60 days in Illinois Itinerary

60 days in Illinois Itinerary

Created using Inspirock Illinois holiday maker

Make it your trip
Drive
1
Makanda
— 3 nights
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2
Alton
— 5 nights
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3
Springfield
— 7 nights
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4
Peoria
— 8 nights
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5
Ottawa
— 3 nights
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6
Galena
— 7 nights
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7
Rockford
— 7 nights
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8
Waukegan
— 5 nights
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9
Chicago
— 14 nights

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Makanda

— 3 nights
Makanda is a village in Jackson County, Illinois, United States. Explore the numerous day-trip ideas around Makanda: Cache River State Natural Area (in Belknap), Henry N Barkhausen Cache River Wetlands Center (in Cypress) and Mermet Springs Scuba (in Vienna). There's lots more to do: get a dose of the wild on Shawnee Bluffs Canopy Tour, stroll through Shawnee Hills, do a tasting at Pomona Winery, and admire the majestic nature at Giant City State Park.

For traveler tips, more things to do, maps, and tourist information, read Makanda online trip maker.

Chicago to Makanda is an approximately 5.5-hour car ride. You can also do a combination of flight and car. In August in Makanda, expect temperatures between 85°F during the day and 65°F at night. Wrap up your sightseeing on the 9th (Mon) to allow time to travel to Alton.

Things to do in Makanda

Parks · Wineries · Wildlife · Outdoors

Side Trips

Find places to stay Aug 6 — 9:

Alton

— 5 nights
Alton is a city on the Mississippi River in Madison County, Illinois, United States, about 15mi north of St. Venture out of the city with trips to Eversgerd’s Civil War Fort (in Germantown), Pere Marquette State Park (in Grafton) and Braeutigam Orchards (in Belleville). There's much more to do: take a memorable drive along Great Rivers Scenic Route, make a trip to Haskell Playhouse, examine the collection at National Great Rivers Museum, and take an in-depth tour of Beall Mansion Tour.

To see other places to visit, reviews, maps, and tourist information, you can read our Alton planner.

You can drive from Makanda to Alton in 2.5 hours. In August, daytime highs in Alton are 83°F, while nighttime lows are 63°F. Wrap up your sightseeing on the 14th (Sat) to allow time to drive to Springfield.

Things to do in Alton

Parks · Museums · Historic Sites · Outdoors

Side Trips

Find places to stay Aug 9 — 14:

Springfield

— 7 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: Mount Pulaski Courthouse State Historic Site (in Mount Pulaski), Lake Lou Yaeger (in Litchfield) and Lincoln (Lincoln Heritage Museum & Lincoln County Illinois Courthouse). There's still lots to do: take an in-depth tour of Abraham Lincoln Presidential Library and Museum, steep yourself in history at Edwards Place Historic Home, stroll through Lincoln Memorial Garden, and get a sense of history and politics at Old State Capitol.

For traveler tips, maps, other places to visit, and more tourist information, read Springfield trip planning tool.

Traveling by car from Alton to Springfield takes 2 hours. August in Springfield sees daily highs of 84°F and lows of 64°F at night. Finish your sightseeing early on the 21st (Sat) to allow enough time to drive to Peoria.

Things to do in Springfield

Historic Sites · Museums · Parks · Outdoors

Side Trips

Find places to stay Aug 14 — 21:

Peoria

— 8 nights
Explore Peoria's surroundings by going to Rock Island Trail (in Wyoming), Bloomington (Evergreen Memorial Cemetery & Constitution Trail) and South Quad Bell Tower (in Urbana).

To find other places to visit, traveler tips, maps, and tourist information, use the Peoria trip itinerary planner.

You can drive from Springfield to Peoria in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 84°F in August, and nighttime lows around 65°F. Finish your sightseeing early on the 29th (Sun) to allow enough time to drive to Ottawa.

Things to do in Peoria

Parks · Museums · Outdoors · Trails

Side Trips

Find places to stay Aug 21 — 29:

Ottawa

— 3 nights
Ottawa is a city located at the confluence of the navigable Illinois River and Fox River in LaSalle County, Illinois, United States. Explore Ottawa's surroundings by going to Bureau County Historical Society Museum (in Princeton) and Pontiac (Pontiac-Oakland Automobile Museum, Livingston County Courthouse, &more). There's still lots to do: relax and rejuvenate at SaltTreeYoga, admire the majestic nature at Starved Rock State Park, appreciate the history behind The Middle East Conflicts Wall Memorial, and stroll through Washington Square Park.

