17 days in Illinois Itinerary

17 days in Illinois Itinerary

Created using Inspirock Illinois vacation maker

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

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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. Get out of town with these interesting Rockford side-trips: Selmi's Greenhouse and Farm Market (in Rock Falls), Krape Park (in Freeport) and Galena (Ulysses S. Grant Home & Blaum Bros. Distilling Co.). And it doesn't end there: brush up on your knowledge of spirits at Whiskey Acres Distilling Co., take in nature's colorful creations at Anderson Japanese Gardens, see the interesting displays at Historical Auto Attractions, and relax in the rural setting at Edwards Apple Orchard.

To find reviews, where to stay, traveler tips, and other tourist information, go to the Rockford vacation planning tool.

Indianapolis to Rockford is an approximately 3-hour flight. You can also drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. September in Rockford sees daily highs of 78°F and lows of 56°F at night. Wrap up your sightseeing on the 1st (Fri) to allow time to drive to Chicago.

Things to do in Rockford

Breweries & Distilleries · Parks · Museums · Historic Sites

Side Trips

Chicago

— 7 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, get up close and personal with brilliant marine life at Shedd Aquarium, get a new perspective on nature at Field Museum, and wander the streets of The Magnificent Mile.

To find where to stay, ratings, traveler tips, and other tourist information, refer to the Chicago trip planner.

Traveling by car from Rockford to Chicago takes 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and subway. Expect a daytime high around 65°F in October, and nighttime lows around 49°F. Finish your sightseeing early on the 8th (Fri) to allow enough time to fly to Springfield.

Things to do in Chicago

Parks · Museums · Childrens Museums · Tours

Side Trip

Springfield

— 3 nights

Flower City

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Change things up with these side-trips from Springfield: Grand View Drive (in Peoria) and Christ Apple Orchard (in Elmwood). There's much more to do: get your bearings at Abraham Lincoln Presidential Library and Museum, steep yourself in history at Lincoln Home National Historic Site, make a trip to Lincoln Tomb & War Memorials, and stroll through Lincoln Memorial Garden.

Plan a Springfield trip in moments using our itinerary builder.

Getting from Chicago to Springfield by flight takes about 2.5 hours. Other options: drive; or take a train. Expect a daytime high around 70°F in October, and nighttime lows around 47°F. Cap off your sightseeing on the 11th (Mon) early enough to travel to Makanda.

Things to do in Springfield

Museums · Historic Sites · Scenic Drive · Outdoors

Side Trips

Makanda

— 3 nights
Makanda is a village in Jackson County, Illinois, United States. You'll find plenty of places to visit near Makanda: Mermet Springs Scuba (in Vienna) and Henry N Barkhausen Cache River Wetlands Center (in Cypress). Next up on the itinerary: look for all kinds of wild species at Shawnee Bluffs Canopy Tour, learn about winemaking at Pomona Winery, and tour the pleasant surroundings at Shawnee Hills.

To find reviews, maps, traveler tips, and other tourist information, refer to the Makanda trip builder tool.

Traveling by car from Springfield to Makanda takes 3.5 hours. In October, daytime highs in Makanda are 71°F, while nighttime lows are 48°F. Wrap up your sightseeing on the 14th (Thu) to allow time to travel back home.

Things to do in Makanda

Wineries · Outdoors · Wildlife · Tours

Side Trips

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.