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

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

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Route & dates

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

Start: Auckland
Fly:  15​h 45​min
1
Los Angeles
— 5 nights
Fly:  8​h 45​min
2
New York City
— 3 nights
Bus + Fly:  4​h 45​min
3
Chicago
— 4 nights
Fly:  20​h 15​min
End: Auckland

5
nights
Los Angeles

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
For shopping fun, head to Camarillo Premium Outlets or Third Street Promenade. Your itinerary includes some good beach time at South Carlsbad State Beach and Santa Monica Bay. Explore Los Angeles' surroundings by going to Oceanside Pier (in Oceanside), San Clemente Pier (in San Clemente) and Huntington Beach Pier (in Huntington Beach). Next up on the itinerary: examine the collection at The Getty Center, admire the natural beauty at The Huntington Library, Art Collections and Botanical Gardens, indulge your senses at some of the top wineries in the area, and ponder the world of politics at City Hall.

To see reviews, where to stay, photos, and tourist information, you can read our Los Angeles tour builder website .

Auckland, New Zealand to Los Angeles is an approximately 16-hour flight. You can also do a combination of flight and bus; or do a combination of flight and train. Traveling from Auckland to Los Angeles, you'll gain 20 hours due to the time zone difference. Expect cooler evenings in Los Angeles when traveling from Auckland in February, with lows around 12°C. Finish your sightseeing early on the 19th (Wed) to allow enough time to travel to New York City.

Things to do in Los Angeles

Parks Shopping Beaches

Side Trips

Santa Monica, Temecula, Oceanside Pier, The Huntington Library, Art Museum and Botanical Gardens, San Clemente Pier
Highlights from your plan
South Carlsbad State Beach ©
South Carlsbad State Beach
Santa Monica Bay ©
Santa Monica Bay
Third Street Promenade ©
Third Street Promenade

3
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
You'll discover tucked-away gems like Woodbury Common Premium Outlets and Food Tours. Head to Chelsea Market and Lucas candiesfor plenty of shopping. The adventure continues: capture your vacation like a pro with an inspiring photography tour, shop like a local with SoHo, admire the landmark architecture of The Oculus, and admire the masterpieces at Frick Collection.

To see where to stay, ratings, other places to visit, and more tourist information, you can read our New York City trip itinerary maker website .

You can fly from Los Angeles to New York City in 9 hours. Other options are to do a combination of flight and bus; or drive. The time zone changes from Pacific Standard Time to Eastern Standard Time, which is usually a 3 hour difference. Traveling from Los Angeles in February, expect New York City to be much colder, temps between 9°C and -1°C. Wrap up your sightseeing on the 23rd (Sun) early enough to travel to Chicago.

Things to do in New York City

Museums Tours Shopping

Side Trips

Woodbury Common Premium Outlets, Lucas candies
Highlights from your plan
Woodbury Common Premium Outlets ©
Woodbury Common Premium Outlets
Chelsea Market ©
Chelsea Market
SoHo ©
SoHo

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Discover out-of-the-way places like The Escape Game Chicago and Lake Michigan. Do your shopping at The Magnificent Mile and Chicago Cultural Center. There's still lots to do: get curious at Museum of Science and Industry, admire the landmark architecture of 360 Chicago Observation Deck, hike along Lakefront Trail, and savor the flavors at Food & Drink.

For maps, more things to do, where to stay, and more tourist information, read Chicago route maker app .

Traveling by combination of bus and flight from New York City to Chicago takes 5 hours. Alternatively, you can fly; or drive. You'll gain 1 hour traveling from New York City to Chicago due to the time zone difference. Traveling from New York City in February, things will get little chillier in Chicago: highs are around 2°C and lows about -7°C. Wrap up your sightseeing on the 27th (Thu) to allow time to travel back home.

Things to do in Chicago

Museums Childrens Museums Parks

Side Trip

Lake Michigan
Highlights from your plan
Museum of Science and Industry ©
Museum of Science and Industry
The Magnificent Mile ©
The Magnificent Mile
Chicago Cultural Center ©
Chicago Cultural Center

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