Travel

Weekend getaways from Chicago

From far-flung adventures to family trips, here's everything you need to plan your weekend getaways from Chicago


By Laura Rote

Posted: Tuesday May 17 2016


Photograph: Indiana Dunes National Park
Indiana Dunes National Park

Weekend getaways from Chicago are our reward for making it through week after week with hardly any complaining. While we can't always hop on a plane to Maui or even make the shorter escape to Philadelphia, we can almost always find time for a weekend away. Chicago's central location means we're just a day's drive from exploring new farmers markets, craft beer destinations and other great spots for finding regional foods. Whether you're looking for a long weekend spent hitting restaurants and bars, a relaxing staycation or a kid-friendly getaway, we've got you covered with itineraries for making the most of your adventure.

Weekend getaway ideas from Chicago

Travel to Madison, Wisconsin

Prepare for hundreds of bicycles and plenty of chances to laze by the water or kick back with a beer

Travel to Austin, Texas

A trip to Austin should satisfy your cravings for authentic BBQ and country bars

Travel to Milwaukee

Wisconsin’s largest city is another epicenter of art and food set on Lake Michigan

Travel to Holland, Michigan

You don’t have to travel over the ocean to explore Dutch history

Travel to Grand Rapids

If you love craft beer, you’ll love Grand Rapids

Travel to Harbor Country, Michigan

These small cities on the water feel like every bit of an old resort 

The best Midwest summer music festivals

Hear that? That's the sound of a rockin' road trip. 

14 unexpected great vacations from Chicago

Consider these direct flights from O'Hare for mountains, water and swathes of green space

Day trips from Chicago

Chicago is the perfect launchpad for a host of one-day escapes

Family-friendly day trips from Chicago

These family-friendly day trips will get the kids out on the road sans the "Are we there yet?" soundtrack

Travel to Nashville

Nashville is more than country music

Chicago staycation ideas

The best Chicago staycation ideas

High-rise hotels, bed-and-breakfasts and even tiny, chic boutique rooms await

The 9 coolest Airbnb rentals in Chicago

Chicago has some truly amazing Airbnb options

The best downtown Chicago hotels in the Loop

Where to stay in the heart of the city

Your perfect weekend: Andersonville

Andersonville is easily one of Chicago's best neighborhoods