8 days in Illinois Itinerary

Created using Inspirock Illinois trip itinerary builder
Make it your trip
Fly
1
Chicago
— 2 nights
Drive
2
Harrisburg
— 1 night
Drive
3
Oglesby
— 1 night
Drive
4
Galena
— 2 nights
Drive
5
Rock Island
— 1 night
Fly

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Chicago — 2 nights

Windy City

Head to Lincoln Park and Water Tower Placefor plenty of shopping. You'll explore the less-touristy side of things at Room Escape Games and Chicago Cultural Center. You'll find plenty of places to visit near Chicago: The Little Popcorn Store (in Wheaton), Chicago Premium Outlets (in Aurora) and Woodfield Mall (in Schaumburg). It doesn't end there: explore the activities along Lake Michigan and admire the natural beauty at Lincoln Park Conservatory.

To find traveler tips, more things to do, reviews, and other tourist information, you can read our Chicago trip app.

New York City to Chicago is an approximately 4-hour flight. You can also drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from New York City to Chicago. Expect little chillier temperatures when traveling from New York City in February; daily highs in Chicago reach 36°F and lows reach 20°F. Wrap up your sightseeing on the 5th (Sun) early enough to drive to Harrisburg.
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Shopping · Parks · Nature · Neighborhoods
Side Trips

Harrisburg — 1 night

On the 6th (Mon), admire the sheer force of Burden Falls, then look for all kinds of wild species at Garden of the Gods, and then take in the dramatic scenery at Little Grand Canyon.

To find traveler tips, ratings, reviews, and other tourist information, you can read our Harrisburg trip maker.

Getting from Chicago to Harrisburg by car takes about 5.5 hours. Prepare for a bit warmer weather when traveling from Chicago in February: high temperatures in Harrisburg hover around 45°F and lows are around 27°F. Cap off your sightseeing on the 6th (Mon) early enough to travel to Oglesby.
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Parks · Nature · Wildlife
Side Trips
Highlights from your trip

Oglesby — 1 night

Start off your visit on the 7th (Tue): admire the majestic nature at Matthiessen State Park, stroll through Starved Rock State Park, and then immerse yourself in nature at Buffalo Rock State Park.

To see traveler tips, more things to do, other places to visit, and more tourist information, use the Oglesby day trip planning website.

Explore your travel options from Harrisburg to Oglesby with the Route module. Expect slightly colder temperatures when traveling from Harrisburg in February; daily highs in Oglesby reach 34°F and lows reach 19°F. Wrap up your sightseeing on the 7th (Tue) early enough to drive to Galena.
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Parks · Nature · Trails · Outdoors
Side Trips

Galena — 2 nights

On the 8th (Wed), get thoroughly spooked out with a ghost and vampire tour, shop like a local with Galena Cellars Winery, then sample the fine beverages at Blaum Bros. Distilling Co., and finally admire the sheer force of Thunder Bay Falls. Here are some ideas for day two: tee off at The General at Eagle Ridge, fly down the slopes at Chestnut Mountain Resort, then contemplate the long history of Ulysses S. Grant Home, and finally relax and rejuvenate at some of the best spas.

For traveler tips, other places to visit, where to stay, and more tourist information, refer to the Galena trip builder app.

You can drive from Oglesby to Galena in 2.5 hours. Traveling from Oglesby in February, Galena is a bit cooler at night with lows of 12°F. Cap off your sightseeing on the 9th (Thu) early enough to go by car to Rock Island.
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Parks · Outdoors · Historic Sites · Wineries

Rock Island — 1 night

Kick off your visit on the 10th (Fri): try to win big at Jumer's Casino Rock Island and then buy something for everyone on your list at Southpark.

To see reviews, photos, where to stay, and tourist information, read our Rock Island itinerary maker site.

Traveling by car from Galena to Rock Island takes 2 hours. Alternatively, you can take a bus. In February, daytime highs in Rock Island are 35°F, while nighttime lows are 16°F. Cap off your sightseeing on the 10th (Fri) early enough to catch the flight back home.
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Shopping · Casinos · Fun & Games
Side Trip

Illinois travel guide

4.3
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.
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