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Tip: Combine the dunes morning hike with a fish-shack lunch at Schoop's in Munster on the way back. Whole trip eight hours.

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Milwaukee (Friday fish fry) ★ 4.4

Milwaukee in Wisconsin is the 90-minute Hiawatha-train day trip from Chicago for the Friday fish fry, with Lakefront Brewery, the Public Market and Old.

TipPlan the trip for a Friday; Lakefront Brewery's fish fry is the canonical destination. Old Fashioneds at Bryant's are the after-meal walk.

Galena, Illinois (wine country and inns) ★ 4.2

Galena in northwest Illinois is the three-hour weekend trip from Chicago, with riverside dining at Fritz and Frites, the Galena Cellars winery and a row.

TipWeekend trip is the better use; book the General Dodge House for Saturday night and Fritz and Frites for dinner.

New Buffalo, Michigan (lake-edge weekend) ★ 4.1

New Buffalo in Michigan is the 75-minute Lake Michigan day trip from Chicago, with downtown dining at David's Deli, Round Barn Winery and beachfront kitchens.

TipRound Barn Winery is the daytime stop; downtown New Buffalo for dinner. The dunes at Warren Dunes State Park are the morning hike.

Lake Geneva, Wisconsin (summer kitchens) ★ 4.1

Lake Geneva in southern Wisconsin is the 90-minute summer-kitchen day trip from Chicago, with lakefront dining at Pier 290, grills at Popeye's and ice cream.

TipTake the mailboat ride first (90 minutes), eat at Pier 290 with a lake view second. Avoid Saturday traffic and go on a Tuesday.

Munster, Indiana (South Asian row) ★ 4.2

Munster in northwest Indiana is the 40-minute South Asian day trip from Chicago, with a cluster of Indian and Pakistani groceries and restaurants along Ridge.

TipLunch at one of the Ridge Road Indian-Pakistani spots, then Schoop's Hamburgers for the trip home; the Patel Brothers market stop is the take-home haul.

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