We value your privacy
We use cookies to enhance your browsing experience, serve personalized content, and analyze our traffic. By clicking "Accept All" you accept this and consent that we share this information with third parties and that your data may be processed in the USA. For more information, please read our .
You can adjust your preferences at any time. If you deny, we will use only the essential cookies and unfortunately, you will not receive any personalized content. To deny, .
🐻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
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!
Highlights
Departure
- Phoenix
- Atlanta
- Denver
- Orlando
- Washington
- San Francisco
- Pittsburgh
- Miami
- Philadelphia
- New York City
- Toronto
Destination
- Chicago
Details
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.
Download Our App
The easiest way to see all our content first.
Gallery
Tags
Report a legal concern