22 days in Chicago and Beyond Itinerary

22 days in Chicago and Beyond Itinerary

Created using Inspirock Chicago and Beyond trip itinerary planner

Make it your trip
Fly to Chicago O'Hare International Airport, Drive to Saint Charles
1
Saint Charles
— 6 nights
Drive
2
Rockford
— 4 nights
Drive
3
Utica
— 2 nights
Drive
4
Chicago
— 9 nights
Fly

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Saint Charles

— 6 nights
St. Change things up with these side-trips from Saint Charles: Lombard (Lilacia Park & Maple Street Chapel), Arlington Park (in Arlington Heights) and Whiskey Acres Distilling Co. (in DeKalb). The adventure continues: brush up on your military savvy at First Division Museum at Cantigny, experience rural life at Blackberry Farm, get to know the fascinating history of Riverwalk Lot, and look for all kinds of wild species at Red Oak Nature Center.

For ratings, more things to do, traveler tips, and more tourist information, you can read our Saint Charles holiday planner.

Amsterdam, The Netherlands to Saint Charles is an approximately 12-hour combination of flight and car. The time zone changes from Central European Standard Time (CET) to Central Standard Time (CST), which is usually a -7 hour difference. Expect somewhat warmer weather when traveling from Amsterdam in May: highs in Saint Charles hover around 25°C, while lows dip to 10°C. Wrap up your sightseeing on the 22nd (Sat) to allow time to drive to Rockford.

Things to do in Saint Charles

Parks · Outdoors · Museums · Wildlife

Side Trips

Rockford

— 4 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. Explore Rockford's surroundings by going to Dixon (Dixon's Railroad Street Arches, Old Settlers Memorial Cabin, &more) and Oregon (The Eagle's Nest Art Colony Collection & Castle Rock State Park). There's lots more to do: take in nature's colorful creations at Anderson Japanese Gardens, tour the pleasant surroundings at Stone Bridge Trail, look for all kinds of wild species at Severson Dells Nature Center, and get a new perspective on nature at Burpee Museum of Natural History.

To see maps, more things to do, and more tourist information, refer to the Rockford trip itinerary maker site.

Drive from Saint Charles to Rockford in 1.5 hours. In May in Rockford, expect temperatures between 26°C during the day and 11°C at night. Finish up your sightseeing early on the 26th (Wed) so you can go by car to Utica.

Things to do in Rockford

Parks · Museums · Nature · Outdoors

Side Trips

Utica

— 2 nights
North Utica, often known as Utica, is a village in Utica Township, LaSalle County, Illinois. Start off your visit on the 27th (Thu): immerse yourself in nature at Starved Rock State Park, then take an in-depth tour of Hegeler Carus Mansion, then immerse yourself in nature at Matthiessen State Park, and finally stroll around Allen Park. Here are some ideas for day two: contemplate the long history of Weber House and Garden, then see the interesting displays at Reddick Mansion and Gardens, then stroll around Washington Square Park, and finally do a tasting at August Hill Winery & Illinois Sparkling Co. Tasting Room.

To find ratings, traveler tips, and tourist information, read our Utica vacation planner.

You can drive from Rockford to Utica in 1.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus, shuttle, and taxi. In May, daytime highs in Utica are 26°C, while nighttime lows are 13°C. Finish your sightseeing early on the 28th (Fri) to allow enough time to drive to Chicago.

Things to do in Utica

Parks · Nature · Museums · Outdoors

Side Trips

Chicago

— 9 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 plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, take a stroll through The Magnificent Mile, take in the waterfront at Navy Pier, and observe the fascinating underwater world at Shedd Aquarium.

To find other places to visit, more things to do, reviews, and more tourist information, you can read our Chicago itinerary builder website.

Traveling by car from Utica to Chicago takes 1.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of taxi and train. Expect a daytime high around 25°C in May, and nighttime lows around 13°C. Wrap up your sightseeing on the 6th (Sun) to allow time to travel back home.

Things to do in Chicago

Museums · Parks · Childrens Museums · Historic Sites

Side Trip