16 days in Illinois Itinerary

16 days in Illinois Itinerary

Created using Inspirock Illinois visit planner

Make it your trip
Fly
1
Chicago
— 6 nights
Drive
2
Rockford
— 3 nights
Drive
3
Makanda
— 2 nights
Drive
4
Springfield
— 3 nights
Fly

S M T W T F S
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1
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Chicago

— 6 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, nightlife, and parks. Your trip includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, take a stroll through The Magnificent Mile, stroll around Millennium Park, and get a new perspective on things with Boat Tours & Water Sports.

To see ratings, other places to visit, traveler tips, and other tourist information, read our Chicago online trip builder.

Kigali, Rwanda to Chicago is an approximately 24.5-hour flight. Traveling from Kigali to Chicago, you'll gain 8 hours due to the time zone difference. September in Chicago sees daily highs of 30°C and lows of 19°C at night. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Rockford.

Things to do in Chicago

Parks · Museums · Childrens Museums · Zoos & Aquariums

Rockford

— 3 nights
Rockford is the third largest city in the U.S. state of Illinois, the 171st most populous city in the United States, the largest city in Illinois outside of the Chicago metropolitan area, and the city of the 148th most populous metropolitan area in the United States. Venture out of the city with trips to Starved Rock State Park (in Utica) and Geneva Lake Shore Path (in Lake Geneva). There's lots more to do: see the interesting displays at Historical Auto Attractions, steep yourself in history at Midway Village & Museum Center, and take in nature's colorful creations at Nicholas Conservatory and Gardens.

For ratings, other places to visit, photos, and other tourist information, go to the Rockford tour itinerary builder website.

Traveling by car from Chicago to Rockford takes 1.5 hours. Alternatively, you can take a bus; or do a combination of subway and bus. Plan for a bit cooler nights when traveling from Chicago in September since evenings lows in Rockford dip to 15°C. Finish your sightseeing early on the 24th (Fri) so you can travel to Makanda.

Things to do in Rockford

Parks · Outdoors · Trails · Nature

Side Trips

Makanda

— 2 nights
Makanda is a village in Jackson County, Illinois, United States. Kick off your visit on the 25th (Sat): immerse yourself in nature at Giant City State Park and then learn about winemaking at StarView Vineyards. On the 26th (Sun), you'll have a packed day of sightseeing: learn about winemaking at Blue Sky Vineyard and then get a dose of the wild on Shawnee Bluffs Canopy Tour.

Planning Makanda trip won't be overwhelming when you use Inspirock's itinerary maker.

Drive from Rockford to Makanda in 6 hours. Alternatively, you can do a combination of car and flight. Expect a daytime high around 32°C in September, and nighttime lows around 17°C. Cap off your sightseeing on the 26th (Sun) early enough to travel to Springfield.

Things to do in Makanda

Wineries · Parks · Outdoors · Wildlife

Side Trip

Springfield

— 3 nights

Flower City

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Kick off your visit on the 27th (Mon): get engrossed in the history at Abraham Lincoln Presidential Library and Museum and then don't miss a visit to Lincoln Tomb & War Memorials. On the 28th (Tue), you'll have a packed day of sightseeing: tour the pleasant surroundings at Lincoln Memorial Garden, then contemplate the long history of Dana-Thomas House, and then browse the exhibits of Lincoln Home National Historic Site.

To find where to stay, maps, more things to do, and tourist information, read our Springfield trip maker app.

Getting from Makanda to Springfield by car takes about 3.5 hours. In September, daytime highs in Springfield are 32°C, while nighttime lows are 17°C. Wrap up your sightseeing on the 29th (Wed) to allow time to fly back home.

Things to do in Springfield

Museums · Historic Sites · Parks · Wildlife

Illinois travel guide

4.3
Observation Decks · Parks · Art Museums
The Prairie State
The most populous state in the country's Midwest region, Illinois features a diverse landscape that includes both the enormous urban sprawl of Chicago and flat central plains, devoted almost entirely to farmland. With a great selection of things to do, Chicago is the state's centerpiece, featuring world-famous architecture and renowned museums. Farther away from this giant urban center, you can explore historical landmarks dedicated to local heroes Abraham Lincoln and Ernest Hemingway. The state also includes a prehistoric Native American site, one of only 20 World Heritage Sites in the United States, a unique feature well-worth adding to your itinerary.