5 days in California Itinerary

5 days in California Itinerary

Created using Inspirock California holiday planner

Make it your trip
Los Angeles
— 2 nights
San Francisco
— 2 nights


Los Angeles

— 2 nights

City of Angels

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
The Getty Center and The Wende Museum of the Cold War are good opportunities to explore the local culture. Head to Santa Monica Farmers Market and Bergamot Stationfor some retail therapy. There's lots more to do: make a trip to Montana Avenue, buy something for everyone on your list at Two Rodeo Drive, explore the world behind art at Los Angeles County Museum of Art, and see the interesting displays at Madame Tussauds Hollywood.

To see ratings, other places to visit, reviews, and tourist information, you can read our Los Angeles online trip builder.

Chicago to Los Angeles is an approximately 7.5-hour flight. You can also drive; or do a combination of train and bus. Traveling from Chicago to Los Angeles, you'll gain 2 hours due to the time zone difference. When traveling from Chicago in November, plan for much hotter days in Los Angeles, with highs around 76°F, while nights are somewhat warmer with lows around 55°F. Wrap up your sightseeing on the 21st (Sat) to allow time to travel to San Francisco.

Things to do in Los Angeles

Museums · Shopping · Neighborhoods · Beaches

Side Trips

San Francisco

— 2 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
On the 22nd (Sun), step off the mainland to explore Alcatraz Island, take a leisurely stroll along Fisherman's Wharf, and then contemplate the long history of Golden Gate Bridge. Get ready for a full day of sightseeing on the 23rd (Mon): wander the streets of Union Square and then make a trip to Ferry Building Marketplace.

To see photos, reviews, and other tourist information, go to the San Francisco road trip planning site.

Getting from Los Angeles to San Francisco by flight takes about 4 hours. Other options: drive; or take a bus. Traveling from Los Angeles in November, expect nights in San Francisco to be about the same, around 51°F, while days are little chillier, around 64°F. Wrap up your sightseeing by early afternoon on the 23rd (Mon) to allow enough time to travel back home.

Things to do in San Francisco

Historic Sites · Neighborhoods · Shopping · Nature

California travel guide

Specialty Museums · Wineries & Vineyards · Beaches
The Golden State
The country's most populous state, California includes landscapes that range from the forested northern coast to harsh southern deserts. Sandwiched right in the middle of the state is a fertile valley, home to farms, vineyards, and orchards. California's cities offer diverse attractions, from amusement parks and upscale shops to award-winning restaurants and innovative art galleries. Outside the state's big urban centers, places to visit include some of the nation's most rugged national parks, ancient forests, towering mountain peaks, and ski resorts. More than just a surfing destination famous for its beaches and winding coastal roads, California also boasts one of the world's largest economies, bolstered by the booming tech industries.