23 days in United States Itinerary

23 days in United States Itinerary

Created using Inspirock United States visit planner

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Route & dates

23 days in United States Itinerary

Start: Chicago
1
Chicago
— 3 nights
Fly:  4​h 30​min
2
New Orleans
— 3 nights
Drive:  1​h 45​min
3
Biloxi
— 2 nights
Drive:  1​h 30​min
4
Hattiesburg
— 1 night
Drive:  2​h
5
Jackson
— 1 night
Drive:  3​h 30​min
6
Memphis
— 2 nights
Drive:  2​h
7
Jackson
— 1 night
Drive:  3​h
8
Nashville
— 2 nights
Drive:  1​h 15​min
9
Bowling Green
— 1 night
Drive:  2​h
10
Louisville
— 1 night
Drive:  2​h
11
Indianapolis
— 1 night
Drive:  4​h 45​min
12
Milwaukee
— 2 nights
train:  1​h 30​min
13
Chicago
— 2 nights
End: Chicago

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Appreciate the collections at The Art Institute of Chicago and Chicago Cultural Center. Step out of Chicago to go to Highland Park and see Rosewood Beach, which is approximately 38 minutes away. Next up on the itinerary: don't miss a visit to The Magnificent Mile, examine the collection at The Field Museum, tour the pleasant surroundings at Milton Lee Olive Park, and admire the striking features of Skydeck Chicago - Willis Tower.

For more things to do, other places to visit, ratings, and more tourist information, refer to the Chicago tour itinerary planner .

If you are flying in from Germany, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. Expect a daytime high around 33°C in August, and nighttime lows around 22°C. Wrap up your sightseeing on the 12th (Mon) to allow time to travel to New Orleans.

Things to do in Chicago

Museums Childrens Museums Shopping

Side Trip

Rosewood Beach
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum
Museum of Science and Industry ©
Museum of Science and Industry

3
nights
New Orleans

New Orleans ©
Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
Head to Frenchmen Street and Royal Streetfor plenty of shopping. Museum-lovers will appreciate The National WWII Museum and Audubon Butterfly Garden and Insectarium. Next up on the itinerary: don't miss a visit to French Quarter, take in the spiritual surroundings of St. Louis Cathedral, get to know the fascinating history of Jackson Square, and look for gifts at Faulkner House Books.

For ratings, photos, more things to do, and other tourist information, read New Orleans holiday maker website .

You can fly from Chicago to New Orleans in 4.5 hours. Other options are to drive; or take a train. Traveling from Chicago in August, you can expect nighttime temperatures to be somewhat warmer in New Orleans, with lows of 32°C. Wrap up your sightseeing on the 15th (Thu) to allow time to drive to Biloxi.

Things to do in New Orleans

Historic Sites Museums Neighborhoods
Highlights from your plan
French Quarter ©
French Quarter
The National WWII Museum
The National WWII Museum
Garden District ©
Garden District

2
nights
Biloxi

Biloxi ©
A busy city on the Gulf Coast, Biloxi is one of the nation's oldest communities, first settled by Europeans in 1699.
On the 15th (Thu), witness the site of a historic battle at Fort Morgan State Historic Site, take in the exciting artwork at Coastal Magpie, and then stroll through Biloxi Beach. On the next day, contemplate the long history of Beauvoir, then see the interesting displays at Mobile Carnival Museum, and then learn about all things military at The Fort of Colonial Mobile.

For photos and more tourist information, go to the Biloxi online trip maker .

Getting from New Orleans to Biloxi by car takes about 2 hours. Other options: take a bus. Traveling from New Orleans in August, you will find days in Biloxi are somewhat warmer (37°C), and nights are slightly colder (28°C). Wrap up your sightseeing by early afternoon on the 17th (Sat) to allow enough time to travel to Hattiesburg.

Things to do in Biloxi

Museums Historic Sites Outdoors

Side Trips

Ocean Springs, Mobile, Fort Morgan State Historic Site
Highlights from your plan
Mobile Carnival Museum ©
Mobile Carnival Museum
Fort Morgan State Historic Site ©
Fort Morgan State Historic Site
Walter Anderson Museum of Art ©
Walter Anderson Museum of Art

1
night
Hattiesburg

Hattiesburg ©
Hattiesburg is a city in the U.S. Kick off your visit on the 17th (Sat): admire the majestic nature at Paul B. Johnson State Park.

