Summer road trips

The best of Time Out Chicago's summer road trips—updated, fact-checked and road-worthy.

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Hit the road this summer with help from our road trip guide.

Hit the road this summer with help from our road trip guide. Photograph: Max Glaessner

Road trips: Milwaukee’s best

Local experts help us craft the ultimate insider’s guide to Brew City.

Midwest road trips

Tight on time-and money-we road-tripped to places we thought we'd never want to go. Cincinnati. Detroit. St. Louis. Even Gary. Surprisingly, all of them rocked-at least a little.

Beach road trips

Harbor Country and beyond

Memorial Day weekend getaways

Pick your pleasure this Memorial Day weekend, from boozing to beach bumming.

Chicago weekend escapes

Door County, Wisconsin, or Harbor Country, Michigan. Which getaway is more your speed?



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