22 days in Illinois Itinerary

22 days in Illinois Itinerary

Created using Inspirock Illinois journey planner

Plan created by another user. Make it yours
Fly
1
Chicago
— 11 nights
Drive
2
Rockford
— 4 nights
Drive
3
Galena
— 2 nights
Drive
4
Utica
— 2 nights
Drive
5
Springfield
— 1 night
Drive
6
Harrisburg
— 1 night
Drive

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11
nights
Chicago

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Visiting Lakefront Trail and Kayaking & Canoeing will get you outdoors. For shopping fun, head to Lincoln Park or Chudnow Museum of Yesteryear. You'll find plenty of places to visit near Chicago: Atwater Park & Beach (in Shorewood), Milwaukee (Henry Maier Festival Park, Milwaukee Art Museum, &more) and Chesterton (Coffee Creek Watershed Preserve, Indiana Dunes State Park, &more). The adventure continues: see the interesting displays at Richard H. Driehaus Museum, take in the architecture and atmosphere at Basilica of the Sacred Heart, appreciate the extensive heritage of Chicago Riverwalk, and have some family-friendly fun at Fox in a Box Chicago.

To see reviews, ratings, photos, and other tourist information, you can read our Chicago visit planner.

Pittsburgh to Chicago is an approximately 4-hour flight. You can also drive; or take a train. The time zone difference when traveling from Pittsburgh to Chicago is minus 1 hour. In June, daytime highs in Chicago are 81°F, while nighttime lows are 63°F. Wrap up your sightseeing on the 18th (Fri) to allow time to drive to Rockford.

Things to do in Chicago

Parks · Outdoors · Historic Sites · Museums

Side Trips

4
nights
Rockford

Rockford is the third largest city in the U.S. Step out of the city life by going to Geneva Lake Shore Path and Riviera Beach. Explore hidden gems such as Anderson Japanese Gardens and Big Foot Beach State Park. Change things up with these side-trips from Rockford: Rotary Botanical Gardens (in Janesville), Lake Geneva (Geneva National Resort & Club, Aerial Adventures, &more) and Williams Bay (Williams Bay Beach & Kishwauketoe Conservancy). There's more to do: explore the landscape on two wheels at White River State Trail and see the interesting displays at Chocolate Museum.

Planning Rockford trip won't be overwheling when you use's Insprock itinerary maker.

Getting from Chicago to Rockford by car takes about 1.5 hours. Other options: take a bus; or do a combination of subway and bus. In June, daytime highs in Rockford are 81°F, while nighttime lows are 60°F. Cap off your sightseeing on the 22nd (Tue) early enough to go by car to Galena.

Things to do in Rockford

Outdoors · Parks · Beaches · Nature

Side Trips

2
nights
Galena

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. Start off your visit on the 23rd (Wed): indulge your taste buds at Massbach Ridge Tasting Room, get engrossed in the history at Galena / Jo Daviess County Historical Society and Museum, contemplate the long history of Dowling House, then relax and rejuvenate at some of the best spas, then contemplate the long history of Ulysses S. Grant Home, and finally deepen your understanding of the past and present with a heritage tour. On the 24th (Thu), you'll have a packed day of sightseeing: see the interesting displays at Savanna Train Car Museum, make a trip to Galena Veterans Memorial Park, then steep yourself in history at Belvedere Mansion, then fly down the slopes at Chestnut Mountain Resort, and finally stop by Jamie's Wine Studio.

To see ratings, reviews, traveler tips, and other tourist information, use the Galena sightseeing planning tool.

You can drive from Rockford to Galena in 2 hours. Alternatively, you can do a combination of taxi and bus; or take a bus. In June, daily temperatures in Galena can reach 79°F, while at night they dip to 59°F. Finish your sightseeing early on the 24th (Thu) to allow enough time to drive to Utica.

Things to do in Galena

Historic Sites · Museums · Tours · Shopping

Side Trip

2
nights
Utica

North Utica, often known as Utica, is a village in Utica Township, LaSalle County, Illinois. Start off your visit on the 25th (Fri): see the interesting displays at Westclox Museum, immerse yourself in nature at Matthiessen State Park, admire the majestic nature at Starved Rock State Park, then stop by Mix's Trading Post, and finally walk around Allen Park. On your second day here, admire the majestic nature at Illini State Park, then see the interesting displays at IL Route 66 Association Hall of Fame & Museum, then immerse yourself in nature at Buffalo Rock State Park, and finally walk around LaSalle Rotary Park.

To find other places to visit, traveler tips, ratings, and more tourist information, you can read our Utica holiday maker app.

Traveling by car from Galena to Utica takes 3.5 hours. Alternatively, you can do a combination of flight, shuttle, and taxi; or do a combination of bus and taxi. June in Utica sees daily highs of 81°F and lows of 61°F at night. Finish your sightseeing early on the 26th (Sat) so you can drive to Springfield.

Things to do in Utica

Parks · Nature · Shopping · Museums

Side Trips

1
night
Springfield

Flower City

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
On the 27th (Sun), steep yourself in history at Dana-Thomas House, ponder the world of politics at Old State Capitol, examine the collection at Illinois State Museum, don't miss a visit to Lincoln Tomb & War Memorials, then get engrossed in the history at Union Station - Lincoln from History to Hollywood, and finally take in the views from Sugar Creek Covered Bridge.

To see maps, reviews, where to stay, and other tourist information, go to the Springfield trip planner.

You can drive from Utica to Springfield in 2.5 hours. Other options are to do a combination of taxi, train, and bus; or do a combination of taxi, shuttle, and flight. In June, plan for daily highs up to 85°F, and evening lows to 65°F. Cap off your sightseeing on the 27th (Sun) early enough to travel to Harrisburg.

Things to do in Springfield

Historic Sites · Museums

Side Trip

1
night
Harrisburg

Harrisburg is a city in and the county seat of Saline County, Illinois, United States. Kick off your visit on the 28th (Mon): explore the stunning scenery at Little Grand Canyon and then identify plant and animal life at Garden of the Gods.

To find other places to visit, where to stay, traveler tips, and more tourist information, you can read our Harrisburg trip itinerary planner.

Getting from Springfield to Harrisburg by car takes about 3.5 hours. June in Harrisburg sees daily highs of 85°F and lows of 65°F at night. Wrap up your sightseeing by early afternoon on the 28th (Mon) to allow time for travel back home.

Things to do in Harrisburg

Wildlife · Parks · Nature

Side Trip

Highlights from your trip

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.