10 days in Midwest Itinerary

10 days in Midwest Itinerary

Created using Inspirock Midwest attractions planner

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Route & dates

10 days in Midwest Itinerary

Start: New York City
foot + Fly:  5​h 15​min
1
Empire
— Few hours
Fly:  3​h 30​min
2
Chicago
— 2 nights
Fly + taxi:  5​h 15​min
3
Custer
— 2 nights
taxi + Fly:  6​h
4
Omaha
— 1 day
Fly:  4​h
5
Saint Louis
— 2 nights
Drive:  1​h 45​min
6
Springfield
— 1 night
Fly + bus:  5​h 30​min
7
Rockbridge
— 1 day
bus + Fly:  9​h 30​min
End: New York City

few
hours
Empire

Empire ©
Empire is a village in Leelanau County in the U.S. To see photos, maps, where to stay, and other tourist information, read Empire trip planner .

New York City to Empire is an approximately 5.5-hour combination of flight and taxi. You can also drive; or do a combination of bus and taxi. Traveling from New York City in May, expect Empire to be slightly colder, temps between 64°F and 43°F. Wrap up your sightseeing on the 4th (Sat) early enough to travel to Chicago.

Things to do in Empire

Parks Nature Historic Sites
Highlights from your plan

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 5th (Sun), admire the masterpieces at The Art Institute of Chicago, admire the striking features of Chicago Cultural Center, then wander the streets of The Magnificent Mile, and finally appreciate the extensive heritage of Millennium Park. Keep things going the next day: examine the collection at The Field Museum, engage your brain at Museum of Science and Industry, and then try your luck at Horseshoe Hammond.

To see traveler tips, more things to do, ratings, and tourist information, read our Chicago trip itinerary builder site .

Getting from Empire to Chicago by combination of taxi and flight takes about 3.5 hours. Other options: drive; or do a combination of taxi, bus, and train. Due to the time zone difference, you'll gain 1 hour traveling from Empire to Chicago. Traveling from Empire in May, expect Chicago to be somewhat warmer, temps between 71°F and 52°F. Finish up your sightseeing early on the 6th (Mon) so you can travel to Custer.

Things to do in Chicago

Museums Childrens Museums Shopping

Side Trip

Horseshoe Hammond
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

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 7th (Tue), admire the majestic nature at Custer State Park, explore and take pictures at Iron Mountain Road, then learn about winemaking at Prairie Berry Winery, then appreciate the history behind Mount Rushmore National Memorial, and finally take in the exciting artwork at Art Expressions. Here are some ideas for day two: contemplate the waterfront views at Sylvan Lake, then explore the striking landscape at Needles Eye Tunnel, then view the masterpieces at Warrior's Work & Ben West Gallery, and finally take a peaceful walk through Black Hills National Forest.

For traveler tips, maps, more things to do, and other tourist information, go to the Custer road trip site .

You can do a combination of flight and taxi from Chicago to Custer in 5.5 hours. Other options are to drive; or do a combination of train, bus, and taxi. The time zone difference moving from Central Standard Time to Mountain Standard Time is minus 1 hour. Traveling from Chicago in May, expect Custer to be little chillier, temps between 59°F and 37°F. Finish your sightseeing early on the 8th (Wed) so you can travel to Omaha.

Things to do in Custer

Parks Nature Wildlife

Side Trips

Hill City, Mount Rushmore National Memorial
Highlights from your plan
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.
Start off your visit on the 9th (Thu): browse the eclectic array of goods at Old Market, then learn more about the world around you at MANGELSEN Images of Nature Gallery, then try your luck at Horseshoe Council Bluffs, and finally admire nature's wide array of creatures at Henry Doorly Zoo.

For ratings, maps, traveler tips, and tourist information, read Omaha online trip planner .

Traveling by combination of taxi and flight from Custer to Omaha takes 6 hours. Alternatively, you can do a combination of car and flight; or drive. You'll lose 1 hour traveling from Custer to Omaha due to the time zone difference. In May, Omaha is a bit warmer than Custer - with highs of 74°F and lows of 52°F. Wrap up your sightseeing on the 9th (Thu) early enough to travel to Saint Louis.

Things to do in Omaha

Parks Casinos Fun & Games

Side Trip

Horseshoe Council Bluffs
Highlights from your plan
Henry Doorly Zoo ©
Henry Doorly Zoo
Horseshoe Council Bluffs ©
Horseshoe Council Bluffs
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 10th (Fri): pause for some serene contemplation at Cathedral Basilica of Saint Louis, meet the residents at Saint Louis Zoo, and then identify plant and animal life at Sachs Butterfly House. Keep things going the next day: take in nature's colorful creations at Missouri Botanical Garden, then identify plant and animal life at World Bird Sanctuary, then identify plant and animal life at Bee tree park, and finally see the interesting displays at City Museum.

To find traveler tips, photos, where to stay, and tourist information, read our Saint Louis trip itinerary planning site .

Fly from Omaha to Saint Louis in 4 hours. Alternatively, you can drive; or take a bus. In May in Saint Louis, expect temperatures between 77°F during the day and 57°F at night. Finish your sightseeing early on the 11th (Sat) to allow enough time to drive to Springfield.

Things to do in Saint Louis

Parks Wildlife Zoos & Aquariums

Side Trips

World Bird Sanctuary, Sachs Butterfly House
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
City Museum ©
City Museum
Missouri Botanical Garden ©
Missouri Botanical Garden

1
night
Springfield

Springfield ©
Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Start off your visit on the 12th (Sun): get to know the fascinating history of Lincoln Home National Historic Site, then get engrossed in the history at Abraham Lincoln Presidential Library and Museum, then contemplate the long history of Dana-Thomas House, and finally steep yourself in history at Lincoln Memorial Garden.

For reviews, where to stay, traveler tips, and other tourist information, go to the Springfield trip website .

Drive from Saint Louis to Springfield in 2 hours. Alternatively, you can do a combination of flight and taxi; or take a bus. Expect a daytime high around 76°F in May, and nighttime lows around 55°F. Wrap up your sightseeing on the 12th (Sun) to allow time to travel to Rockbridge.

Things to do in Springfield

Museums Historic Sites Parks
Highlights from your plan
Lincoln Home National Historic Site ©
Lincoln Memorial Garden ©
Lincoln Memorial Garden

1
day
Rockbridge

Rockbridge is an unincorporated community in eastern Good Hope Township, Hocking County, Ohio, United States. On the 13th (Mon), whizz through the canopy at some of the top local zipline courses and adventure parks.

For where to stay, reviews, maps, and other tourist information, refer to the Rockbridge holiday planning site .

You can do a combination of flight, bus, and taxi from Springfield to Rockbridge in 5.5 hours. Alternatively, you can drive; or do a combination of flight, taxi, and bus. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. In May in Rockbridge, expect temperatures between 74°F during the day and 53°F at night. Wrap up your sightseeing by early afternoon on the 13th (Mon) to allow enough time to drive back home.

Things to do in Rockbridge

Outdoors Tours Adventure
Highlights from your plan
Zipline

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