29 days in Chicago & San Francisco Itinerary

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.

Explore the numerous day-trip ideas around Chicago: First Division Museum at Cantigny (in Wheaton) and Basilica of the Sacred Heart (in South Bend). There's still lots to do: explore the world behind art at The Art Institute of Chicago, get curious at Museum of Science and Industry, make a trip to Skydeck Chicago - Willis Tower, and learn about wildlife with up-close encounters at Lincoln Park Zoo.

To see photos, where to stay, traveler tips, and more tourist information, read Chicago tour itinerary planner.

Berlin, Germany to Chicago is an approximately 13.5-hour flight. Traveling from Berlin to Chicago, you'll gain 7 hours due to the time zone difference. In May, daytime highs in Chicago are 25°C, while nighttime lows are 13°C. Wrap up your sightseeing by early afternoon on the 21st (Sun) to allow enough time to fly to San Francisco.

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.

Get out of town with these interesting San Francisco side-trips: Muir Woods National Monument (in Mill Valley), Healdsburg (Stephen & Walker Winery, Thumbprint Cellars, &more) and Santa Rosa (Charles M. Schulz Museum & Paradise Ridge Winery). Next up on the itinerary: snap pictures at Golden Gate Bridge, get great views at Twin Peaks, browse the different shops at Ferry Building Marketplace, and explore the world behind art at Asian Art Museum.

To see ratings, maps, where to stay, and tourist information, read San Francisco trip planning site.

You can fly from Chicago to San Francisco in 6 hours. Other options are to drive; or do a combination of train and subway. Traveling from Chicago to San Francisco, you'll gain 2 hours due to the time zone difference. Expect a daytime high around 24°C in May, and nighttime lows around 13°C. Finish up your sightseeing early on the 5th (Mon) so you can catch the flight back home.