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 Indian Canyons. Give yourself a bit of retail therapy at LA Farmers' Market and VillageFest. 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 Hiking Trails, &more). There's lots more to do: brush up on your military savvy at Battleship USS Iowa Museum, kick back and relax at Coronado Beach, pause for some photo ops at Mt. Soledad National Veterans Memorial, and admire the masterpieces at Los Angeles County Museum of Art.

To see other places to visit, more things to do, traveler tips, and other tourist information, read Los Angeles trip builder.

Perth, Australia to Los Angeles is an approximately 24-hour flight. You'll gain 16 hours traveling from Perth to Los Angeles due to the time zone difference. Expect slightly colder weather when traveling from Perth in November: highs in Los Angeles hover around 28°C, while lows dip to 15°C. Finish up your sightseeing early on the 18th (Wed) so you can catch the flight 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 Weko Beach Park. Do your shopping at The Magnificent Mile and Historic Third Ward. Venture out of the city with trips to Morton Arboretum (in Lisle), Grant Park (in South Milwaukee) and Milwaukee (Discovery World, Basilica of St. Josaphat, &more). The adventure continues: get curious at Museum of Science and Industry, explore the world behind art at The Art Institute of Chicago, browse the range of quality goods at Macy's on State Street, and get to know the fascinating history of Chicago Riverwalk.

To see traveler tips, photos, and tourist information, use the Chicago road trip tool.

You can fly from Los Angeles to Chicago in 6 hours. Other options are to drive; or do a combination of bus and train. You'll lose 2 hours traveling from Los Angeles to Chicago due to the time zone difference. Expect colder temperatures when traveling from Los Angeles in December; daily highs in Chicago reach 3°C and lows reach -3°C. Finish up your sightseeing early on the 27th (Fri) so you can catch the flight 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 9/11 Memorial. 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: see the interesting displays at Ground Zero Museum Workshop, pause for some serene contemplation at St. Patrick's Cathedral, indulge in some culinary diversions at a local gastronomic tour, and go for a walk through Central Park.

To find ratings, other places to visit, and more tourist information, use the New York City tour website.

Fly from Chicago to New York City in 4 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to New York City. In December, New York City is a bit warmer than Chicago - with highs of 10°C and lows of 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