16 days in Chicago & North Dakota Itinerary

16 days in Chicago & North Dakota Itinerary

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Route & dates

16 days in Chicago & North Dakota Itinerary

Start: Chicago
1
Chicago
— 6 nights
Fly + Drive:  6​h 15​min
2
Mandan
— 1 night
Drive:  2​h 30​min
3
Saint Michael
— 1 night
Drive:  2​h 30​min
4
Coleharbor
— 1 night
Drive:  2​h
5
Kenmare
— 1 night
Drive:  1​h 45​min
6
Watford City
— 2 nights
Drive:  1​h 30​min
7
Medora
— 2 nights
Drive + Fly:  6​h 15​min
End: Chicago

6
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Deepen your sense of the past at sights like Millennium Park and Shalom Memorial Park. Escape the urban bustle at Fishing Charters & Tours and Lincoln Park Zoo. Explore Chicago's surroundings by going to Saint Joseph (Silver Beach County Park & Whirlpool Compass Fountain), Cowles Bog (in Chesterton) and Deer Grove Forest Preserve (in Palatine). Next up on the itinerary: explore and take pictures at Wrigley Field, look for all kinds of wild species at Volo Bog State Natural Area, engage your brain at Museum of Science and Industry, and trek along Little Red Schoolhouse.

To find where to stay, ratings, photos, and other tourist information, go to the Chicago trip planner.

The Route module can give you travel options from your home to Chicago. July in Chicago sees daily highs of 83°F and lows of 67°F at night. Wrap up your sightseeing on the 2nd (Fri) early enough to travel to Mandan.

Things to do in Chicago

Parks Outdoors Wildlife

Side Trips

Saint Joseph, Cowles Bog, Little Red Schoolhouse, Swallow Cliff Stairs, Volo Bog State Natural Area
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Wrigley Field ©
Wrigley Field

1
night
Mandan

Mandan ©
Mandan is a city on the eastern border of Morton County and is the eighth-largest city in North Dakota. Start off your visit on the 3rd (Sat): admire the majestic nature at Cross Ranch State Park, immerse yourself in nature at Fort Abraham Lincoln State Park, and then steep yourself in history at On-A-Slant Village. On the 4th (Sun), you'll have a packed day of sightseeing: steep yourself in history at Custer House, then contemplate the waterfront views at Harmon Lake, and then let the kids burn off some steam at Universal Playground/ Eagles Park.

To see traveler tips, maps, where to stay, and more tourist information, you can read our Mandan visit planner.

The Route module can help you plan travel from Chicago to Mandan. Plan for slightly colder nights when traveling from Chicago in August since evenings lows in Mandan dip to 56°F. Cap off your sightseeing on the 4th (Sun) early enough to travel to Saint Michael.

Things to do in Mandan

Parks Nature Fun & Games

Side Trip

Cross Ranch State Park
Highlights from your plan
Fort Abraham Lincoln State Park ©
Fort Abraham Lincoln State Park
Cross Ranch State Park ©
Cross Ranch State Park
Harmon Lake ©
Harmon Lake

1
night
Saint Michael

Saint Michael ©
Saint Michael is an unincorporated community in southeastern Benson County, North Dakota, United States, on the Spirit Lake Indian Reservation. Kick off your visit on the 5th (Mon): try to win big at Spirit Lake Casino, steep yourself in history at Fort Totten State Historic Site, and then identify plant and animal life at Sullys Hill National Game Preserve.

To find other places to visit, traveler tips, and more tourist information, refer to the Saint Michael day trip app .

Getting from Mandan to Saint Michael by car takes about 3 hours. Expect a daytime high around 77°F in August, and nighttime lows around 58°F. Finish your sightseeing early on the 5th (Mon) so you can travel to Coleharbor.

Things to do in Saint Michael

Fun & Games Casinos Parks

Side Trip

Fort Totten State Historic Site
Highlights from your plan
Spirit Lake Casino ©
Spirit Lake Casino
Sullys Hill National Game Preserve ©
Fort Totten State Historic Site ©
Fort Totten State Historic Site

1
night
Coleharbor

Coleharbor ©
Coleharbor is a city in McLean County, North Dakota in the United States. Start off your visit on the 6th (Tue): immerse yourself in nature at Lake Sakakawea State Park and then look for all kinds of wild species at Audubon National Wildlife Refuge Complex.

To see reviews, maps, where to stay, and other tourist information, use the Coleharbor trip maker website .

Traveling by car from Saint Michael to Coleharbor takes 3 hours. Expect a daytime high around 80°F in August, and nighttime lows around 55°F. Wrap up your sightseeing on the 6th (Tue) early enough to travel to Kenmare.

Things to do in Coleharbor

Parks Nature Wildlife

Side Trip

Lake Sakakawea State Park
Highlights from your plan
Lake Sakakawea State Park ©
Lake Sakakawea State Park

1
night
Kenmare

Kenmare
Kenmare is a city in Ward County, North Dakota, United States. On the 7th (Wed), take a memorable drive along Des Lacs National Wildlife Refuge.

For photos, more things to do, other places to visit, and tourist information, use the Kenmare trip planner .

Drive from Coleharbor to Kenmare in 2 hours. Expect a daytime high around 77°F in August, and nighttime lows around 52°F. Wrap up your sightseeing by early afternoon on the 7th (Wed) to allow enough time to travel to Watford City.

Things to do in Kenmare

Outdoors Nature Parks

2
nights
Watford City

Watford City ©
Watford City, founded in 1914, is a city in and the county seat of McKenzie County, North Dakota, United States. Kick off your visit on the 8th (Thu): explore the striking landscape of North Unit. On your second day here, trek along Buckhorn Trail, then take in the dramatic natural features at Cannonball Concretions Pullout, and then take in the awesome beauty at River Bend Overlook.

To see reviews, traveler tips, ratings, and other tourist information, you can read our Watford City day trip planning site .

Traveling by car from Kenmare to Watford City takes 2.5 hours. In August in Watford City, expect temperatures between 80°F during the day and 53°F at night. Finish up your sightseeing early on the 9th (Fri) so you can travel to Medora.

Things to do in Watford City

Parks Nature Outdoors

Side Trip

Theodore Roosevelt National Park
Highlights from your plan
North Unit ©
North Unit
River Bend Overlook ©
River Bend Overlook
Cannonball Concretions Pullout ©
Cannonball Concretions Pullout

2
nights
Medora

Medora ©
Medora is a city in Billings County, North Dakota, United States. Kick off your visit on the 10th (Sat): admire all the interesting features of Little Missouri National Grassland, then get to know the fascinating history of Painted Canyon Overlook, and then get to know the fascinating history of South Unit. Get ready for a full day of sightseeing on the next day: explore the striking landscape of Theodore Roosevelt National Park.

To see more things to do, maps, other places to visit, and other tourist information, use the Medora trip itinerary maker .

You can drive from Watford City to Medora in 1.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Watford City to Medora. In August in Medora, expect temperatures between 80°F during the day and 50°F at night. Finish your sightseeing early on the 11th (Sun) so you can travel back home.

Things to do in Medora

Nature Parks Historic Sites

Side Trip

Theodore Roosevelt National Park
Highlights from your plan
Theodore Roosevelt National Park ©
Theodore Roosevelt National Park
South Unit ©
South Unit
Painted Canyon Overlook ©
Painted Canyon Overlook

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