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

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

Created using Inspirock United States trip itinerary planner

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Route & dates

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

Start: Dammam
Fly:  29​h
1
Los Angeles
— 3 nights
Fly:  7​h 15​min
2
Chicago
— 3 nights
Fly + bus:  4​h 45​min
3
New York City
— 6 nights
Drive + Fly:  28​h
End: Dammam

3
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.
Explore hidden gems such as Tehachapi Mountain Park and The Getty Center. Explore the numerous day-trip ideas around Los Angeles: Friends of the Camarillo Library Bookstore (in Camarillo), Disney California Adventure Park (in Anaheim) and Canine Creek Dog Wash & Pet Boutique (in Tehachapi). There's more to do: admire the majestic nature at Oxnard Beach Park and enjoy the sand and surf at Santa Monica State Beach.

Use Inspirock's suggestions to plan your Los Angeles trip and find the best activities and attractions for your vacation.

Dammam, Saudi Arabia to Los Angeles is an approximately 29-hour flight. The time zone changes from Arabia Standard Time to Pacific Standard Time, which is usually a -11 hour difference. Plan for little chillier temperatures traveling from Dammam in December, with highs in Los Angeles at 24°C and lows at 11°C. Finish your sightseeing early on the 5th (Wed) to allow enough time to travel to Chicago.

Things to do in Los Angeles

Parks Nature Beaches

Side Trips

Tehachapi, Santa Monica State Beach, Disney California Adventure Park, Friends of the Camarillo Library Bookstore, Oxnard Beach Park
Highlights from your plan
Tehachapi Mountain Park ©
Tehachapi Mountain Park
The Getty Center ©
The Getty Center
Disney California Adventure Park ©
Disney California Adventure Park

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore the less-touristy side of things at Starved Rock State Park and The Middle East Conflicts Wall Memorial. Explore the numerous day-trip ideas around Chicago: B. Harley Bradley House (in Kankakee), Standard Oil Gas Station (in Odell) and Washington Square (in Ottawa). There's lots more to do: wander the streets of The Magnificent Mile, look for gifts at Stateline Blueberries, admire all the interesting features of Wrigley Field, and don't miss a visit to Chapel of the Resurrection.

To see where to stay, maps, traveler tips, and other tourist information, read Chicago online trip maker .

Getting from Los Angeles to Chicago by flight takes about 7.5 hours. Other options: do a combination of bus and flight; or drive. Due to the time zone difference, you'll lose 2 hours traveling from Los Angeles to Chicago. In December, Chicago is colder than Los Angeles - with highs of 3°C and lows of -3°C. Finish your sightseeing early on the 9th (Sun) to allow enough time to travel to New York City.

Things to do in Chicago

Shopping Parks Neighborhoods

Side Trips

Washington Square, Standard Oil Gas Station, B. Harley Bradley House, Chapel of the Resurrection, Stateline Blueberries
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
Starved Rock State Park ©
Starved Rock State Park
360 Chicago Observation Deck ©
360 Chicago Observation Deck

6
nights
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.
Discover out-of-the-way places like Walkway Over the Hudson State Historic Park and Franklin D. Roosevelt Presidential Library and Museum. Venture out of the city with trips to Wertheim National Wildlife Refuge (in Shirley), The Amazing Olive (in Port Jefferson) and Mid Hudson Bridge (in Highland). And it doesn't end there: go for a walk through Central Park, indulge in some culinary diversions at a local gastronomic tour, hunt for treasures at Chelsea Market, and see the interesting displays at New York Public Library.

To see other places to visit, traveler tips, and other tourist information, go to the New York City online trip maker .

Traveling by combination of flight and bus from Chicago to New York City takes 5 hours. Alternatively, you can fly; or drive. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Traveling from Chicago in December, things will get a bit warmer in New York City: highs are around 10°C and lows about 2°C. You'll have a few hours on the 16th (Sun) to wrap things up before traveling home.

Things to do in New York City

Parks Museums Trails

Side Trips

High Falls, Mid Hudson Bridge, Elting Memorial Library, Franklin D. Roosevelt Presidential Library and Museum, Walkway Over the Hudson State Historic Park
Highlights from your plan
Food Tours
Central Park ©
Central Park

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