40 days in Illinois Itinerary

40 days in Illinois Itinerary

Created using Inspirock Illinois trip planner

Make it your trip
Fly to Chicago O'Hare International Airport, Drive to Rockford
1
Rockford
— 5 nights
Drive
2
Galena
— 5 nights
Fly
3
Chicago
— 7 nights
Drive
4
Pontiac
— 4 nights
Drive
5
Casey
— 3 nights
Drive
6
Makanda
— 4 nights
Drive
7
Alton
— 4 nights
Drive
8
Springfield
— 6 nights
Fly

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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. You'll find plenty of places to visit near Rockford: Dixon (The Next Picture Show, Veterans Memorial Park, &more), Barnacopia (in Polo) and Franklin Creek Grist Mill (in Franklin Grove). The adventure continues: 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 The Eagle's Nest Art Colony Collection, and contemplate the long history of Oscar Taylor Home.

To see maps, reviews, ratings, and more tourist information, use the Rockford trip planner.

Lucknow, India to Rockford is an approximately 25-hour combination of flight and car. The time zone changes from India Standard Time to Central Standard Time, which is usually a -11.5 hour difference. Expect cooler weather when traveling from Lucknow in June: highs in Rockford hover around 32°C, while lows dip to 18°C. Cap off your sightseeing on the 20th (Sun) early enough to go by car to Galena.

Things to do in Rockford

Parks · Museums · Trails · Historic Sites

Side Trips

Galena

— 5 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. You'll find plenty of places to visit near Galena: Timber Lake Playhouse (in Mount Carroll), Fulton (Windmill Cultural Center, De Immigrant Windmill, &more) and Thomson Causeway Recreation Area (in Thomson). There's much more to do: brush up on your knowledge of spirits at Blaum Bros. Distilling Co., take an in-depth tour of Galena / Jo Daviess County Historical Society and Museum, steep yourself in history at Ulysses S. Grant Home, and get thoroughly spooked out with a ghost and vampire tour.

To find traveler tips, reviews, photos, and other tourist information, you can read our Galena route website.

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 in Galena, expect temperatures between 30°C during the day and 17°C at night. Finish up your sightseeing early on the 25th (Fri) so you can catch the flight to Chicago.

Things to do in Galena

Parks · Museums · Historic Sites · Shopping

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, parks, and nightlife. Your trip includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, learn more about the world around you at Field Museum, admire the landmark architecture of Skydeck Chicago - Willis Tower, and walk around Millennium Park.

For maps, reviews, photos, and more tourist information, read Chicago trip planner.

Traveling by flight from Galena to Chicago takes 2.5 hours. Alternatively, you can drive; or take a bus. In June in Chicago, expect temperatures between 32°C during the day and 20°C at night. Wrap up your sightseeing on the 2nd (Fri) early enough to drive to Pontiac.

Things to do in Chicago

Museums · Parks · Childrens Museums · Historic Sites

Side Trip

Pontiac

— 4 nights
Pontiac is a city in Livingston County, Illinois, United States. Get out of town with these interesting Pontiac side-trips: Starved Rock State Park (in Utica), Bureau County Historical Society Museum (in Princeton) and Ottawa (Reddick Mansion and Gardens & SaltTreeYoga). The adventure continues: don't miss a visit to Route 66 Shield Mural, see the interesting displays at IL Route 66 Association Hall of Fame & Museum, admire the natural beauty at Weber House and Garden, and learn about all things military at Livingston County War Museum.

To see maps, photos, traveler tips, and other tourist information, read our Pontiac trip planner.

Drive from Chicago to Pontiac in 2 hours. In July in Pontiac, expect temperatures between 32°C during the day and 20°C at night. Finish your sightseeing early on the 6th (Tue) so you can travel to Casey.

Things to do in Pontiac

Museums · Parks · Nature · Trails

Side Trips

Casey

— 3 nights
Casey is a city in Clark and Cumberland counties in the U.S. state of Illinois. You'll find plenty of places to visit near Casey: Heath Candy Bar Museum (in Robinson) and Marshall (Lincoln Trail State Park & Castle Finn Vineyard & Winery). There's lots more to do: make a trip to World's Largest Rocking Chair, contemplate the long history of Lincoln Log Cabin, look for gifts at Casey's Candy Depot, and appreciate the history behind The Big Yardstick.

Start your trip to Casey by creating a personalized itinerary on Inspirock.

You can drive from Pontiac to Casey in 3 hours. In July in Casey, expect temperatures between 33°C during the day and 20°C at night. Finish your sightseeing early on the 9th (Fri) so you can travel to Makanda.

Things to do in Casey

Shopping · Wineries · Trails · Historic Sites

Side Trips

Makanda

— 4 nights
Makanda is a village in Jackson County, Illinois, United States. You'll find plenty of places to visit near Makanda: Henry N Barkhausen Cache River Wetlands Center (in Cypress), Cache River State Natural Area (in Belknap) and Mermet Springs Scuba (in Vienna). There's still lots to do: get a dose of the wild on Shawnee Bluffs Canopy Tour, learn about winemaking at Lincoln Heritage Winery, trek along Pomona Natural Bridge, and steep yourself in history at U.S. Custom House.

To see other places to visit, more things to do, and more tourist information, refer to the Makanda day trip site.

You can drive from Casey to Makanda in 3 hours. In July, plan for daily highs up to 35°C, and evening lows to 22°C. Wrap up your sightseeing on the 13th (Tue) to allow time to travel to Alton.

Things to do in Makanda

Outdoors · Wildlife · Parks · Wineries

Side Trips

Alton

— 4 nights
Alton is a city on the Mississippi River in Madison County, Illinois, United States, about 15mi north of St. Explore the numerous day-trip ideas around Alton: Cahokia Mounds State Historic Site (in Collinsville), Eversgerd’s Civil War Fort (in Germantown) and Miner Park (in Glen Carbon). There's still lots to do: cruise along Great Rivers Scenic Route, see human ingenuity at work at Melvin Price Locks and Dam, take in the architecture and atmosphere at First Unitarian Church, and make a trip to Centralia Carillon.

To see maps, more things to do, reviews, and other tourist information, read our Alton trip builder site.

Getting from Makanda to Alton by car takes about 2.5 hours. July in Alton sees daily highs of 34°C and lows of 21°C at night. Wrap up your sightseeing on the 17th (Sat) early enough to drive to Springfield.

Things to do in Alton

Historic Sites · Museums · Parks · Outdoors

Side Trips

Springfield

— 6 nights

Flower City

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Venture out of the city with trips to Lake of The Woods County Park (in Mahomet), Lincoln Heritage Museum (in Lincoln) and Busey Woods (in Urbana). Next up on the itinerary: take an in-depth tour of Abraham Lincoln Presidential Library and Museum, make a trip to Lincoln Tomb & War Memorials, steep yourself in history at Lincoln Home National Historic Site, and explore the different monuments and memorials at Camp Butler National Cemetery.

To see traveler tips, reviews, photos, and more tourist information, refer to the Springfield trip planner.

Drive from Alton to Springfield in 2 hours. In July, daytime highs in Springfield are 35°C, while nighttime lows are 22°C. Finish up your sightseeing early on the 23rd (Fri) so you can catch the flight back home.

Things to do in Springfield

Historic Sites · Museums · Outdoors · Parks

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.