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๐Ÿ‘จโ€๐Ÿณ Say "Yes, Chef!" To A Weekend In Chicago!

Slice 15+% off these fantastic weekend vacays to the Windy City!

From $383

Published by

Fly to Chicago for a weekend tasting all that this great American city has to offer!

Enjoy the Hyatt Place Downtown/The Loop (4.5/5 on TripAdvisor) spacious rooms, prime location and comfy digs before diving into the Windy City's vibrant music and foodie scene. Explore Millennium Park, marvel at the Art Institute, and shop the Magnificent Mile. Or enjoy local staples like deep-dish, Chicago hot dogs and some of the country's top restaurants!

These weekend vacations also include roundtrip - often nonstop - flights with Frontier, Spirit and others!


Excellent Room
Free Wifi
Great for Couples
Nonstop Flights
Deluxe Room
Great for Groups
Economy Class
Flights included
See All Highlights


  • New Orleans
  • Philadelphia
  • Dallas
  • Portland
  • Boston
  • Atlanta
  • Washington
  • Las Vegas
  • New York City


  • Chicago


Here are some of the dates and departure airports we found for you, but there are many more available.

Here's the cheapest deal we found...

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.

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