To see maps, traveler tips, other places to visit, and tourist information, read Ottawa trip maker site.

Drive from Peoria to Ottawa in 1.5 hours. In August, daytime highs in Ottawa are 81°F, while nighttime lows are 62°F. Wrap up your sightseeing on the 1st (Wed) to allow time to travel to Galena.

Things to do in Ottawa

Museums · Parks · Nature · Trails

Side Trips

Find places to stay Aug 29 — Sep 1:

Galena

— 7 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. Venture out of the city with trips to Thomson Causeway Recreation Area (in Thomson), Stockton Heritage Museum (in Stockton) and Massbach Ridge Winery (in Elizabeth). There's much more to do: sample the fine beverages at Blaum Bros. Distilling Co., admire the landmark architecture of Market House State Historic, steep yourself in history at De Immigrant Windmill, and see the interesting displays at The Old Blacksmith Shop.

Plan my Galena trip by asking Inspirock to come up with tips and suggestions.

Drive from Ottawa to Galena in 3 hours. In September, plan for daily highs up to 75°F, and evening lows to 54°F. Wrap up your sightseeing on the 8th (Wed) early enough to drive to Rockford.

Things to do in Galena

Historic Sites · Museums · Parks · Wildlife

Side Trips

Find places to stay Sep 1 — 8:

Rockford

— 7 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. Change things up with these side-trips from Rockford: Dixon (The Next Picture Show, Old Settlers Memorial Cabin, &more), Jonamac Orchard (in Malta) and Whiskey Acres Distilling Co. (in DeKalb). And it doesn't end there: examine the collection at Historical Auto Attractions, hike along Jane Addams Recreation Trail, admire the natural beauty at Anderson Japanese Gardens, and stroll through Kishwaukee River Forest Preserve.

For reviews, traveler tips, other places to visit, and more tourist information, you can read our Rockford trip planner.

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 September, plan for daily highs up to 78°F, and evening lows to 56°F. Wrap up your sightseeing on the 15th (Wed) early enough to drive to Waukegan.

Things to do in Rockford

Parks · Museums · Historic Sites · Trails

Side Trips

Find places to stay Sep 8 — 15:

Waukegan

— 5 nights
Waukegan is a city and the county seat of Lake County, Illinois, United States. You'll find plenty of places to visit near Waukegan: Elgin History Museum (in Elgin), Copper Fiddle Distillery (in Lake Zurich) and Volo Auto Museum (in Volo). There's lots more to do: admire the natural beauty at Chicago Botanic Garden, tour the pleasant surroundings at Rosewood Beach, stroll around Independence Grove Forest Preserve, and get engrossed in the history at Grayslake Heritage Center & Museum.

To find maps, more things to do, photos, and tourist information, read our Waukegan itinerary planning site.

You can drive from Rockford to Waukegan in 2 hours. September in Waukegan sees daily highs of 74°F and lows of 55°F at night. Finish up your sightseeing early on the 20th (Mon) so you can go by car to Chicago.

Things to do in Waukegan

Parks · Wildlife · Museums · Outdoors

Side Trips

Find places to stay Sep 15 — 20:

Chicago

— 14 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Venture out of the city with trips to Merrick Rose Garden (in Evanston) and Riverwalk Lot (in Naperville). The adventure continues: explore the world behind art at The Art Institute of Chicago, take in panoramic vistas at Skydeck Chicago - Willis Tower, observe the fascinating underwater world at Shedd Aquarium, and laugh and play at Navy Pier.

Plan my day in Chicago using traveler tips and tourist information provided by Inspirock.

Drive from Waukegan to Chicago in 1.5 hours. Expect a bit warmer evenings in Chicago when traveling from Waukegan in September, with lows around 61°F. Finish your sightseeing early on the 4th (Mon) to allow enough time to travel back home.

Things to do in Chicago

Parks · Museums · Historic Sites · Outdoors

Side Trips

Find places to stay Sep 20 — Oct 4:

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.