29 days in Illinois Itinerary

29 days in Illinois Itinerary

Created using Inspirock Illinois trip planner

Make it your trip
Fly
1
Chicago
— 6 nights
Drive
2
Makanda
— 3 nights
Drive
3
Springfield
— 5 nights
Drive
4
Peoria
— 4 nights
Drive
5
Galena
— 3 nights
Drive
6
Rockford
— 5 nights
Drive to Chicago O'Hare International Airport, Fly to Melbourne

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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: admire the masterpieces at The Art Institute of Chicago, learn more about the world around you at Field Museum, take a leisurely stroll along Navy Pier, and observe the fascinating underwater world at Shedd Aquarium.

To see maps, where to stay, reviews, and more tourist information, refer to the Chicago road trip planning tool.

Melbourne, Australia to Chicago is an approximately 22.5-hour flight. Due to the time zone difference, you'll gain 16 hours traveling from Melbourne to Chicago. Traveling from Melbourne in September, expect Chicago to be somewhat warmer, temps between 30°C and 19°C. Cap off your sightseeing on the 21st (Tue) early enough to travel to Makanda.

Things to do in Chicago

Museums · Parks · Childrens Museums · Tours

Side Trip

Makanda

— 3 nights
Makanda is a village in Jackson County, Illinois, United States. Venture out of the city with trips to Henry N Barkhausen Cache River Wetlands Center (in Cypress) and Mermet Springs Scuba (in Vienna). Next up on the itinerary: surround yourself with nature on Shawnee Bluffs Canopy Tour, hike along Shawnee Hills, and learn about winemaking at Hickory Ridge Vineyard.

For maps, photos, reviews, and more tourist information, go to the Makanda day trip planner.

Getting from Chicago to Makanda by car takes about 5.5 hours. Other options: do a combination of flight and car. In September, plan for daily highs up to 32°C, and evening lows to 17°C. Finish up your sightseeing early on the 24th (Fri) so you can travel to Springfield.

Things to do in Makanda

Outdoors · Wineries · Wildlife · Tours

Side Trips

Springfield

— 5 nights

Flower City

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
You'll find plenty of places to visit near Springfield: Busey Woods (in Urbana), Lake of The Woods County Park (in Mahomet) and Great Rivers Scenic Route (in Alton). There's lots more to do: get lost in a book at Abraham Lincoln Presidential Library and Museum, make a trip to Lincoln Tomb & War Memorials, explore the different monuments and memorials at Camp Butler National Cemetery, and contemplate the long history of Dana-Thomas House.

To find traveler tips, ratings, and tourist information, go to the Springfield trip planner.

Traveling by car from Makanda to Springfield takes 3.5 hours. In September, daily temperatures in Springfield can reach 32°C, while at night they dip to 17°C. Cap off your sightseeing on the 29th (Wed) early enough to go by car to Peoria.

Things to do in Springfield

Historic Sites · Outdoors · Museums · Parks

Side Trips

Peoria

— 4 nights
Venture out of the city with trips to Route 66 Shield Mural (in Pontiac), Bureau County Soldiers and Sailors Monument (in Princeton) and Hennepin Canal State Park (in Sheffield).

To find ratings, more things to do, traveler tips, and other tourist information, read our Peoria day trip planning tool.

Traveling by car from Springfield to Peoria takes 1.5 hours. Alternatively, you can take a bus. September in Peoria sees daily highs of 32°C and lows of 17°C at night. Wrap up your sightseeing on the 3rd (Sun) early enough to drive to Galena.

Things to do in Peoria

Museums · Nature · Outdoors · Parks

Side Trips

Galena

— 3 nights
Galena is the largest city in and the county seat of Jo Daviess County, Illinois, with a population of 3,429 at the 2010 census. When in Galena, make a side trip to see Lock & Dam 13 Recreation Area in Fulton, approximately Fulton away. There's lots more to do: brush up on your knowledge of spirits at Blaum Bros. Distilling Co., stroll around Grant Park, contemplate the long history of Ulysses S. Grant Home, and pause for some photo ops at Galena Veterans Memorial Park.

For other places to visit, reviews, traveler tips, and other tourist information, read Galena journey site.

Drive from Peoria to Galena in 3.5 hours. Alternatively, you can fly; or do a combination of bus, ferry, and car. In October, Galena is little chillier than Peoria - with highs of 19°C and lows of 6°C. Finish up your sightseeing early on the 6th (Wed) so you can go by car to Rockford.

Things to do in Galena

Parks · Trails · Nature · Outdoors

Side Trips

Rockford

— 5 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. Explore Rockford's surroundings by going to John Deere Historic Site (in Grand Detour), Edwards Apple Orchard (in Poplar Grove) and Whiskey Acres Distilling Co. (in DeKalb). And it doesn't end there: examine the collection at Historical Auto Attractions, relax in the rural setting at Selmi's Greenhouse and Farm Market, admire the natural beauty at Anderson Japanese Gardens, and contemplate the long history of Oscar Taylor Home.

To find maps, reviews, traveler tips, and more tourist information, refer to the Rockford trip itinerary planning app.

Traveling by car from Galena to Rockford takes 2 hours. Alternatively, you can do a combination of bus and taxi; or take a bus. In October, daily temperatures in Rockford can reach 20°C, while at night they dip to 7°C. Finish up your sightseeing early on the 11th (Mon) so you can travel back home.

Things to do in Rockford

Parks · Historic Sites · Museums · Breweries & Distilleries

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.