20 days in Illinois Itinerary

20 days in Illinois Itinerary

Created using Inspirock Illinois trip itinerary maker

Make it your trip
Fly
1
Chicago
— 5 nights
Drive
2
Saint Charles
— 3 nights
Drive
3
Springfield
— 3 nights
Drive
4
Rockford
— 3 nights
Drive
5
Galena
— 4 nights
Drive to Dubuque Regional Airport, Fly to Chhatrapati Shivaji International Airport

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Chicago

— 5 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, parks, and nightlife. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, meet the residents at Lincoln Park Zoo, take in panoramic vistas at Skydeck Chicago - Willis Tower, and take a leisurely stroll along Navy Pier.

Plan a trip to Chicago easily and quickly by telling Inspirock to suggest an itinerary.

Mumbai, India to Chicago is an approximately 22-hour flight. The time zone difference moving from India Standard Time (IST) to Central Standard Time (CST) is minus 11.5 hours. Traveling from Mumbai in August, expect a bit cooler with lows of 22°C in Chicago. Cap off your sightseeing on the 6th (Thu) early enough to go by car to Saint Charles.

Things to do in Chicago

Museums · Parks · Childrens Museums · Tours

Saint Charles

— 3 nights
St. Venture out of the city with trips to Pirate's Cove Children's Theme Park (in Elk Grove Village), Deer Grove Forest Preserve (in Palatine) and Whiskey Acres Distilling Co. (in DeKalb). There's lots more to do: browse the exhibits of Cantigny Park, contemplate in the serene atmosphere at Sri Venkateswara Swami Temple, brush up on your military savvy at First Division Museum at Cantigny, and stroll through Centennial Beach.

For other places to visit, maps, photos, and other tourist information, use the Saint Charles online tour planner.

Traveling by car from Chicago to Saint Charles takes an hour. Traveling from Chicago in August, you can expect nighttime temperatures to be little chillier in Saint Charles, with lows of 19°C. Wrap up your sightseeing on the 9th (Sun) early enough to travel to Springfield.

Things to do in Saint Charles

Parks · Museums · Outdoors · Historic Sites

Side Trips

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: Peoria (Grand View Drive & Forest Park Nature Center) and Constitution Trail (in Bloomington). There's still lots to do: get engrossed in the history at Abraham Lincoln Presidential Library and Museum, let little ones run wild at Washington Park, walk around Union Square Park, and contemplate the long history of Dana-Thomas House.

For traveler tips, more things to do, and tourist information, read our Springfield road trip planning website.

Traveling by car from Saint Charles to Springfield takes 3.5 hours. Expect a daytime high around 34°C in August, and nighttime lows around 20°C. Finish your sightseeing early on the 12th (Wed) so you can drive to Rockford.

Things to do in Springfield

Parks · Historic Sites · Museums · Outdoors

Side Trips

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. Explore the numerous day-trip ideas around Rockford: Starved Rock State Park (in Utica), Bureau County Soldiers and Sailors Monument (in Princeton) and Dixon (Old Settlers Memorial Cabin & Dixon's Railroad Street Arches). There's lots more to do: examine the collection at Historical Auto Attractions, admire the natural beauty at Anderson Japanese Gardens, identify plant and animal life at Kishwaukee River Forest Preserve, and steep yourself in history at John Deere Historic Site.

For ratings, maps, traveler tips, and other tourist information, read Rockford trip planning website.

Getting from Springfield to Rockford by car takes about 3.5 hours. Other options: fly; or do a combination of train and bus. Expect a daytime high around 32°C in August, and nighttime lows around 19°C. Cap off your sightseeing on the 15th (Sat) early enough to go by car to Galena.

Things to do in Rockford

Parks · Museums · Trails · Outdoors

Side Trips

Galena

— 4 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. Change things up with these side-trips from Galena: Hero Street Memorial Monument (in Silvis), Hennepin Canal State Park (in Sheffield) and Lock & Dam 13 Recreation Area (in Fulton). There's lots more to do: sample the fine beverages at Blaum Bros. Distilling Co., identify plant and animal life at Horseshoe Mound, get engrossed in the history at Galena / Jo Daviess County Historical Society and Museum, and appreciate the extensive heritage of Root Beer Revelry.

To see traveler tips, reviews, where to stay, and more tourist information, go to the Galena itinerary planner.

Traveling by car from Rockford to Galena takes 2 hours. Alternatively, you can do a combination of taxi and bus; or take a bus. August in Galena sees daily highs of 30°C and lows of 18°C at night. Wrap up your sightseeing by early afternoon on the 19th (Wed) to allow enough time to travel back home.

Things to do in Galena

Parks · Museums · Nature · Historic Sites

Side Trips

Illinois travel guide

4.4
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.