11 days in Chicago and Beyond Itinerary

11 days in Chicago and Beyond Itinerary

Created using Inspirock Chicago and Beyond trip itinerary maker

Make it your trip
Fly to Chicago Midway International Airport, Drive to Ottawa
1
Ottawa
— 1 night
Drive
2
Rockford
— 4 nights
Drive
3
Chicago
— 5 nights
Fly

S M T W T F S
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Ottawa

— 1 night
Ottawa is a city located at the confluence of the navigable Illinois River and Fox River in LaSalle County, Illinois, United States. Kick off your visit on the 19th (Wed): get engrossed in the history at Hegeler Carus Mansion, then walk around Washington Square Park, and then relax and rejuvenate at SaltTreeYoga. Get ready for a full day of sightseeing on the 20th (Thu): explore the activities along Allen Park, admire the majestic nature at Matthiessen State Park, then do a tasting at August Hill Winery & Illinois Sparkling Co. Tasting Room, and finally hike along Starved Rock State Park.

To find reviews, photos, and more tourist information, you can read our Ottawa tour itinerary planning site.

Salt Lake City to Ottawa is an approximately 6.5-hour combination of flight and car. You can also drive. Due to the time zone difference, you'll lose 1 hour traveling from Salt Lake City to Ottawa. In May in Ottawa, expect temperatures between 72°F during the day and 52°F at night. Finish your sightseeing early on the 20th (Thu) to allow enough time to drive to Rockford.

Things to do in Ottawa

Parks · Nature · Museums · Outdoors

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. Venture out of the city with trips to Dixon (Dixon's Railroad Street Arches & Old Settlers Memorial Cabin), Whiskey Acres Distilling Co. (in DeKalb) and The Eagle's Nest Art Colony Collection (in Oregon). There's lots more to do: admire the natural beauty at Anderson Japanese Gardens, hike along Stone Bridge Trail, steep yourself in history at Oscar Taylor Home, and walk around Krape Park.

To see traveler tips, ratings, more things to do, and other tourist information, you can read our Rockford trip site.

You can drive from Ottawa to Rockford in 1.5 hours. May in Rockford sees daily highs of 72°F and lows of 50°F at night. Wrap up your sightseeing on the 24th (Mon) early enough to drive to Chicago.

Things to do in Rockford

Parks · Museums · Historic Sites · Outdoors

Side Trips

Chicago

— 5 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: admire the masterpieces at The Art Institute of Chicago, take a leisurely stroll along Navy Pier, shop like a local with The Magnificent Mile, and meet the residents at Shedd Aquarium.

To find maps, other places to visit, reviews, and tourist information, read our Chicago sightseeing tool.

You can drive from Rockford to Chicago in 1.5 hours. Other options are to take a bus; or do a combination of bus and subway. In May, daytime highs in Chicago are 71°F, while nighttime lows are 52°F. Wrap up your sightseeing on the 29th (Sat) to allow time to fly back home.

Things to do in Chicago

Museums · Parks · Childrens Museums · Theme Parks