11 days in Wyoming, Chicago & South Dakota Itinerary

11 days in Wyoming, Chicago & South Dakota Itinerary

Created using Inspirock United States sightseeing planner

Make it your trip
Fly
1
Grand Teton National Park
— 1 night
Drive
2
Yellowstone National Park
— 4 nights
Fly
3
Chicago
— 3 nights
Fly
4
Custer
— 2 nights
Fly

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Grand Teton National Park

— 1 night

Mountains of the Imagination

The peaks of Grand Teton National Park aren't the highest in the world, but they sit atop what might be nature's archetypes for mountains.
Start off your visit on the 30th (Thu): don't miss a visit to Schwabacher Landing, then go for a walk through Potholes Turnout, and then cruise along Teton Park Road. Get ready for a full day of sightseeing on the next day: identify plant and animal life at Grand Teton.

To find reviews, other places to visit, more things to do, and more tourist information, go to the Grand Teton National Park trip planner.

Los Angeles to Grand Teton National Park is an approximately 4-hour flight. You can also drive; or do a combination of bus and taxi. Due to the time zone difference, you'll lose 1 hour traveling from Los Angeles to Grand Teton National Park. When traveling from Los Angeles in September, plan for little chillier days in Grand Teton National Park, with highs around 68°F, while nights are cooler with lows around 38°F. Finish your sightseeing early on the 1st (Fri) to allow enough time to drive to Yellowstone National Park.

Things to do in Grand Teton National Park

Nature · Wildlife · Parks · Outdoors

Yellowstone National Park

— 4 nights

World's Largest Collection of Geysers

An exceptionally diverse landscape and varied wildlife have made Yellowstone National Park one of America's most popular parks.
Yellowstone National Park is known for nature, wildlife, and historic sites. Your plan includes some of its best attractions: take in breathtaking views at Grand Canyon of the Yellowstone, take in the natural beauty of Grand Prismatic Spring, explore the striking landscape at Lower Geyser Basin, and take a memorable drive along Firehole Lake Drive.

To see maps, ratings, photos, and more tourist information, you can read our Yellowstone National Park journey planner.

Getting from Grand Teton National Park to Yellowstone National Park by car takes about 1.5 hours. Traveling from Grand Teton National Park in October, you will find days in Yellowstone National Park are a bit cooler (47°F), and nights are about the same (25°F). Finish up your sightseeing early on the 5th (Tue) so you can catch the flight to Chicago.

Things to do in Yellowstone National Park

Parks · Nature · Outdoors · Trails

Chicago

— 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, get a taste of the local shopping with The Magnificent Mile, walk around Millennium Park, and engage your brain at Museum of Science and Industry.

To find reviews, where to stay, photos, and other tourist information, go to the Chicago trip itinerary planning website.

Traveling by flight from Yellowstone National Park to Chicago takes 5 hours. Alternatively, you can drive; or do a combination of car, bus, taxi, and train. The time zone changes from Mountain Standard Time to Central Standard Time, which is usually a 1 hour difference. Traveling from Yellowstone National Park in October, expect nights in Chicago to be much warmer, around 49°F, while days are a bit warmer, around 65°F. Finish your sightseeing early on the 8th (Fri) to allow enough time to fly to Custer.

Things to do in Chicago

Museums · Parks · Neighborhoods · Shopping

Custer

— 2 nights
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
On the 9th (Sat), explore and take pictures at Iron Mountain Road, appreciate the history behind Mount Rushmore National Memorial, then immerse yourself in nature at Custer State Park, and finally cruise along Needles Highway. On the 10th (Sun), you'll have a packed day of sightseeing: contemplate the waterfront views at Sylvan Lake, explore the striking landscape at Needles Eye Tunnel, then take in the exciting artwork at Insideout, and finally take a peaceful walk through Black Hills National Forest.

To find maps, more things to do, photos, and other tourist information, read our Custer route planner.

Traveling by flight from Chicago to Custer takes 4 hours. Alternatively, you can drive; or do a combination of bus and taxi. Due to the time zone difference, you'll gain 1 hour traveling from Chicago to Custer. Expect little chillier temperatures when traveling from Chicago in October; daily highs in Custer reach 57°F and lows reach 34°F. Finish your sightseeing early on the 10th (Sun) to allow enough time to fly back home.

Things to do in Custer

Nature · Parks · Outdoors · Scenic Drive

Side Trips

Wyoming travel guide

4.7
Hot Springs · Wildlife Areas · River Rafting & Tubing
The Equality State
Still largely undiscovered by foreign tourism, Wyoming is anything but "the bunchgrass edge of the world," as a writer once called it. Though the state's geography includes mostly wide-open plains, swaths of high desert, and sweeping mountain ridges, it also contains many small towns filled with places to visit, such as historical buildings, museums, shops, and restaurants. A great place to discover the last vestiges of the Old West, Wyoming's tourist attractions include the country's first national park, Native American reservations, and a smattering of ghost towns from the early frontier days. As you travel across this "Cowboy State," remember that distances between towns can be vast, requiring more advance vacation planning than travel in more densely populated parts of the country.

South Dakota travel guide

4.2
National Parks · Scenic Drive · Monuments
The State of Great Faces and Great Places
Famous for the cliffside monuments of Mount Rushmore and the Crazy Horse memorial, South Dakota is a land of Old West history, American Indian culture, and impressive natural wonders. Get to know the state's diverse and breathtaking landscape with a trip through Custer National Park, with a herd of 1,300 free-roaming bison, or by traversing the dramatic peaks of Badlands National Park near the Black Hills. Allow time in your itinerary to visit the state's largest city, Sioux Falls, for shopping, dining, and entertainment options, as well as a number of museums and historical attractions.