Chicago, IL

Chicago, IL

Magnificent Mile to the beauty of the Navy Pier

These prices are for the whole vacation package, not per person or per night. Dates can book fast, so plan ahead for best availability and to take advantage of these amazing packages.

4-Day/3-Night Chicago Package

Including:
  • 4-Day/3-Night accommodations at a local area hotel which can sleep up to 2 adults.
  • A "Spend A Night on Us" rebate coupon worth up to $175.00 for a two-night stay at a Wyndham Worldwide brand hotel. See coupon for additional information and redemption instructions.
  • Plus, as our gift to you, you'll receive a $75 American Express® branded reward card (distribution may be spread over multiple cards) for purchases virtually anywhere American Express is accepted. American Express® is a registered trademark. The card is valid for at least three months from date received. Please see card for additional information.
  • Eligibility requirements and Terms and Conditions apply. Destination depends on state of residence.
4-Days/3-Nights
for only
$349
View Deal

3-Day/2-Night Chicago Package

Including:
  • 3-Day/2-Night accommodations at a local area hotel which can sleep up to 2 adults.
  • A "Spend A Night on Us" rebate coupon worth up to $175.00 for a two-night stay at a Wyndham Worldwide brand hotel. See coupon for additional information and redemption instructions.
  • Plus, as our gift to you, you'll receive a $75 American Express® branded reward card (distribution may be spread over multiple cards) for purchases virtually anywhere American Express is accepted. American Express® is a registered trademark. The card is valid for at least three months from date received. Please see card for additional information.
  • Eligibility requirements and Terms and Conditions apply. Destination depends on state of residence.
3-Days/2-Nights
for only
$299
View Deal

Why Vacation In Chicago?

Home of the Magnificent Mile. Industry and creativity converge in Chicago, the birthplace of the skyscraper. Experience the vibrancy of downtown Chicago and delight in the modern, sleek architecture. Enjoy in the intimate haven on The Magnificent Mile — offering chic shopping in an exceptional setting. You can indulge in Chicago’s premier shopping avenue with over 450 luxury boutiques, world renowned department stores and specialty stores. Many of the Windy City’s landmark attractions, museums and theaters are located within walking distance in Chicago. Wrigley Field, home of the Chicago Cubs is also another great attraction for sports enthusiast.

298