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Chicago eats well at every price point. Line up for deep-dish at Lou Malnati's, grab an Italian beef at Al's Beef, then go big with a tasting menu at Alinea. The Publican in Fulton Market does oysters, pork and craft beer in one big communal room, and Green City Market in Lincoln Park is worth an early morning for pastries and produce.

💡 Local Tip:

“A ten-minute walk from your stay at Kasa Lake Shore, you'll find Sayat Nova, a family-run Armenian restaurant that's been on the same block since 1970. The dim wood-and-copper room is a welcome break from Michigan Avenue. Go for the kebabs and spinach boereg. They serve dinner Wednesday through Sunday from 4pm to 9pm, so plan ahead!” — Mel B., Kasa Local

Start at Millennium Park for Cloud Gate, then walk the Chicago Riverwalk or take an architecture boat tour with the Chicago Architecture Center. The Art Institute of Chicago and the Griffin Museum of Science and Industry each reward a full afternoon. When it warms up, the Lakefront Trail runs 18 miles past Oak Street Beach, Navy Pier, and Lincoln Park Zoo, which is free year-round.

💡 Local Tip:

"Four blocks from your stay at Kasa Magnificent Mile, you'll find the Driehaus Museum inside an 1883 marble mansion most people walk straight past. It's a Gilded Age house preserved room by room, with Tiffany glass and rotating contemporary art staged among the period furniture. Wednesday evenings from 4pm to 7pm are pay what you wish, and it's closed Mondays and Tuesdays!" — Mel B., Kasa Local

Chicago's calendar stays busy all year. Summer brings Lollapalooza in Grant Park, the Chicago Air and Water Show over North Avenue Beach, and free concerts at the Jay Pritzker Pavilion. Fall means the Chicago Marathon and the Chicago International Film Festival. Winter lights up with the Christkindlmarket in Daley Plaza and ZooLights in Lincoln Park.

💡 Local Tip:

"A twelve-minute walk from your stay at Kasa Magnificent Mile, you'll find the Dame Myra Hess Memorial Concerts, free classical music every Wednesday from 12:15pm to 1pm. The series has run since 1977 and it's broadcast live on WFMT, so you're hearing what the rest of the city is hearing. It's 45 minutes, indoors, and there's no ticket. A good one for a cold afternoon!" — Mel B., Kasa Local

Nights here range from blues dives to rooftop lounges. Catch a set at Kingston Mines or Buddy Guy's Legends, laugh through a show at The Second City in Old Town, or head to the Green Mill in Uptown for jazz in a Prohibition-era room. River North and Fulton Market carry the late crowd, with cocktails at The Aviary and rooftops looking out over the skyline.

💡 Local Tip:

Two blocks from your stay at Kasa South Loop, you'll find the Jazz Showcase, Chicago's oldest continuously operating jazz club, founded in 1947. It's a seated listening room rather than a bar with a band in the corner and the walls carry photos of Duke Ellington and Charlie Parker. Current weekend sets are at 8pm and 10pm, with Sunday shows at 4pm and 8pm. Check the calendar before visiting! — Mel B., Kasa Local