10 days in Midwest Itinerary

10 days in Midwest Itinerary

Created using Inspirock Midwest trip maker

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Route & dates

10 days in Midwest Itinerary

Start: Miami
Fly:  5​h 15​min
1
Chicago
— Few hours
Fly:  5​h 15​min
2
Deadwood
— 1 day
Drive:  1​h 30​min
3
Custer
— 2 nights
taxi + Fly:  6​h
4
Duluth
— 1 night
Fly + taxi:  6​h 45​min
5
Munising
— 1 night
+2
Drive + bus + ferry:  6​h 15​min
6
Mackinac Island
— 1 night
Drive + Fly:  9​h 45​min
End: Miami

few
hours
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 10th (Tue), admire the masterpieces at The Art Institute of Chicago and then explore and take pictures at Millennium Park.

To see other places to visit, maps, ratings, and other tourist information, use the Chicago itinerary maker website .

Miami to Chicago is an approximately 5.5-hour flight. You can also do a combination of bus and flight; or drive. Due to the time zone difference, you'll gain 1 hour traveling from Miami to Chicago. Plan for slightly colder temperatures traveling from Miami in September, with highs in Chicago at 78°F and lows at 61°F. Finish up your sightseeing early on the 10th (Tue) so you can travel to Deadwood.

Things to do in Chicago

Museums Parks
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park

1
day
Deadwood

Deadwood ©
Deadwood is a city in South Dakota, United States, and the county seat of Lawrence County. Kick off your visit on the 11th (Wed): take an in-depth tour of Adams Museum, then admire all the interesting features of Spearfish Canyon Scenic Byway, then steep yourself in history at Adams House, and finally stroll the grounds of Mount Moriah Cemetery.

To find maps, ratings, and more tourist information, you can read our Deadwood online driving holiday planner .

You can fly from Chicago to Deadwood in 5.5 hours. Other options are to drive; or do a combination of train and bus. Expect slightly colder temperatures when traveling from Chicago in September; daily highs in Deadwood reach 73°F and lows reach 49°F. Wrap up your sightseeing on the 11th (Wed) early enough to drive to Custer.

Things to do in Deadwood

Scenic Drive Outdoors Museums

Side Trip

Spearfish Canyon Scenic Byway
Highlights from your plan
Adams Museum ©
Adams Museum
Mount Moriah Cemetery ©
Mount Moriah Cemetery
Adams House ©
Adams House

2
nights
Custer

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
Kick off your visit on the 12th (Thu): contemplate the waterfront views at Sylvan Lake, cruise along Wildlife Loop Road, and then engage your brain at Mammoth Site of Hot Springs. Get ready for a full day of sightseeing on the 13th (Fri): explore the striking landscape of Mount Rushmore National Memorial, then admire all the interesting features of Iron Mountain Road, and then take in the dramatic natural features at Needles Eye Tunnel.

To find where to stay and tourist information, you can read our Custer road trip website .

You can drive from Deadwood to Custer in 1.5 hours. The time zone difference moving from Central Standard Time to Mountain Standard Time is minus 1 hour. In September in Custer, expect temperatures between 71°F during the day and 45°F at night. Wrap up your sightseeing on the 13th (Fri) to allow time to travel to Duluth.

Things to do in Custer

Parks Scenic Drive Nature

Side Trips

Mammoth Site of Hot Springs, Mount Rushmore National Memorial
Highlights from your plan
Sylvan Lake ©
Sylvan Lake
Mammoth Site of Hot Springs ©
Mammoth Site of Hot Springs
Needles Eye Tunnel ©
Needles Eye Tunnel

1
night
Duluth

Duluth ©
Situated on the westernmost point of the Lake Superior, Duluth represents a booming port city.
On the 14th (Sat), take a memorable drive along Minnesota's North Shore Scenic Drive, then steep yourself in history at Glensheen, The Historic Congdon Estate, and then appreciate the extensive heritage of Stoney Point. Keep things going the next day: see the interesting displays at Lake Superior Railroad Museum, don't miss a visit to Canal Park, then see the interesting displays at Lake Superior Maritime Visitor Center, then appreciate the extensive heritage of Lakewalk, and finally explore the striking landscape of Congdon Park.

To find more things to do, traveler tips, where to stay, and other tourist information, read our Duluth tour itinerary maker app .

You can do a combination of taxi and flight from Custer to Duluth in 6 hours. Alternatively, you can do a combination of taxi, flight, and shuttle; or drive. Traveling from Custer to Duluth, you'll lose 1 hour due to the time zone difference. Traveling from Custer in September, you can expect nighttime temperatures to be a bit warmer in Duluth, with lows of 54°F. Finish your sightseeing early on the 15th (Sun) so you can travel to Munising.

Things to do in Duluth

Historic Sites Museums Scenic Drive

Side Trip

Stoney Point
Highlights from your plan
Lake Superior Maritime Visitor Center ©
Lake Superior Railroad Museum ©
Lake Superior Railroad Museum

1
night
Munising

Munising ©
Munising is a city on the southern shore of Lake Superior on the Upper Peninsula of the U.S. Start off your visit on the 16th (Mon): explore the striking landscape of Pictured Rocks National Lakeshore. Keep things going the next day: admire the sheer force of Autrain Falls, then admire the sheer force of Munising Falls, then take in the dramatic scenery at Miners Falls, and finally take in the dramatic natural features at Miners Castle Rock.

To see where to stay, ratings, more things to do, and tourist information, refer to the Munising road trip planner.

You can do a combination of flight and taxi from Duluth to Munising in 7 hours. Other options are to do a combination of shuttle, flight, and taxi; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Duluth to Munising. Expect a daytime high around 71°F in September, and nighttime lows around 53°F. Cap off your sightseeing on the 17th (Tue) early enough to travel to Mackinac Island.

Things to do in Munising

Parks Nature Wildlife

Side Trip

Autrain Falls
Highlights from your plan
Pictured Rocks National Lakeshore ©
Pictured Rocks National Lakeshore
Miners Falls ©
Miners Falls
Munising Falls ©
Munising Falls

1
night
Mackinac Island

Mackinac Island ©
Mackinac Island is a city in Mackinac County in the U.S. Kick off your visit on the 18th (Wed): take in the architecture and atmosphere at Trinity Church, then expand your understanding of the military at Fort Mackinac, then admire the majestic nature at Mackinac Island State Park, and finally take in the dramatic natural features at Arch Rock.

For photos, where to stay, reviews, and more tourist information, go to the Mackinac Island route builder .

Traveling by combination of car, bus, and ferry from Munising to Mackinac Island takes 6.5 hours. Alternatively, you can do a combination of taxi, bus, and ferry. Expect a daytime high around 67°F in September, and nighttime lows around 54°F. On the 19th (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Mackinac Island

Parks Nature Museums
Highlights from your plan
Fort Mackinac ©
Fort Mackinac
Mackinac Island State Park ©
Mackinac Island State Park
St Anne's Catholic Church ©
St Anne's Catholic Church

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