57 days in Illinois Itinerary

57 days in Illinois Itinerary

Created using Inspirock Illinois trip planner

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Route & dates

57 days in Illinois Itinerary

Start: Guatemala City
Fly + Drive:  9​h
1
Crystal Lake
— 7 nights
Drive:  1​h 45​min
2
Utica
— 7 nights
Drive:  2​h 15​min
3
Springfield
— 8 nights
Drive:  1​h 15​min
4
Shelbyville
— 7 nights
Drive:  2​h
5
Collinsville
— 7 nights
Drive:  2​h 15​min
6
Harrisburg
— 6 nights
Drive:  5​h 30​min
7
Chicago
— 13 nights
Fly:  8​h 45​min
End: Guatemala City

7
nights
Crystal Lake

Crystal Lake ©
Crystal Lake is a city in McHenry County in the U.S. For shopping fun, head to The Arboretum of South Barrington or Woodfield Mall. Get some cultural insight at Prarie States Winery and Lynfred Winery. Explore the numerous day-trip ideas around Crystal Lake: Bloomingdale Golf Club (in Bloomingdale), Illinois Beach State Park (in Zion) and Aurora (Phillips Park Zoo & Blackberry Farm). There's much more to do: look for all kinds of wild species at Red Oak Nature Center, experience rural life at Elawa Farm, tour the pleasant surroundings at Waukegan Municipal Beach, and look for gifts at Tom's Farm Market and Greenhouse.

To see where to stay, reviews, ratings, and other tourist information, you can read our Crystal Lake road trip site .

Guatemala City, Guatemala to Crystal Lake is an approximately 9-hour flight. Prepare for colder weather when traveling from Guatemala City in November: high temperatures in Crystal Lake hover around 10°C and lows are around -1°C. Wrap up your sightseeing on the 12th (Mon) early enough to travel to Utica.

Things to do in Crystal Lake

Parks Outdoors Wildlife

Side Trips

Aurora, Lynfred Winery, Red Oak Nature Center, Volo Bog State Natural Area, Woodfield Mall
Highlights from your plan
Red Oak Nature Center ©
Red Oak Nature Center
Volo Bog State Natural Area ©
Volo Bog State Natural Area
Prairie States Winery ©
Prairie States Winery

7
nights
Utica

Utica ©
North Utica, often known as Utica, is a village in Utica Township, LaSalle County, Illinois. Popular historic sites such as Apple River Fort and Ronald Reagan Boyhood Home are in your itinerary. Visiting Starved Rock State Park and Shabbona Lake State Park will get you outdoors. You'll find plenty of places to visit near Utica: Albany Mounds State Historic Site (in Albany), Christ Apple Orchard (in Elmwood) and Lowden State Park (in Oregon). And it doesn't end there: do a tasting at Fergedaboudit Vineyard & Winery, immerse yourself in nature at Mississippi Palisades State Park, snap pictures at Red Covered Bridge, and admire all the interesting features of Cedar Creek Ranch.

For ratings, traveler tips, photos, and other tourist information, read our Utica trip itinerary maker .

Traveling by car from Crystal Lake to Utica takes 2 hours. In November, daytime highs in Utica are 10°C, while nighttime lows are 0°C. Finish up your sightseeing early on the 19th (Mon) so you can go by car to Springfield.

Things to do in Utica

Parks Nature Outdoors

Side Trips

Dixon, Mississippi Palisades State Park, Shabbona Lake State Park, Buffalo Rock State Park, Fergedaboudit Vineyard & Winery
Highlights from your plan
Starved Rock State Park ©
Starved Rock State Park
Hennepin Canal State Park ©
Hennepin Canal State Park
Apple River Fort ©
Apple River Fort

8
nights
Springfield

Springfield ©
Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Museum-lovers will appreciate Lincoln Home National Historic Site and Dickson Mounds Museum. Step out of the city life by going to Lincoln Memorial Garden and Brown's Oakridge Zoo. Explore Springfield's surroundings by going to Maurie's of Pekin Candy Coffee and Ice Cream (in Pekin), Mackinaw Valley Vineyard (in Mackinaw) and Eastland Mall (in Bloomington). There's much more to do: get engrossed in the history at Abraham Lincoln Presidential Library and Museum, don't miss a visit to Lincoln Tomb & War Memorials, admire the landmark architecture of Elijah Iles House, and steep yourself in history at Dana-Thomas House.

To find reviews, where to stay, other places to visit, and tourist information, read our Springfield day trip app .

You can drive from Utica to Springfield in 2.5 hours. Other options are to do a combination of taxi, shuttle, and flight; or do a combination of taxi, train, and bus. While traveling from Utica, expect a bit warmer days and about the same nights in Springfield, ranging from highs of 14°C to lows of 0°C. Wrap up your sightseeing on the 27th (Tue) to allow time to travel to Shelbyville.

