Chicago Vacation Packages

Chicago Vacation Packages

Blue Man Group Chicago Package

 Details
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

Chicago Explorer Pass Package

 Details
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 + LEGOLAND Discovery Center Combo

 Details
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 Chicago + Hotel Package

 Details
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 and 360 Chicago Combo

 Details
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 City Pass Chicago + Hotel Package

 Details
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 Chicago + Medieval Times Chicago Combo Tickets

 Details
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

Half-Day Tour with 360 Observation Deck + Bikes, Bites, & Brew

 Details
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

Half-Day Tour with 360 Observation Deck + Chicago's Ultimate City Bike Tour

 Details
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 & Walking Tour + Hotel Package

 Details
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

Half-Day Tour with 360 Observation Deck + Chicago Crime Tours

 Details
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

Half-Day Tour with 360 Observation Deck + Art Institute of Chicago Skip the Line

 Details
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck - Chicago, IL Logo
Art Institute of Chicago Skip-the-Line Guided Tour - Chicago, IL Logo
Package Starts at (USD):
$594.90
plus
tax
Per Adult

Chinatown Food and Walking Tour + Big Bus Tours Chicago

 Details
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 + Hotel Package

 Details
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

Lakefront Neighborhoods Bicycle Tour + Hotel Package

 Details
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 + LEGOLAND Chicago Combo

 Details
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 + Medieval Times Dinner Combo

 Details
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 Crime Tours

 Details
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.

Customer Support

Customer Support

Contact us for support or help booking your trip at 1-800-590-8125.

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