42 days in Santa Monica & Chicago Itinerary

42 days in Santa Monica & Chicago Itinerary

Created using Inspirock United States journey planner

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1
Santa Monica
— 22 nights
Fly
2
Chicago
— 19 nights
Fly

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22
nights
Santa Monica

Fortunate People in a Fortunate Land

A famed resort town since the early 20th century, Santa Monica sits on the picturesque Santa Monica Bay, bordered on three sides by the city of Los Angeles.
Venture out of the city with trips to Hermosa Beach Pier (in Hermosa Beach), Santa Barbara (Wine Tours & Tastings, Stearns Wharf, &more) and Oxnard Beach Park (in Oxnard). Pack the 5th (Thu) with family-friendly diversions at Six Flags Magic Mountain. There's much more to do: take in the waterfront at Santa Monica Pier, cruise along Mulholland Drive, walk around Heisler Park, and kick back and relax at Manhattan Beach.

To find photos, more things to do, traveler tips, and tourist information, use the Santa Monica trip planner.

Newark to Santa Monica is an approximately 9.5-hour flight. You can also drive; or do a combination of train and tram. Due to the time zone difference, you'll gain 3 hours traveling from Newark to Santa Monica. When traveling from Newark in March, plan for somewhat warmer days in Santa Monica, with highs around 68°F, while nights are warmer with lows around 54°F. Wrap up your sightseeing on the 13th (Fri) early enough to travel to Chicago.

Things to do in Santa Monica

Parks · Outdoors · Beaches · Nature

Side Trips

19
nights
Chicago

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Change things up with these side-trips from Chicago: Oak Brook (Willow Crest Golf Club & Mayslake Peabody Estate), Lilacia Park (in Lombard) and Pirate's Cove Children's Theme Park (in Elk Grove Village). There's lots more to do: explore the world behind art at The Art Institute of Chicago, admire the striking features of 360 Chicago Observation Deck, engage your brain at Field Museum, and meet the residents at Lincoln Park Zoo.

To see photos, maps, other places to visit, and other tourist information, go to the Chicago trip itinerary planner.

Fly from Santa Monica to Chicago in 7.5 hours. Alternatively, you can drive; or do a combination of tram, bus, and train. The time zone difference moving from Pacific Standard Time to Central Standard Time is 2 hours. Plan for slightly colder temperatures traveling from Santa Monica in April, with highs in Chicago at 59°F and lows at 40°F. Wrap up your sightseeing on the 2nd (Wed) early enough to travel back home.

Things to do in Chicago

Parks · Museums · Historic Sites · Outdoors

Side Trips