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

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

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Route & dates

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

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

7
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.
Shop till you drop at Santa Monica Farmers Market and Bergamot Station. Get out of town with these interesting Los Angeles side-trips: Anaheim (Disneyland Park & The Disney Gallery) and Santa Monica (Third Street Promenade, Montana Avenue, & more). Pack the 13th (Fri) with family-friendly diversions at Universal Studios Hollywood. The adventure continues: browse the different shops at The Grove, examine the collection at The Getty Center, take a stroll through Abbot Kinney Boulevard, and don't miss a visit to Universal CityWalk Hollywood.

To find ratings, traveler tips, where to stay, and other tourist information, read Los Angeles trip itinerary website .

Auckland Central, New Zealand to Los Angeles is an approximately 16-hour flight. You can also do a combination of flight and tram; or do a combination of flight and bus. The time zone difference when traveling from Auckland Central to Los Angeles is minus 20 hours. Traveling from Auckland Central in December, plan for slightly colder nights in Los Angeles, with lows around 11°C. Finish your sightseeing early on the 14th (Sat) to allow enough time to travel to New York City.

Things to do in Los Angeles

Shopping Theme Parks Museums

Side Trips

Santa Monica, Anaheim, Two Rodeo Drive
Find places to stay Dec 7 — 14:
Highlights from your plan
Bergamot Station ©
Bergamot Station
The Grove ©
The Grove
Third Street Promenade ©
Third Street Promenade

6
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.
Shop till you drop at Fifth Avenue and Urban Oasis Shopping Tour Day Tours. There's much more to do: go for a walk through Central Park, browse the exhibits of The Metropolitan Museum of Art, pause for some photo ops at Statue of Liberty National Monument, and shop like a local with Shopping Girlfriend NYC.

To see reviews, more things to do, photos, and more tourist information, you can read our New York City trip planner.

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. You'll lose 3 hours traveling from Los Angeles to New York City due to the time zone difference. Traveling from Los Angeles in December, you will find days in New York City are much colder (10°C), and nights are slightly colder (2°C). Wrap up your sightseeing on the 21st (Sat) to allow time to travel to Chicago.

Things to do in New York City

Shopping Tours Parks
Find places to stay Dec 15 — 21:
Highlights from your plan
Central Park ©
Central Park
Fifth Avenue ©
Fifth Avenue
Tiffany & Co. ©
Tiffany & Co.

5
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Do your shopping at The Magnificent Mile and Tom's Farm Market and Greenhouse. Step out of Chicago to go to Homer Glen and see Bengtson's Pumpkin Farm, which is approximately 42 minutes away. The adventure continues: admire the masterpieces at The Art Institute of Chicago, appreciate the extensive heritage of Millennium Park, engage your brain at Museum of Science and Industry, and admire nature's wide array of creatures at Shedd Aquarium.

To see photos and other tourist information, read Chicago online tour planner .

Getting from New York City to Chicago by combination of bus and flight takes about 5 hours. Other options: 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 December, expect Chicago to be little chillier, temps between 3°C and -3°C. Finish up your sightseeing early on the 26th (Thu) so you can travel back home.

Things to do in Chicago

Museums Shopping Childrens Museums

Side Trips

Tom's Farm Market and Greenhouse, Bengtson's Pumpkin Fest
Find places to stay Dec 21 — 26:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
The Magnificent Mile ©
The Magnificent Mile
Chicago Cultural Center ©
Chicago Cultural Center

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