To find more things to do, other places to visit, traveler tips, and other tourist information, read our Hattiesburg trip itinerary planner.

Traveling by car from Biloxi to Hattiesburg takes 1.5 hours. In August, plan for daily highs up to 39°C, and evening lows to 26°C. Wrap up your sightseeing on the 18th (Sun) early enough to travel to Jackson.

Things to do in Hattiesburg

Parks Nature Zoos & Aquariums

Side Trip

Lauren Rogers Museum of Art
Highlights from your plan
Paul B. Johnson State Park ©
Paul B. Johnson State Park
Lauren Rogers Museum of Art ©
Lauren Rogers Museum of Art
Hattiesburg Zoo ©
Hattiesburg Zoo

1
night
Jackson

Jackson ©
Jackson, officially the City of Jackson, is the capital city and largest urban center of the U.S. Kick off your visit on the 19th (Mon): stop by Mississippi Crafts Center, then revel in the low prices at Outlets of Mississippi, and then see the interesting displays at International Museum of Muslim Cultures.

For photos, where to stay, traveler tips, and other tourist information, refer to the Jackson trip itinerary planner.

You can drive from Hattiesburg to Jackson in 2 hours. In August, daytime highs in Jackson are 39°C, while nighttime lows are 26°C. Finish up your sightseeing early on the 19th (Mon) so you can go by car to Memphis.

Things to do in Jackson

Shopping Museums

Side Trips

Outlets of Mississippi, Mississippi Crafts Center
Highlights from your plan
Outlets of Mississippi ©
Outlets of Mississippi
Mississippi Crafts Center ©
Mississippi Crafts Center

2
nights
Memphis

Memphis ©
The largest city on the Mississippi River, Memphis bills itself as both the "Birthplace of Rock" and "Home of the Blues." With such a rich musical heritage, it shouldn't come as a surprise that Elvis Presley chose to live in Memphis during his later years.
Kick off your visit on the 20th (Tue): contemplate in the serene atmosphere at St. Mary's Catholic Church, stop by Bass Pro Shops at the Pyramid, then steep yourself in history at The Peabody Ducks, then don't miss a visit to Beale Street, and finally steep yourself in history at Sun Studio. Here are some ideas for day two: admire the landmark architecture of St. Peter Catholic Church, admire the masterpieces at Belz Museum of Asian & Judaic Art, and then appreciate the history behind National Civil Rights Museum - Lorraine Motel.

Plan a trip to Memphis easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from Jackson to Memphis in 3.5 hours. Alternatively, you can take a bus; or take a train. In August in Memphis, expect temperatures between 38°C during the day and 26°C at night. Finish your sightseeing early on the 21st (Wed) so you can travel to Jackson.

Things to do in Memphis

Historic Sites Museums Shopping
Highlights from your plan
Sun Studio ©
Sun Studio
Belz Museum of Asian & Judaic Art ©
Belz Museum of Asian & Judaic Art

1
night
Jackson

Jackson
Jackson is the county seat of Madison County, Tennessee. To find photos, reviews, ratings, and more tourist information, refer to the Jackson holiday website .

You can drive from Memphis to Jackson in 1.5 hours. Expect slightly colder evenings in Jackson when traveling from Memphis in August, with lows around 22°C. You'll set off for Nashville on the 22nd (Thu).

Things to do in Jackson

Parks Nature Museums

2
nights
Nashville

Nashville ©
Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
Let the collections at Lotz House Museum and Country Music Hall of Fame and Museum capture your imagination. Shop till you drop at Gallery 202 and Opry Mills. You'll find plenty of places to visit near Nashville: David Arms Gallery (in Franklin) and Country View Market (in Charlotte). Next up on the itinerary: steep yourself in history at Andrew Jackson's Hermitage, take in the architecture and atmosphere at St Mary's of the Seven Sorrow Catholic Church, and take an in-depth tour of The Johnny Cash Museum & Cafe.

To find other places to visit, traveler tips, where to stay, and other tourist information, go to the Nashville trip itinerary planning website .

You can drive from Jackson to Nashville in 2.5 hours. In August, daily temperatures in Nashville can reach 37°C, while at night they dip to 24°C. Wrap up your sightseeing by early afternoon on the 24th (Sat) to allow time for the car ride to Bowling Green.

