60 days in Illinois Itinerary

60 days in Illinois Itinerary

Created using Inspirock Illinois trip itinerary planner

Make it your trip
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Chicago
— 15 nights
Drive
2
Makanda
— 5 nights
Drive
3
Alton
— 4 nights
Drive
4
Springfield
— 7 nights
Drive
5
Peoria
— 7 nights
Drive
6
Rock Island
— 5 nights
Drive
7
Galena
— 7 nights
Drive
8
Dixon
— 6 nights
Drive
9
Ottawa
— 3 nights
Drive

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Chicago

— 15 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore the numerous day-trip ideas around Chicago: Maple Street Chapel (in Lombard) and Illinois Prairie Path (in Wheaton). Next up on the itinerary: explore the world behind art at The Art Institute of Chicago, take in the waterfront at Navy Pier, take a stroll through The Magnificent Mile, and get a new perspective on nature at Field Museum.

For other places to visit, photos, ratings, and tourist information, you can read our Chicago trip itinerary website.

Use the Route module to find suitable travel options from your home destination to Chicago. In April, plan for daily highs up to 59°F, and evening lows to 40°F. Wrap up your sightseeing on the 15th (Sat) early enough to travel to Makanda.

Things to do in Chicago

Museums · Parks · Historic Sites · Tours

Side Trips

Find places to stay Apr 30 — May 15:

Makanda

— 5 nights
Makanda is a village in Jackson County, Illinois, United States. Explore Makanda's surroundings by going to Cache River State Natural Area (in Belknap), Mound City National Cemetery (in Mound City) and Henry N Barkhausen Cache River Wetlands Center (in Cypress). There's much more to do: surround yourself with nature on Shawnee Bluffs Canopy Tour, do a tasting at Lincoln Heritage Winery, pause for some photo ops at Bald Knob Cross of Peace, and trek along Shawnee Hills.

To find where to stay, ratings, reviews, and more tourist information, go to the Makanda trip itinerary planning tool.

Traveling by car from Chicago to Makanda takes 5.5 hours. Alternatively, you can do a combination of flight and car. Expect a daytime high around 76°F in May, and nighttime lows around 56°F. Finish your sightseeing early on the 20th (Thu) to allow enough time to travel to Alton.

Things to do in Makanda

Wineries · Parks · Outdoors · Wildlife

Side Trips

Find places to stay May 15 — 20:

Alton

— 4 nights
Alton is a city on the Mississippi River in Madison County, Illinois, United States, about 15mi north of St. Get out of town with these interesting Alton side-trips: Miner Park (in Glen Carbon), Eversgerd’s Civil War Fort (in Germantown) and National Shrine of Our Lady of the Snows (in Belleville). There's much more to do: cruise along Great Rivers Scenic Route, walk around Gordon F. Moore Community Park, take an in-depth tour of Beall Mansion Tour, and pause for some serene contemplation at First Unitarian Church.

To find other places to visit, traveler tips, maps, and other tourist information, read our Alton road trip planning app.

Traveling by car from Makanda to Alton takes 2.5 hours. In May in Alton, expect temperatures between 74°F during the day and 54°F at night. Finish up your sightseeing early on the 24th (Mon) so you can go by car to Springfield.

Things to do in Alton

Museums · Historic Sites · Parks · Outdoors

Side Trips

Find places to stay May 20 — 24:

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: Alto Vineyards and Winery (in Champaign), Mount Pulaski Courthouse State Historic Site (in Mount Pulaski) and Hand of Fate Brewing Company (in Petersburg). And it doesn't end there: get engrossed in the history at Abraham Lincoln Presidential Library and Museum, let the kids burn off some steam at Washington Park, take in the architecture and atmosphere at Cathedral of the Immaculate Conception, and don't miss a visit to Lincoln Tomb & War Memorials.

To find traveler tips, where to stay, maps, and more tourist information, read our Springfield trip planner.

Traveling by car from Alton to Springfield takes 2 hours. In May, plan for daily highs up to 76°F, and evening lows to 55°F. Wrap up your sightseeing on the 31st (Mon) early enough to drive to Peoria.

Things to do in Springfield

Historic Sites · Museums · Parks · Wildlife

Side Trips

Find places to stay May 24 — 31:

Peoria

— 7 nights
Explore Peoria's surroundings by going to University Galleries of Illinois State University (in Normal), Bloomington (David Davis Mansion State Historic Site, McLean County Museum of History, &more) and Funk Prairie Home Museum (in Shirley).