Things to do in Springfield

Parks Historic Sites Museums

Side Trips

Sugar Creek Covered Bridge, Danenberger Family Vineyards, Brown's Oakridge Zoo, Hickory Point Mall, Luthy Botanical Garden
Highlights from your plan
Lincoln Memorial Garden ©
Lincoln Memorial Garden
Lincoln Home National Historic Site ©

7
nights
Shelbyville

Shelbyville ©
Shelbyville is a city in Shelby County, Illinois, along the Kaskaskia River. Visiting Lake Shelbyville and Fox Ridge State Park will get you outdoors. Explore Shelbyville's surroundings by going to Casey (Giant Bird Cage & World's Largest Pitchfork), Vandalia Statehouse State Historic Site (in Vandalia) and Effingham (Hodgson Mill & TREC Calico Trail). There's lots more to do: trek along Lincoln Trail State Park, relax in the rural setting at Curtis Orchard & Pumpkin Patch, tour the pleasant surroundings at Douglas-Hart Nature Center, and pause for some photo ops at Alma Mater.

To find reviews, other places to visit, and more tourist information, use the Shelbyville journey planner.

You can drive from Springfield to Shelbyville in 1.5 hours. Expect a daytime high around 13°C in November, and nighttime lows around 1°C. Finish your sightseeing early on the 4th (Tue) so you can travel to Collinsville.

Things to do in Shelbyville

Parks Outdoors Nature

Side Trips

Casey, Effingham, Champaign, Outlets at Tuscola, Ludwig Farmstead Creamery
Highlights from your plan
Lake Shelbyville ©
Lake Shelbyville
Douglas-Hart Nature Center ©
Douglas-Hart Nature Center
Fox Ridge State Park ©
Fox Ridge State Park

7
nights
Collinsville

Collinsville ©
Collinsville is a city located mainly in Madison County, and partially in St. Satisfy your inner culture vulture at Cahokia Mounds State Historic Site and Hidden Lake Winery. Escape the urban bustle at Willoughby Heritage Farms and Lake Lou Yaeger. Venture out of the city with trips to Annbriar Golf Course (in Waterloo), Pere Marquette State Park (in Grafton) and Great Rivers Scenic Route (in Alton). The adventure continues: admire the engineering at Melvin Price Locks and Dam, stop by St. Clair Square, steep yourself in history at Eversgerd’s Civil War Fort, and tour the pleasant surroundings at Miner Park.

To see other places to visit, reviews, ratings, and more tourist information, use the Collinsville road trip app .

Drive from Shelbyville to Collinsville in 2 hours. In December, daily temperatures in Collinsville can reach 8°C, while at night they dip to -1°C. Finish up your sightseeing early on the 11th (Tue) so you can travel to Harrisburg.

Things to do in Collinsville

Parks Outdoors Nature

Side Trips

Fairview Heights, Belleville, Edwardsville, Eldon Hazlet State Park, Mastermind Vodka
Highlights from your plan
Lake Lou Yaeger ©
Lake Lou Yaeger
Cahokia Mounds State Historic Site ©
Cahokia Mounds State Historic Site
Miner Park ©
Miner Park

6
nights
Harrisburg

Harrisburg ©
Harrisburg is a city in and the county seat of Saline County, Illinois, United States. Satisfy your inner culture vulture at Rustle Hill Winery and StarView Vineyards. Step out of the city life by going to Ferne Clyffe State Park and Garden of the Gods. You'll find plenty of places to visit near Harrisburg: Tunnel Hill State Trail (in Vienna), Fort Massac State Park (in Metropolis) and Henry N Barkhausen Cache River Wetlands Center (in Cypress). The adventure continues: appreciate the views at Little Grand Canyon, get lost in a book at Marion Carnegie Library, trek along Jackson Falls Trail, and explore and take pictures at SIU Arena.

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

Drive from Collinsville to Harrisburg in 2.5 hours. In December, plan for daily highs up to 8°C, and evening lows to -1°C. Finish your sightseeing early on the 17th (Mon) to allow enough time to travel to Chicago.

Things to do in Harrisburg

Parks Wildlife Nature

Side Trips

Cobden, Beall Woods State Park, Rim Rock Recreation Trail, SIU Arena, Ferne Clyffe State Park
Highlights from your plan
Garden of the Gods ©
Garden of the Gods
Rim Rock Recreation Trail ©
Rim Rock Recreation Trail
StarView Vineyards ©
StarView Vineyards

13
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Visit Oak Street Beach and Kathy Osterman Beach for some beach relaxation. Get outdoors at Little Red Schoolhouse and Bengtson's Pumpkin Farm. Change things up with these side-trips from Chicago: Centennial Beach (in Naperville), River Trail Nature Center (in Northbrook) and Willowbrook Wildlife Center (in Glen Ellyn). There's lots more to do: admire the masterpieces at The Art Institute of Chicago, admire nature's wide array of creatures at Lincoln Park Zoo, see the interesting displays at The Field Museum, and wander the streets of The Magnificent Mile.

For where to stay, maps, more things to do, and other tourist information, refer to the Chicago trip maker tool .

You can drive from Harrisburg to Chicago in 5.5 hours. Another option is to fly. Expect a bit cooler weather when traveling from Harrisburg in December: highs in Chicago hover around 3°C, while lows dip to -3°C. Wrap up your sightseeing by early afternoon on the 31st (Mon) to allow time for travel back home.

Things to do in Chicago

Parks Outdoors Beaches

Side Trips

Oak Park, Willowbrook Wildlife Center, Grosse Point Lighthouse, Lake Michigan, Centennial Beach
Highlights from your plan
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum

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