15 days in Chicago & Los Angeles Itinerary

Created using Inspirock United States trip planner
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1
Chicago
— 5 nights
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2
Los Angeles
— 8 nights
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Chicago — 5 nights

Windy City

Eschew the tourist crowds and head to Chicago Riverwalk and Richard H. Driehaus Museum. Get outdoors at Lakefront Trail and Boat Tours & Water Sports. There's much more to do: contemplate the waterfront views at Chicago River, contemplate in the serene atmosphere at Holy Name Cathedral, make a trip to Chicago Skyline, and examine the collection at Money Museum at the Federal Reserve Bank.

To see photos, maps, more things to do, and other tourist information, you can read our Chicago trip app.

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 October, daytime highs in Chicago are 21°C, while nighttime lows are 11°C. Finish up your sightseeing early on the 30th (Mon) so you can catch the flight to Los Angeles.
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Museums · Parks · Tours · Historic Sites

Los Angeles — 8 nights

City of Angels

You'll enjoy a bit of beach vacationing at Newport Beach and Crystal Cove. You'll explore the less-touristy side of things at The Broad and The Nethercutt Collection. Change things up with these side-trips from Los Angeles: Temecula (Wilson Creek Winery & Old Town Temecula), Huntington Beach (Huntington Beach Pier & Huntington Dog Beach) and Main Beach (in Laguna Beach). There's lots more to do: get curious at La Brea Tar Pits and Museum, catch a movie at California Science Center, see the sky in a new way at Griffith Observatory, and examine the collection at Petersen Automotive Museum.

Start your trip to Los Angeles by creating a personalized itinerary on Inspirock.

Traveling by flight from Chicago to Los Angeles takes 6 hours. Alternatively, you can drive; or do a combination of train and bus. The time zone difference when traveling from Chicago to Los Angeles is minus 2 hours. Traveling from Chicago in October, expect Los Angeles to be a bit warmer, temps between 32°C and 19°C. Finish your sightseeing early on the 7th (Tue) so you can fly back home.
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Museums · Outdoors · Parks · Beaches
Side Trips