For photos, maps, reviews, and other tourist information, use the Peoria trip planner.

Drive from Springfield to Peoria in 1.5 hours. Alternatively, you can take a bus. In May in Peoria, expect temperatures between 75°F during the day and 54°F at night. Wrap up your sightseeing on the 7th (Mon) early enough to drive to Rock Island.

Things to do in Peoria

Parks · Museums · Historic Sites · Outdoors

Side Trips

Find places to stay May 31 — Jun 7:

Rock Island

— 5 nights
Rock Island is a city in and the county seat of Rock Island County, Illinois, United States. Explore Rock Island's surroundings by going to Nauvoo (Brigham Young Home, Nauvoo Temple, &more). Next up on the itinerary: try your luck at Jumer's Casino Rock Island, take in nature's colorful creations at Quad City Botanical Center, learn about all things military at Rock Island Arsenal Museum, and appreciate the history behind Atomic Cannon.

To find traveler tips, maps, reviews, and more tourist information, you can read our Rock Island trip tool.

You can drive from Peoria to Rock Island in 2 hours. Alternatively, you can take a bus. In June, daily temperatures in Rock Island can reach 83°F, while at night they dip to 62°F. Wrap up your sightseeing on the 12th (Sat) early enough to drive to Galena.

Things to do in Rock Island

Historic Sites · Museums · Parks · Shopping

Side Trips

Find places to stay Jun 7 — 12:

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. Get out of town with these interesting Galena side-trips: Savanna Train Car Museum (in Savanna), Stockton Heritage Museum (in Stockton) and Massbach Ridge Winery (in Elizabeth). The adventure continues: sample the fine beverages at Blaum Bros. Distilling Co., walk around Grant Park, appreciate the history behind Galena Veterans Memorial Park, and take an in-depth tour of Galena / Jo Daviess County Historical Society and Museum.

For ratings, reviews, and other tourist information, use the Galena trip planner.

You can drive from Rock Island to Galena in 2 hours. Alternatively, you can 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 19th (Sat) to allow enough time to drive to Dixon.

Things to do in Galena

Parks · Museums · Wineries · Shopping

Side Trips

Find places to stay Jun 12 — 19:

Dixon

— 6 nights
Dixon is a city and county seat of Lee County, Illinois, United States. Change things up with these side-trips from Dixon: Thomson Causeway Recreation Area (in Thomson), Fulton (De Immigrant Windmill, Lock & Dam 13 Recreation Area, &more) and Freeport (Lincoln Douglas Debate Square, Oscar Taylor Home, &more). The adventure continues: don't miss a visit to Old Settlers Memorial Cabin, contemplate the long history of Dillon Home Museum, get engrossed in the history at Veterans Memorial Park, and see the interesting displays at The Eagle's Nest Art Colony Collection.

For traveler tips, other places to visit, reviews, and other tourist information, refer to the Dixon travel route planner.

Drive from Galena to Dixon in 2 hours. In June, daytime highs in Dixon are 82°F, while nighttime lows are 61°F. Finish your sightseeing early on the 25th (Fri) to allow enough time to drive to Ottawa.

Things to do in Dixon

Parks · Museums · Historic Sites · Wildlife

Side Trips

Find places to stay Jun 19 — 25:

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. Get out of town with these interesting Ottawa side-trips: Whiskey Acres Distilling Co. (in DeKalb), Pontiac (Livingston County War Museum, Route 66 Shield Mural, &more) and Bureau County Soldiers and Sailors Monument (in Princeton). Next up on the itinerary: indulge in some personalized pampering at SaltTreeYoga, examine the collection at Ottawa Historical and Scouting Heritage Museum, do a tasting at August Hill Winery & Illinois Sparkling Co. Tasting Room, and stroll around Washington Square Park.

To see traveler tips, reviews, photos, and tourist information, go to the Ottawa trip itinerary builder app.

Drive from Dixon to Ottawa in 1.5 hours. In June, daytime highs in Ottawa are 81°F, while nighttime lows are 61°F. Finish up your sightseeing early on the 28th (Mon) so you can go by car back home.

Things to do in Ottawa

Museums · Parks · Nature · Spas

Side Trips

Find places to stay Jun 25 — 28:

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.