• Cart
  • Help
Chicago Vacation Packages

Chicago Vacation Packages

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.

Select Your Travel Dates

Update
Sort by:
Show + Hotel Package
Blue Man Group Logo Your Choice of Hotels Logo

Blue Man Group Chicago Package

Blue Man Group, one of Chicago's longest-running shows, is a unique audiovisual experience—vibrant, colorful, and hilarious. The Blue Man Group vacation package includes show tickets plus your choice of hotel.

Prices & Savings Vary

$10663
$9163
+ tax
per person, per night
Your Total Savings: $30.00
Select This Package

This Package Includes:

  • Blue Man Group
  • Your Choice of Hotels
Attraction + Hotel Package
Chicago CityPASS Logo Your Choice of Hotels Logo

Chicago CityPASS Package

The Chicago CityPASS vacation package comes with admission to five top attractions in Chicago including Shedd Aquarium, Skydeck Chicago, The Field Museum, and more. Choose your own hotel to go along with the Chicago CityPASS for one low price.

Prices & Savings Vary

$24963
$13758
+ tax
per person, per night
Your Total Savings: $224.10
Select This Package

This Package Includes:

  • Chicago CityPASS
  • Your Choice of Hotels
Attraction + Hotel Package
Chicago Explorer Pass®  Logo Your Choice of Hotels Logo

Chicago Explorer Pass Package

The Chicago Explorer Pass package lets you choose from a list of over 25 top attractions, including Skydeck Chicago, Art Institute of Chicago, Hop-On Hop-Off Double Decker Bus Tour, and more. Get the Explorer Pass along with lodging for one low price.

Prices & Savings Vary

$10963
+ tax
per person, per night
Select This Package

This Package Includes:

  • Chicago Explorer Pass®
  • Your Choice of Hotels
Attraction + Hotel Package
Chicago History Museum Logo Adler Planetarium Logo

Chicago History Museum & Adler Planetarium Ticket Package

Book this Chicago ticket combo package and get tickets to both Adler Planetarium and the Chicago History Museum for one low price.

Prices & Savings Vary

$5095
$4663
+ tax
per person, per night
Your Total Savings: $8.64
Select This Package

This Package Includes:

  • Chicago History Museum
  • Adler Planetarium
Attraction + Hotel Package
Skydeck Chicago Logo 360 CHICAGO Logo

Skydeck Chicago & 360 Chicago Ticket Package

Get the best views of Chicago with this multi-attraction ticket package. Includes your choice of tickets to both Skydeck Chicago at Willis Tower and 360 Chicago, formerly John Hancock Observatory.

Prices & Savings Vary

$4123
$3664
+ tax
per person, per night
Your Total Savings: $9.18
Select This Package

This Package Includes:

  • Skydeck Chicago
  • 360 CHICAGO

Welcome Basket and 5000 Choice Bonus Points Savings Tag Icon

Receive Welcome Basket and 5,000 Bonus Choice Privilege Points when you purchase at least 1 night.

Book Now »