25 days in Santa Monica & Chicago Itinerary

25 days in Santa Monica & Chicago Itinerary

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Route & dates

25 days in Santa Monica & Chicago Itinerary

Start: Show Low
Fly + Drive:  8​h
1
Santa Monica
— 11 nights
bus + Fly:  8​h 15​min
2
Chicago
— 12 nights
Fly:  7​h 15​min
End: Show Low

11
nights
Santa Monica

Santa Monica ©
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 Santa Barbara (Old Mission Santa Barbara, Stearns Wharf, & more), Camarillo (St. Mary Magdalen Chapel & Camarillo Public Library) and Malibu (Frederick Weisman Museum of Art, Nicholas Canyon Beach, & more). There's still lots to do: take a leisurely stroll along Santa Monica Pier, take in the pleasant sights at 26-Mile Bike Path, kick back and relax at Santa Monica State Beach, and see the interesting displays at The Getty Villa.

For photos, traveler tips, where to stay, and other tourist information, use the Santa Monica online day trip planner .

Show Low to Santa Monica is an approximately 8-hour combination of flight and car. You can also drive. The time zone difference when traveling from Show Low to Santa Monica is minus 1 hour. Traveling from Show Low in September, Santa Monica is somewhat warmer at night with lows of 65°F. Finish up your sightseeing early on the 17th (Tue) so you can travel to Chicago.

Things to do in Santa Monica

Parks Museums Outdoors

Side Trips

Malibu, Santa Barbara, Beverly Hills, Camarillo, Ronald Reagan Presidential Library and Museum
Find places to stay Sep 6 — 17:
Highlights from your plan
The Wende Museum of the Cold War ©
The Wende Museum of the Cold War
Santa Monica Pier ©
Santa Monica Pier
Santa Monica State Beach ©
Santa Monica State Beach

12
nights
Chicago

Chicago ©
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: South Bend (The Indiana Whiskey Company, Grotto of Our Lady Lourdes, & more), Honey Hill (in Waterman) and Glenview History Center (in Glenview). And it doesn't end there: explore the world behind art at The Art Institute of Chicago, get a new perspective on nature at Field Museum, learn about wildlife with up-close encounters at Lincoln Park Zoo, and observe the fascinating underwater world at Shedd Aquarium.

To find where to stay, reviews, maps, and other tourist information, refer to the Chicago online trip builder .

Getting from Santa Monica to Chicago by combination of bus and flight takes about 8.5 hours. Other options: do a combination of bus, flight, and subway; or drive. The time zone difference when traveling from Santa Monica to Chicago is 2 hours. September in Chicago sees daily highs of 78°F and lows of 61°F at night. Finish up your sightseeing early on the 30th (Mon) so you can travel back home.

Things to do in Chicago

Museums Parks Historic Sites

Side Trips

South Bend, Oak Park, Milwaukee, Rotary Botanical Gardens, Sri Venkateswara Swami Temple
Find places to stay Sep 17 — 30:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Museum of Science and Industry ©
Museum of Science and Industry

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