10 days in Midwest Itinerary

10 days in Midwest Itinerary

Created using Inspirock Midwest visit planner

Make it your trip
Fly
1
Chicago
— 3 nights
Fly
2
Branson
— 3 nights
Fly
3
Custer
— 2 nights
Drive
4
Badlands National Park
— 1 night
Fly

S M T W T F S
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3

Chicago

— 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Bring the kids along to The Art Institute of Chicago and Shedd Aquarium. The adventure continues: tour the pleasant surroundings at Millennium Park, meet the residents at Lincoln Park Zoo, get a new perspective on nature at Field Museum, and make a trip to Buckingham Fountain.

To see more things to do, ratings, where to stay, and other tourist information, refer to the Chicago road trip tool.

Dubuque to Chicago is an approximately 2.5-hour flight. You can also drive; or take a bus. In June in Chicago, expect temperatures between 81°F during the day and 63°F at night. Finish your sightseeing early on the 22nd (Tue) so you can fly to Branson.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums

Branson

— 3 nights

Live Entertainment Capital of the World

Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Family-friendly places like Silver Dollar City and Our Lady of the Lake Catholic Church will thrill your kids. There's lots more to do: kick your exploration up a notch at Zipline USA, find something for the whole family at Runaway Mountain Coaster, head outdoors with Branson Jet Boats, and take an in-depth tour of Titanic Museum.

For where to stay, maps, traveler tips, and other tourist information, read our Branson trip itinerary maker site.

You can fly from Chicago to Branson in 3 hours. Other options are to drive; or do a combination of train, bus, and taxi. In June, plan for daily highs up to 84°F, and evening lows to 65°F. Finish your sightseeing early on the 25th (Fri) to allow enough time to fly to Custer.

Things to do in Branson

Theme Parks · Outdoors · Tours · Nature

Side Trips

Custer

— 2 nights
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
On the 26th (Sat), explore the activities along Sylvan Lake, explore the striking landscape at Needles Eye Tunnel, see the world from above with Black Hills Helicopters, then explore the wealth of natural beauty at Mount Rushmore National Memorial, and finally get great views at Breezy Point Picnic Area. Get ready for a full day of sightseeing on the next day: trot along with The Stables at Palmer Gulch, take a memorable drive along Iron Mountain Road, and then cruise along Needles Highway.

For traveler tips, ratings, reviews, and other tourist information, read our Custer sightseeing planning website.

Fly from Branson to Custer in 6.5 hours. Alternatively, you can drive; or do a combination of bus and taxi. Traveling from Branson to Custer, you'll gain 1 hour due to the time zone difference. Prepare for a bit cooler weather when traveling from Branson in June: high temperatures in Custer hover around 73°F and lows are around 48°F. Finish your sightseeing early on the 27th (Sun) so you can drive to Badlands National Park.

Things to do in Custer

Outdoors · Nature · Parks · Scenic Drive

Side Trips

Badlands National Park

— 1 night
Although Badlands National Park's name might not be the most inviting, its landscape of pinnacles, eroded buttes, spires, and an expansive, pristine mixed-grass prairie remain enticing.
On the 28th (Mon), cruise along Loop Road and then take in the dramatic natural features at Badlands Wall.

Discover how to plan a Badlands National Park trip in just a few steps with Inspirock's itinerary builder.

Traveling by car from Custer to Badlands National Park takes 2 hours. Alternatively, you can do a combination of taxi and bus. In June, Badlands National Park is a bit warmer than Custer - with highs of 83°F and lows of 54°F. On the 28th (Mon), wrap the sightseeing up by early afternoon so you can fly back home.

Things to do in Badlands National Park

Outdoors · Nature · Scenic Drive · Parks