Chicago and Wisconsin’s Great Lakes

Discover Chicago and the landscapes of Wisconsin on a flexible seven-night self-drive vacation from and back to Chicago.

Begin with two nights in Chicago, giving you time to experience its celebrated architecture, lakefront, museums and distinctive neighbourhoods without needing a rental car.

Collect your car on Day 3 and follow Lake Michigan north to Milwaukee. Explore the city’s waterfront, RiverWalk, brewing traditions and historic neighbourhoods before continuing to Door County.

Two nights in Door County provide time for the peninsula’s scenic coastal roads, picturesque waterfront communities, lighthouses and Peninsula State Park.

Travel inland to Madison, Wisconsin’s attractive state capital, beautifully positioned between Lakes Mendota and Monona. Complete your loop with a final night in Chicago before returning to the airport.

The suggested package includes seven nights, but your vacation is fully flexible. Add or remove nights, choose your preferred hotels and select the rental-car category that best suits your needs.

You decide how long you stay!