5 days in Midwest Itinerary

5 days in Midwest Itinerary

Created using Inspirock Midwest trip planner

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Route & dates

5 days in Midwest Itinerary

Start: Newark
Fly:  5​h 30​min
1
Keystone
— 1 night
Fly:  4​h 45​min
2
Chicago
— 1 night
Fly:  3​h 30​min
3
Empire
— 1 night
Drive + Fly:  5​h
End: Newark

1
night
Keystone

Keystone ©
Fewer than 400 people call Keystone home year-round, but the population explodes in summer when crowds flock to nearby Mount Rushmore.
Kick off your visit on the 1st (Mon): hike along Presidential Trail and then explore the striking landscape of Mount Rushmore National Memorial. Here are some ideas for day two: immerse yourself in nature at Custer State Park, explore the striking landscape at Needles Eye Tunnel, and then delve into the lush surroundings at Black Hills National Forest.

For where to stay, ratings, reviews, and other tourist information, read Keystone online tour itinerary maker .

Newark to Keystone is an approximately 5.5-hour flight. You can also do a combination of train and flight; or drive. The time zone changes from Eastern Standard Time to Mountain Standard Time, which is usually a -2 hour difference. Plan for slightly colder temperatures traveling from Newark in July, with highs in Keystone at 80°F and lows at 53°F. Wrap up your sightseeing on the 2nd (Tue) to allow time to travel to Chicago.

Things to do in Keystone

Parks Nature Wildlife

Side Trip

Custer
Highlights from your plan
Mount Rushmore National Memorial ©
Custer State Park ©
Custer State Park
Black Hills National Forest ©
Black Hills National Forest

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 3rd (Wed): admire the masterpieces at The Art Institute of Chicago, appreciate the history behind Cloud Gate, then get to know the fascinating history of Millennium Park, and finally explore and take pictures at Wrigley Field. Keep things going the next day: engage your brain at Museum of Science and Industry, then see the interesting displays at The Field Museum, and then enjoy breathtaking views from Skydeck Chicago - Willis Tower.

Plan trip to Chicago with our itinerary maker to find out where to go and what to do.

Fly from Keystone to Chicago in 5 hours. Alternatively, you can drive; or do a combination of bus and train. Due to the time zone difference, you'll lose 1 hour traveling from Keystone to Chicago. Traveling from Keystone in July, Chicago is a bit warmer at night with lows of 67°F. Finish your sightseeing early on the 4th (Thu) so you can travel to Empire.

Things to do in Chicago

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

1
night
Empire

Empire ©
Empire is a village in Leelanau County in the U.S. Kick off your visit on the 5th (Fri): visit a coastal fixture at Point Betsie Lighthouse, trek along Empire Bluff Trail, and then appreciate the extensive heritage of Sleeping Bear Dunes National Lakeshore.

To find reviews, photos, where to stay, and tourist information, you can read our Empire trip itinerary tool .

Traveling by flight from Chicago to Empire takes 3.5 hours. Alternatively, you can do a combination of flight and taxi; or drive. Traveling from Chicago to Empire, you'll lose 1 hour due to the time zone difference. Prepare for little chillier weather when traveling from Chicago in July: high temperatures in Empire hover around 75°F and lows are around 57°F. Cap off your sightseeing on the 5th (Fri) early enough to travel back home.

Things to do in Empire

Parks Historic Sites Wildlife

Side Trip

Point Betsie Lighthouse
Highlights from your plan
Point Betsie Lighthouse ©
Point Betsie Lighthouse

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