Things to do in Nashville

Museums Historic Sites Shopping

Side Trips

Franklin, Country View Market
Highlights from your plan
Lotz House Museum ©
Lotz House Museum
Country Music Hall of Fame and Museum ©
Andrew Jackson's Hermitage ©
Andrew Jackson's Hermitage

1
night
Bowling Green

Bowling Green ©
Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. Kick off your visit on the 24th (Sat): relax in the rural setting at Jackson's Orchard.

For where to stay, maps, reviews, and tourist information, refer to the Bowling Green trip planner .

You can drive from Nashville to Bowling Green in 1.5 hours. Alternatively, you can take a bus. In August, daytime highs in Bowling Green are 36°C, while nighttime lows are 22°C. You will have some time to spend on the 25th (Sun) before leaving for Louisville.

Things to do in Bowling Green

Shopping Historic Sites
Highlights from your plan
Jackson's Orchard ©
Jackson's Orchard
St. Joseph Catholic Church ©
St. Joseph Catholic Church

1
night
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Start off your visit on the 25th (Sun): examine the collection at Louisville Slugger Museum & Factory and then take in the views from The Big Four Bridge.

To see reviews, traveler tips, where to stay, and more tourist information, read Louisville road trip website .

Traveling by car from Bowling Green to Louisville takes 2 hours. Alternatively, you can take a bus; or take a bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In August, daytime highs in Louisville are 35°C, while nighttime lows are 23°C. You'll have a few hours on the 26th (Mon) to wrap things up before traveling to Indianapolis.

Things to do in Louisville

Museums Shopping
Highlights from your plan
Louisville Slugger Museum & Factory ©
The Big Four Bridge ©
The Big Four Bridge

1
night
Indianapolis

Indianapolis ©
Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Start off your visit on the 26th (Mon): admire the natural beauty at Indianapolis Museum of Art.

For maps, reviews, traveler tips, and tourist information, go to the Indianapolis itinerary planning site .

Traveling by car from Louisville to Indianapolis takes 2 hours. Alternatively, you can take a bus. In August, plan for daily highs up to 34°C, and evening lows to 21°C. Wrap up your sightseeing on the 27th (Tue) to allow time to drive to Milwaukee.

Things to do in Indianapolis

Museums Historic Sites Parks

Side Trip

Grapevine Cottage
Highlights from your plan
Indianapolis Museum of Art ©
Indianapolis Museum of Art
Indianapolis Motor Speedway Museum ©
Children's Museum of Indianapolis ©
Children's Museum of Indianapolis

2
nights
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
On the 28th (Wed), browse the eclectic array of goods at Milwaukee Public Market, take in the spiritual surroundings of Basilica of St. Josaphat, then examine the collection at Harley-Davidson Museum, and finally enjoy the sand and surf at Atwater Park & Beach.

Plan a trip to Milwaukee easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from Indianapolis to Milwaukee in 5 hours. Alternatively, you can do a combination of flight and bus; or fly. Traveling from Indianapolis to Milwaukee, you'll gain 1 hour due to the time zone difference. When traveling from Indianapolis in August, plan for slightly colder days and about the same nights in Milwaukee: temperatures range from 30°C by day to 20°C at night. On the 29th (Thu), wrap the sightseeing up by early afternoon so you can take a train to Chicago.

Things to do in Milwaukee

Shopping Outdoors Parks

Side Trip

Atwater Park & Beach
Highlights from your plan
Milwaukee Public Market ©
Milwaukee Public Market
Basilica of St. Josaphat ©
Basilica of St. Josaphat
Harley-Davidson Museum ©
Harley-Davidson Museum

2
nights
Chicago

Chicago ©
Start off your visit on the 29th (Thu): meet the residents at Shedd Aquarium. Get ready for a full day of sightseeing on the next day: admire all the interesting features of Wrigley Field, view the masterpieces at Illinois Holocaust Museum & Education Center, then contemplate the long history of Ernest Hemingway Birthplace, and finally take in the spiritual surroundings of Fourth Presbyterian Church.

For photos, traveler tips, reviews, and more tourist information, you can read our Chicago trip itinerary planner.

Take a train from Milwaukee to Chicago in 1.5 hours. Alternatively, you can drive; or take a bus. On the 31st (Sat), you'll have the morning to explore before heading back home.

Things to do in Chicago

Museums Shopping Parks

Side Trips

Ernest Hemingway Birthplace, Illinois Holocaust Museum & Education Center
Highlights from your plan
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace
Fourth Presbyterian Church ©
Fourth Presbyterian Church

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