32 days in Los Angeles, Philadelphia & Chicago Itinerary

32 days in Los Angeles, Philadelphia & Chicago Itinerary

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Route & dates

32 days in Los Angeles, Philadelphia & Chicago Itinerary

Start: Auckland
Fly:  15​h 45​min
1
Los Angeles
— 8 nights
Fly:  7​h 30​min
2
Philadelphia
— 10 nights
Fly:  4​h
3
Chicago
— 11 nights
Fly:  20​h 15​min
End: Auckland

8
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.
Discover out-of-the-way places like Dolphin & Whale Watching and LA Farmers' Market. Head to Camarillo Premium Outlets and Fashion Islandfor plenty of shopping. Get out of town with these interesting Los Angeles side-trips: The Collection at Riverpark (in Oxnard), Third Street Promenade (in Santa Monica) and Irvine Spectrum Center (in Irvine). The adventure continues: get in on the family fun at Universal Studios Hollywood, examine the collection at The Getty Center, browse the collection at Ronald Reagan Presidential Library and Museum, and stroll around Heisler Park.

To see reviews, where to stay, maps, and more tourist information, use the Los Angeles trip itinerary builder app .

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. Due to the time zone difference, you'll gain 20 hours traveling from Auckland to Los Angeles. While traveling from Auckland, expect much hotter days and a bit warmer nights in Los Angeles, ranging from highs of 34°C to lows of 22°C. Finish your sightseeing early on the 6th (Fri) so you can travel to Philadelphia.

Things to do in Los Angeles

Shopping Museums Parks

Side Trips

Santa Monica, Fashion Island, Mission San Juan Capistrano, San Clemente Pier, Heisler Park
Highlights from your plan
Universal Studios Hollywood ©
Universal Studios Hollywood
Dolphin & Whale Watching
Camarillo Premium Outlets ©
Camarillo Premium Outlets

10
nights
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Head to The Old Country Store and Historic Smithvillefor some retail therapy. Step off the beaten path and head to Lakota Wolf Preserve and Reading Terminal Market. Venture out of the city with trips to Pocono Treeventures (in East Stroudsburg), Longwood Gardens (in Kennett Square) and Beach Haven (Settler's Mill Adventure Golf & Black Pearl Pirate Excursion). There's much more to do: look for all kinds of wild species at Duke Farms, get to know the fascinating history of Independence National Historical Park, admire nature's wide array of creatures at Cape May County Park & Zoo, and enjoy the sand and surf at Cape May City Beaches.

For where to stay, more things to do, maps, and more tourist information, read our Philadelphia trip planner.

Traveling by flight from Los Angeles to Philadelphia takes 7.5 hours. Alternatively, you can do a combination of flight and train; or drive. The time zone changes from Pacific Standard Time (PST) to Eastern Standard Time (EST), which is usually a 3 hour difference. When traveling from Los Angeles in September, plan for slightly colder days and about the same nights in Philadelphia: temperatures range from 31°C by day to 20°C at night. Finish your sightseeing early on the 17th (Tue) so you can travel to Chicago.

Things to do in Philadelphia

Parks Tours Outdoors

Side Trips

Cape May, Lower Township, Beach Haven, Ocean City, Lititz
Highlights from your plan
Lakota Wolf Preserve ©
Lakota Wolf Preserve
Duke Farms ©
Duke Farms
The Old Country Store ©
The Old Country Store

11
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore hidden gems such as Beer Tastings & Tours and Chicago Riverwalk. For shopping fun, head to Albanese Candy Factory or Lincoln Park. Change things up with these side-trips from Chicago: Milwaukee (Basilica of St. Josaphat, Milwaukee Public Market, & more), Woodfield Mall (in Schaumburg) and South Bend (Grotto of Our Lady Lourdes, Basilica of the Sacred Heart, & more). Next up on the itinerary: explore the world behind art at The Art Institute of Chicago, don't miss a visit to Chicago Skyline, tour the pleasant surroundings at Lakefront Trail, and explore the activities along Lake Michigan.

To see ratings, reviews, maps, and other tourist information, use the Chicago trip planner .

Traveling by flight from Philadelphia to Chicago takes 4 hours. Alternatively, you can do a combination of train and flight; or drive. Traveling from Philadelphia to Chicago, you'll gain 1 hour due to the time zone difference. In September, daytime highs in Chicago are 30°C, while nighttime lows are 19°C. Finish your sightseeing early on the 28th (Sat) so you can travel back home.

Things to do in Chicago

Parks Shopping Museums

Side Trips

Milwaukee, South Bend, Rockford, Willowbrook Wildlife Center, Albanese Candy Factory
Highlights from your plan
Lakefront Trail ©
Lakefront Trail
Milwaukee Public Market ©
Milwaukee Public Market
Woodfield Mall ©
Woodfield Mall

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