Chicago to Anywhere
in Luxury

Champaign-Urbana is the home of the University of Illinois, one of the nation's top public research universities, and it draws a steady stream of Chicagoland families for campus visits, Illini sporting events, and commencement ceremonies.

Springfield, Illinois' capital city, is the definitive Abraham Lincoln destination — the only place outside Washington, D.C.

Galena is one of the most beautifully preserved 19th-century towns in America, a hilly riverport that never rebuilt after the railroad age passed it by — leaving its ornate brick Main Street virtually unchanged since Ulysses S.

Starved Rock State Park is Illinois' most visited state park and one of the great natural wonders of the Midwest — a series of 18 stunning sandstone canyons carved by glacial melt and seasonal waterfalls along the Illinois River.

Chicago to Rockford is a quick 89-mile run west on I-90.

Chicago to Peoria covers 170 miles southwest via I-55 and I-74.

Chicago to Bloomington-Normal covers 134 miles via I-55.

Chicago to the Quad Cities covers 170 miles west via I-88.

Indianapolis packs more into a Midwest city than almost anywhere else — from the iconic Indianapolis Motor Speedway to a downtown that's become a genuine dining and nightlife destination anchored by the Mass Ave arts district.

South Bend is synonymous with the University of Notre Dame, one of the most iconic college campuses in the United States — its golden dome, touchdown Jesus mural, and legendary football tradition draw visitors from across the country.

Michigan City, Indiana is a dual-purpose destination: a genuine lakefront resort town on the southern shore of Lake Michigan and home to Blue Chip Casino Hotel & Spa, one of the region's largest casino resorts.

Chicago to Gary is our shortest intercity route at just 30 miles via I-90/I-94 into northwest Indiana.

Chicago to Fort Wayne runs 165 miles southeast via I-90 and I-69.

Chicago to Lafayette covers 128 miles south via I-65 into central Indiana.

Chicago to Bloomington, Indiana covers 215 miles south via I-65 and US-31.

Chicago to Terre Haute covers 185 miles south via I-57 and US-41 into western Indiana.

Chicago to Evansville covers 300 miles south via I-57 and I-64 across the full length of Illinois into southwestern Indiana.

Iowa City is one of only six UNESCO Cities of Literature in the United States, a college town built around the University of Iowa with an outsized literary and cultural identity.

Chicago to Davenport covers 180 miles west via I-88 across northern Illinois to the Quad Cities on the Mississippi River.

Chicago to Des Moines covers 330 miles west via I-88 and I-80.

Chicago to Dubuque runs 190 miles west via US-20, crossing into Iowa at the Mississippi River.

Louisville is the gateway to Kentucky's Bourbon Country — the city hosts the world-famous Kentucky Derby at Churchill Downs every May and anchors an Urban Bourbon Trail of more than two dozen distilleries within city limits.

Detroit is America's great comeback story — a city that reinvented itself through design, technology, and a ferocious pride in its automotive heritage and Motown music legacy.

Grand Rapids has quietly become one of the Midwest's most livable and visitable cities, earning the title 'Beer City USA' for its remarkable concentration of craft breweries while also anchoring itself as a top-tier arts destination anchored by the acclaimed Frederik Meijer Gardens & Sculpture Park.

Harbor Country is the collective name for eight lakeside villages along Michigan's southwestern shore — and New Buffalo is its beating heart, a charming town with a deep-water marina, acclaimed restaurants, and sugar-sand beaches that rival anything the Caribbean offers for a summer afternoon.

Chicago to Kalamazoo runs 140 miles east via I-94 across northern Indiana and into southwest Michigan.

Chicago to Ann Arbor covers 265 miles east via I-94 across Indiana and into southeastern Michigan.

Minneapolis is the cultural capital of the Upper Midwest, a city built around the Mississippi River and 22 major lakes that somehow combines Scandinavian minimalism, bold muralism, and top-tier dining into an unmistakably distinct identity.

St.

Cincinnati straddles the Ohio River in one of the Midwest's most dramatically situated downtown settings, with a Victorian skyline that earned it the nickname 'the Paris of America' in the 19th century.

Cleveland has transformed its industrial waterfront into one of the Midwest's most compelling urban destinations, anchored by the Rock and Roll Hall of Fame, the Great Lakes Science Center, and a revitalized East 4th Street dining corridor.

Columbus, Ohio's capital and largest city, often surprises visitors with its energy — a Big Ten university city that has grown into one of the fastest-expanding metros in the Midwest with a nationally recognized food scene, a thriving arts corridor in the Short North, and a commitment to outdoor recreation along the Scioto Mile.

Chicago to Toledo covers 265 miles east via I-80/I-90 and I-75.

Chicago to Nashville is one of our longest intercity runs at 470 miles via I-65 through Indianapolis and Louisville.

Milwaukee sits on the western shore of Lake Michigan, blending a proud industrial heritage with a thriving arts and culinary scene that surprises first-time visitors.

Madison, Wisconsin's capital and the seat of a flagship Big Ten university, wraps around the isthmus between Lakes Mendota and Monona, giving it one of the most scenic downtown footprints in the Midwest.

Lake Geneva has been Chicago's preferred weekend retreat since the Gilded Age, when railroad magnates built sprawling lakefront estates along the sparkling 5,262-acre lake.

Chicago to Green Bay is one of our most popular sports travel routes.

Chicago to Elkhart Lake runs 175 miles north via I-94 and County Road A into Sheboygan County, Wisconsin.

Chicago to Wisconsin Dells covers 195 miles north via I-90/I-39.