60 days in Los Angeles, Chicago & New York City Itinerary

60 days in Los Angeles, Chicago & New York City Itinerary

Created using Inspirock United States travel route planner
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1
Los Angeles
— 22 nights
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2
Chicago
— 9 nights
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3
New York City
— 27 nights
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Los Angeles — 22 nights

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Discover out-of-the-way places like The Getty Center and Battleship USS Iowa Museum. Give yourself a bit of retail therapy at LA Farmers' Market and Montana Avenue. Explore the numerous day-trip ideas around Los Angeles: Long Beach (Shoreline Village, Downtown Long Beach, &more), Carlsbad (GIA Museum, Museum of Making Music, &more) and Palm Springs (Tahquitz Canyon, Indian Canyons, &more). And it doesn't end there: stroll through Coronado Beach, see the interesting displays at Madame Tussauds Hollywood, pause for some photo ops at Mt. Soledad National Veterans Memorial, and learn more about the world around you at La Brea Tar Pits and Museum.

For where to stay, traveler tips, more things to do, and tourist information, use the Los Angeles trip itinerary website.

Perth, Australia to Los Angeles is an approximately 24-hour flight. Due to the time zone difference, you'll gain 16 hours traveling from Perth to Los Angeles. Expect little chillier weather when traveling from Perth in November: highs in Los Angeles hover around 28°C, while lows dip to 15°C. Finish your sightseeing early on the 18th (Wed) so you can fly to Chicago.
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Museums · Parks · Outdoors · Historic Sites
Side Trips

Chicago — 9 nights

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll enjoy a bit of beach vacationing at Hagar Park and Silver Beach County Park. Do your shopping at The Magnificent Mile and Chicago Cultural Center. Venture out of the city with trips to Grant Park (in South Milwaukee), Morton Arboretum (in Lisle) and Milwaukee (Discovery World, Basilica of St. Josaphat, &more). Next up on the itinerary: get curious at Museum of Science and Industry, get to know the fascinating history of Chicago Riverwalk, enjoy breathtaking views from 360 Chicago Observation Deck, and admire the landmark architecture of Skydeck Chicago - Willis Tower.

Quickly create a custom-made itinerary for Chicago using our trip planner.

Fly from Los Angeles to Chicago in 6 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Los Angeles to Chicago, you'll lose 2 hours due to the time zone difference. Plan for much colder temperatures traveling from Los Angeles in December, with highs in Chicago at 3°C and lows at -3°C. Wrap up your sightseeing on the 27th (Fri) to allow time to fly to New York City.
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Museums · Shopping · Parks · Historic Sites
Side Trips

New York City — 27 nights

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Museum-lovers will get to explore The Metropolitan Museum of Art and Ground Zero Museum Workshop. Do your shopping at Woodbury Common Premium Outlets and Hudson Beach Glass. Explore the numerous day-trip ideas around New York City: Locust Grove Estate (in Poughkeepsie), Cold Spring (Magazzino Italian Art & Breakneck Ridge Loop) and Hyde Park (Franklin D. Roosevelt Presidential Library and Museum, Home of Franklin D. Roosevelt, &more). There's lots more to do: explore the world behind art at The Museum of Modern Art (MoMA), pause for some serene contemplation at St. Patrick's Cathedral, see the interesting displays at New York Public Library, and contemplate the long history of 9/11 Memorial.

For other places to visit, where to stay, photos, and tourist information, refer to the New York City itinerary planner.

Traveling by flight from Chicago to New York City takes 4 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Chicago to New York City is 1 hour. Plan for somewhat warmer temperatures traveling from Chicago in December, with highs in New York City at 10°C and lows at 2°C. Wrap up your sightseeing on the 23rd (Thu) to allow time to fly back home.
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Parks · Wildlife · Museums · Outdoors
Side Trips