 32%
Package Starts at (USD):
$86.68
plus
tax
Per Adult
Big Bus Tours Chicago - Chicago, IL Logo
LEGOLAND® Discovery Center Chicago - Schaumburg, IL Logo
Save up to 7%
Package Starts at (USD):
$73.65
plus
tax
Per Adult
Go Chicago All-Inclusive Pass - Chicago, IL Logo
Medieval Times Dinner and Tournament Illinois - Schaumburg, IL Logo
Package Starts at (USD):
$179.52
plus
tax
Per Adult
Go Chicago All-Inclusive Pass - Chicago, IL Logo
Chicago Crime Tours - Chicago, IL Logo
Package Starts at (USD):
$155.33
plus
tax
Per Adult

Book a Chicago vacation package to bundle attractions along with a hotel for one low price. Our vacation packages come with Broadway show tickets or tickets to any number of Chicago attractions like sightseeing tours and museums. For the easiest and most affordable vacation experience, book a Chicago vacation package today.