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Aerial View, Afterglow, Architecture

🐻Let's Go To Chicago For A Weekend Vacay!

Take off to Chicago at rates 20% less than usual - flight and hotel included!

From $270

Published by

We've found a fun vacation deal that takes you to Chicago for a stay at the award-winning Arlo Chicago (4.5/5 on TripAdvisor, 2024 Travelers' Choice Award Winner) this summer! Guests raved about the plush rooms, city and lake views, and convenience!

Located downtown and a few blocks from the lake, it's the perfect home base for a summer weekend enjoying all that Chicago has to offer! Book now and enjoy a few days away taking in incredible jazz, mind-blowing food and maybe a ball game!

These weekend vacations also include roundtrip flights with United, 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


  • Phoenix
  • Atlanta
  • Denver
  • Orlando
  • Washington
  • San Francisco
  • Pittsburgh
  • Miami
  • Philadelphia
  • New York City
  • Toronto


  • 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...

Here's the best 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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