15 days in Midwest Itinerary

15 days in Midwest Itinerary

Created using Inspirock Midwest trip planner

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Route & dates

15 days in Midwest Itinerary

Start: Newark
Fly:  4​h 45​min
1
Chicago
— 3 nights
Fly + taxi:  4​h 15​min
2
Munising
— 2 nights
+2
taxi + Fly + taxi:  6​h 15​min
3
Custer
— 2 nights
taxi + Fly:  6​h
4
Omaha
— 1 day
Fly:  4​h
5
Saint Louis
— 2 nights
Fly:  3​h 30​min
6
Cleveland
— 3 nights
Drive + Fly:  6​h 45​min
End: Newark

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get some historical perspective at Millennium Park and Ernest Hemingway Birthplace. Museum-lovers will appreciate The Art Institute of Chicago and The Field Museum. There's lots more to do: wander the streets of The Magnificent Mile, engage your brain at Museum of Science and Industry, try your luck at Horseshoe Hammond, and meet the residents at Lincoln Park Zoo.

For maps, traveler tips, and other tourist information, refer to the Chicago attractions planner.

Newark to Chicago is an approximately 5-hour flight. You can also drive. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Expect a daytime high around 65°F in October, and nighttime lows around 49°F. Cap off your sightseeing on the 10th (Thu) early enough to travel to Munising.

Things to do in Chicago

Museums Childrens Museums Parks

Side Trips

Oak Park, Horseshoe Hammond
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace

2
nights
Munising

Munising ©
Munising is a city on the southern shore of Lake Superior on the Upper Peninsula of the U.S. Take a break from the city and head to Pictured Rocks National Lakeshore and Miners Castle Rock. Change things up with these side-trips from Munising: Manistique (Palms Book State Park & Kitch-Iti-Kipi (The Big Spring)). There's still lots to do: stroll through Sand Point Beach and admire the sheer force of Miners Falls.

Planning Munising trip won't be overwheling when you use's Insprock itinerary maker.

Do a combination of flight and taxi from Chicago to Munising in 4.5 hours. Alternatively, you can drive; or do a combination of train, bus, and car. You'll lose 1 hour traveling from Chicago to Munising due to the time zone difference. Traveling from Chicago in October, expect Munising to be slightly colder, temps between 57°F and 42°F. Finish your sightseeing early on the 13th (Sun) so you can travel to Custer.

Things to do in Munising

Parks Nature Wildlife

Side Trip

Manistique
Highlights from your plan
Pictured Rocks National Lakeshore ©
Pictured Rocks National Lakeshore
Palms Book State Park ©
Palms Book State Park
Kitch-Iti-Kipi (The Big Spring) ©
Kitch-Iti-Kipi (The Big Spring)

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.
On the 14th (Mon), immerse yourself in nature at Custer State Park, then explore the wealth of natural beauty at Mount Rushmore National Memorial, and then take a peaceful walk through Black Hills National Forest. Get ready for a full day of sightseeing on the next day: take a memorable drive along Iron Mountain Road, take in the dramatic natural features at Needles Eye Tunnel, and then explore the activities along Sylvan Lake.

For where to stay, reviews, and more tourist information, use the Custer trip itinerary planner.

You can do a combination of taxi and flight from Munising to Custer in 6.5 hours. Alternatively, you can drive; or do a combination of car and bus. Due to the time zone difference, you'll gain 2 hours traveling from Munising to Custer. Traveling from Munising in October, expect slightly colder with lows of 34°F in Custer. Cap off your sightseeing on the 15th (Tue) early enough to travel to Omaha.

Things to do in Custer

Nature Parks Wildlife

Side Trip

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

1
day
Omaha

Omaha ©
A major transportation hub, Omaha was once considered little more than a stopping point on a pioneer's journey west.
Kick off your visit on the 16th (Wed): get a taste of the local shopping with Old Market, try to win big at Horseshoe Council Bluffs, and then stroll through Henry Doorly Zoo.

For reviews, photos, where to stay, and other tourist information, you can read our Omaha trip builder app .

You can do a combination of taxi and flight from Custer to Omaha in 6 hours. Alternatively, you can do a combination of car and flight; or drive. The time zone changes from Mountain Standard Time to Central Standard Time, which is usually a 1 hour difference. Expect somewhat warmer temperatures when traveling from Custer in October; daily highs in Omaha reach 67°F and lows reach 45°F. Cap off your sightseeing on the 16th (Wed) early enough to travel to Saint Louis.

Things to do in Omaha

Casinos Fun & Games Parks

Side Trip

Horseshoe Council Bluffs
Highlights from your plan
Horseshoe Council Bluffs ©
Horseshoe Council Bluffs
Henry Doorly Zoo ©
Henry Doorly Zoo
Old Market ©
Old Market

2
nights
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Kick off your visit on the 17th (Thu): admire the natural beauty at Missouri Botanical Garden, stroll through Saint Louis Zoo, and then pause for some serene contemplation at Cathedral Basilica of Saint Louis. Get ready for a full day of sightseeing on the 18th (Fri): sample the fine beverages at Mastermind Vodka and then play a few rounds at Annbriar Golf Course.

To see traveler tips, reviews, other places to visit, and more tourist information, use the Saint Louis holiday planning site .

Fly from Omaha to Saint Louis in 4 hours. Alternatively, you can drive; or take a bus. In October in Saint Louis, expect temperatures between 72°F during the day and 49°F at night. Finish your sightseeing early on the 18th (Fri) so you can travel to Cleveland.

Things to do in Saint Louis

Parks Zoos & Aquariums Golf

Side Trips

Mastermind Vodka, Annbriar Golf Course
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
Missouri Botanical Garden ©
Missouri Botanical Garden
Annbriar Golf Course ©
Annbriar Golf Course

3
nights
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Museum-lovers will appreciate Rock & Roll Hall of Fame and The Cleveland Museum of Art. Get some historical perspective at James A. Garfield National Historic Site and St. Paul Greek Orthodox Church. Explore Cleveland's surroundings by going to F.A. Seiberling Nature Realm (in Akron) and Hard Rock Rocksino Northfield Park (in Northfield). There's more to do: try your luck at JACK Cleveland Casino.

Use Inspirock's suggestions to plan your Cleveland trip and find the best activities and attractions for your vacation.

You can fly from Saint Louis to Cleveland in 3.5 hours. Other options are to drive; or take a bus. Traveling from Saint Louis to Cleveland, you'll lose 1 hour due to the time zone difference. While traveling from Saint Louis, expect a bit cooler days and about the same nights in Cleveland, ranging from highs of 65°F to lows of 51°F. Cap off your sightseeing on the 21st (Mon) early enough to travel back home.

Things to do in Cleveland

Casinos Fun & Games Museums

Side Trips

James A. Garfield National Historic Site, St. Paul Greek Orthodox Church, F.A. Seiberling Nature Realm, Hard Rock Rocksino Northfield Park
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
F.A. Seiberling Nature Realm ©
F.A. Seiberling Nature Realm

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