VME Tag
Plan your trip with Vacations Made Easy



1 Arrival Date
Month: Day:
2 Lodging Options
Nights: Rooms:
3 Number of Guests
Adults: Children:

Chicago, Illinois Vacation Packages, Tours, Lodging, Dining & Attraction Tickets

Book your Windy City getaway online with easy lodging, attraction, and dining reservations! There's plenty to see and do in this sprawling metropolis, including exploring Wrigley Field, the Sears Tower, and other landmarks, enjoying a dinner and show at Medieval Times Chicago, or experiencing big thrills at Six Flags Great America.
Get Started Creating Your Own Chicago, IL Vacation!
Chicago, IL Vacation Packages
Chicago Family Vacation Package For a great vacation full of family fun, book the Chicago Family Vacation Package, which includes four nights of lodging, Medieval Times Dinner & Tournament, and CityPASS - Chicago.
Starting at
$398
per adult*

Book Now
Package Includes
  • CityPASS - Chicago, IL
  • 4 Nights' Lodging in your choice of over 125 hotels.
  • Medieval Times Dinner & Tournament
Chicago's Six Flags Great America Getaway Enjoy a thrilling Chicago escapade with the Chicago CityPASS in this special vacation package along with two nights of lodging at your choice of hotels in the area.
Starting at
$236
per adult*

Book Now
Package Includes
  • Chicago CityPASS
  • 2 Nights' Accommodations in your choice of over 125 hotels.
Chicago Attractions Vacation With the Chicago Attractions Vacation, you will have the opportunity to visit some of the greatest Chicago hotspots.
Starting at
$350
per adult*

Book Now
Package Includes
  • 3 Nights' Lodging in your choice of over 125 hotels.
  • CityPASS - Chicago, IL
  • Medieval Times
Didn't Find What You Were Looking For?
Build Your Custom Package

Date
Nights
Rooms
Adults
Children
START BUILDING YOUR CUSTOM VACATION PACKAGE!
Most Popular Types of Amenities & Room Types
Hotels with Casino Hotels with Hot Tub / Whirlpool Hotel Rooms with Sofa Bed Hotels with Free Parking

Checkout
Cart
Contact Customer Service at
800-987-9852
Secure Online Payment Options
credit card logos