Day Trips from Chicago
This charming hill country town is packed with restaurants, shops, wine bars, and artisan stores. The nearby Chestnut Mountain Ski Resort is proof that Illinois isn't all pancake-flat prairie.
This perfectly preserved 19th-century village may look a little ersatz in places, but over 80 shops, restaurants and galleries await and chocolate goodies at the Long Grove Confectionery still make visitors swoon.
Pabst-Blue Ribbon, Laverne & Shirley, and a proud German-American heritage have kept this blue-collar city in the spotlight. Summerfest, the Milwaukee Art Museum, and irrepressibly charming neighborhoods are worth the short drive.
Saugatuck and Douglas
Families, couples and, increasingly, the gay community seek respite at these two hip harbor towns nestled on Michigan’s scenic western shores.
Shawnee National Forest
The 200-million-year-old Garden of the Gods is the star attraction at this sprawling national park where picnicking, hiking, camping and fishing make for the perfect pastoral detour.
Our Experts save you money with travel deals and advice
See if your airline allows for extended layovers so that you can include an additional destination in your trip without booking separate flights.
Laura Motta Director, Deals Publishing
Sign up for the Top 25 Newsletter
to get exclusive weekly deals